論文 - 菅本 和寛
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Sugamoto K, Tanaka YL, Saito A, Goto Y, Nakayama T, Okabayashi T, Kunitake H, Morishita K
Biochemical and biophysical research communications 615 ( 615 ) 56 - 62 2022年4月
担当区分：筆頭著者 記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Biochemical and Biophysical Research Communications
With the current worldwide pandemic of COVID-19, there is an urgent need to develop effective treatment and prevention methods against SARS-CoV-2 infection. We have previously reported that the proanthocyanidin (PAC) fraction in blueberry (BB) leaves has strong antiviral activity against hepatitis C virus (HCV) and human T-lymphocytic leukemia virus type 1 (HTLV-1). In this study, we used Kunisato 35 Gou (K35) derived from the rabbit eye blueberry (Vaccinium virgatum Aiton), which has a high PAC content in the leaves and stems. The mean of polymerization (mDP) of PAC in K35 was the highest of 7.88 in Fraction 8 (Fr8) from the stems and 12.28 of Fraction 7 (Fr7) in the leaves. The composition of BB-PAC in K35 is that most are B-type bonds with a small number of A-type bonds and cinchonain I as extension units. A strong antiviral effect was observed in Fr7, with a high polymerized PAC content in both the leaves and stems. Furthermore, when we examined the difference in the action of BB-PAC before and after SARS-CoV-2 infection, we found a stronger inhibitory effect in the pre-infection period. Moreover, BB-PAC Fr7 inhibited the activity of angiotensin II converting enzyme (ACE2), although no effect was observed in a neutralization test of pseudotyped SARS-CoV-2. The viral chymotrypsin-like cysteine protease (3CLpro) of SARS-CoV-2 was also inhibited by BB-PAC Fr7 in leaves and stems. These results indicate that BB-PAC has at least two different inhibitory effects, and that it is effective in suppressing SARS-CoV-2 infection regardless of the time of infection.
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Sugamoto K., Sakashita T., Matsumoto T., Hirozawa N.
Phytochemistry Letters 48 1 - 4 2022年1月
担当区分：筆頭著者, 責任著者 記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Phytochemistry Letters
Two new angular-type pyranocoumarins, namely hyuganin G (1) and hyuganin H (2), were isolated from an ethyl acetate extract of the aerial parts of Angelica furcijuga, together with three known angular-type pyranocoumarins, isoepoxypteryxin (3), isopteryxin (4), and hyuganin E (5). Assignment of the 1H and 13C NMR data of 1 and 2 were achieved via analysis of the DEPT, HMQC, and HMBC spectra. The absolute configurations of 1 and 2 were determined by semi-synthesis from 3.
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Sugamoto K., Yoshifuji T., Soejima S., Honda Y.
Synthetic Communications 50 ( 10 ) 1523 - 1527 2020年5月
担当区分：筆頭著者 記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Synthetic Communications
© 2020, © 2020 Taylor & Francis Group, LLC. Chalcones bearing 2-hydroperoxy-3-methyl-3-butenyl or 2-hydroxy-3-methyl-3-butenyl groups, such as xanthoangelol E (1a), xanthoangelol D (2a), psorachalcone A (2 b), xanthohumol D (2c), and related derivatives were first synthesized by using the ene reaction of prenylated chalcones with singlet oxygen.
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Synthesis of (2R,6R,10R)- and (2S,6R,10R)-Pristanic Acid Diastereomers 査読あり
Kazuhiro Sugamoto, Ryoya Nishikawa, Tomonori Nakanishi
Letters in Organic Chemistry 22 ( 8 ) 591 - 595 2025年3月
担当区分：筆頭著者, 責任著者 記述言語：英語 掲載種別：研究論文（学術雑誌）
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Synthesis and antibacterial activity of chalcones bearing prenyl or geranyl groups from Angelica keiskei 「(共著)」 査読あり
Kazuhiro Sugamoto, Yoh-ichi Matsushita, Kana Matsui, Chiaki Kurogi, Takanao Matsui
Tetrahedron 67 5346 - 5359 2011年5月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Synthesis of 4-hydroxyderricin and related derivatives「(共著)」 査読あり
Kazuhiro Sugamoto, Chiaki Kurogi, Yoh-ichi Matsushita, Takanao Matsui
Tetrahedron Letters 49 6639 - 6641 2008年10月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Solvent-Free Oxidative Coupling of 2-Naphthols Catalyzed by Hydrotalcite-Like Compounds in Aerobic Condition 「(共著)」 査読あり
Kazuhiro Sugamoto, Yoh-ichi Matsushita, Takanao Matsui
Letters in Organic Chemistry 9 ( 4 ) 263 - 266 2012年5月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Microwave-Assisted Beckmann Rearrangement of Aryl Ketoximes Catalyzed by In(OTf))3 in Ionic Liquid 「(共著)」 査読あり
Kazuhiro Sugamoto, Yoh-ichi Matsushita, Takanao Matsui
Synthetic Communications 41 879 - 884 2011年2月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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身近な素材を用いた中和反応に関する化学実験教材の開発 査読あり
菅本 和寛, 金丸 慎太郎, 三宅 琢磨, 矢野 康之, 熊川 大輔
九州地区国立大学教育系・文系研究論文集 8 ( 2 ) No.4 2022年3月
担当区分：筆頭著者 記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：九州地区国立大学間の連携事業に係る企画委員会リポジトリ部会
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色変わり冷シップ「(共著)」 査読あり
菅本 和寛，斎藤 泰男，松井 佳菜，松下 洋一
化学と教育 58 ( 9 ) 430 - 430 2010年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌）
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Selective Extraction of Cd(II) over Zn(II) from Acidic Media with Isooctylthioglycolate 査読あり 国際共著
Koga S., Kanemaru S., Sugamoto K., Baba Y., Mumford K.A., Stevens G.W.
Solvent Extraction Research and Development, Japan 32 ( 1 ) 31 - 41 2025年
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Solvent Extraction Research and Development, Japan
In this study, a new extractant has been developed for mutual separation of Cu(II) / Fe(III) and Cd(II) / Zn(II) from acidic media. These metals are mainly discharged from smelting and refining processes of copper, zinc, and lead. However, the mutual separation of these metals is difficult due to their similar chemical properties. In order to separate these metals, isooctyl thioglycolate (IOTG) which has carbonyl and thiol groups was proposed as a new extractant. Furthermore, 1-dodecanethiol (DOTH) with only a thiol group was used for comparison. We found that IOTG in toluene can selectively separate Cu(II) over Fe(III) and Cd(II) over Zn(II). We paid attention to the selective extraction of Cd(II) with high toxicity and examined the extraction equilibria of Zn(II) and Cd(II) in detail. These extraction equilibria are determined by the conventional slope analysis method from 1 M aqueous ammonium nitrate solution. It was found that the selective extraction of Cd(II) over Zn(II) is due to the formation of the binuclear Cd(II) complexes while Zn(II) is extracted as the mononuclear complex. Furthermore, the stripping of Cd(II) and Zn(II) extracted into the organic phase was achieved using appropriate concentrations of various acids.
DOI： 10.15261/serdj.32.31
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Koga Y., Setoguchi Y., Sugamoto K., Goto Y., Hirano T., Kunitake H.
Plants 13 ( 13 ) 2024年7月
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Plants
The leaves and branches of rabbiteye blueberry are rich in proanthocyanidins, which are thought to have different physiological activities depending on their structure and degree of polymerization. In this study, we analyzed the constituents of the leaves and branches of rabbiteye blueberry to determine the seasonal variations in polyphenol and proanthocyanidin (PAC) contents as well as their mean degrees of polymerization (mDP). Total PAC content was determined using two methods: The p-dimethylaminocinnamaldehyde (DMACA) method, which measures monomeric PAC, showed an increase from spring to summer in both leaves and branches. On the other hand, using the butanol/HCl method, which measures only polymerized PAC, the PAC content of leaves increased from spring to summer but those of branches remained low throughout the year, showing no significant increase or decrease. Furthermore, analysis of the mDP of PAC showed increases from spring to summer in the leaves of ‘Kunisato 35 gou’. Although the highest value (8.0) was observed in October, values around 4 remained throughout the year in the branches. Since differences in polymerization degree affect absorption in the body and physiological properties such as antioxidant capacity, selecting the appropriate harvest time and plant organs for each purpose is expected to ensure the quality of processed blueberry foods.
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Nakanishi T., Suga K., Wakitani S., Yamaguchi K., Sugamoto K., Erickson L., Kawahara S.
European Journal of Lipid Science and Technology 126 ( 4 ) 2024年
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：European Journal of Lipid Science and Technology
Phytanic acid is one of the branched-chain fatty acids in the human diet. Humans incorporate it into their bodies through the ingestion of ruminant meat and milk since these animal products contain the 3RS, 7R, 11R-isomer, as naturally occurring phytanic acid (nPA). Although phytanic acid has been reported to have health-promoting effects such as immunomodulatory effects, these findings were obtained mostly from in vitro cell-based experiments. In this study, the in vivo anti-inflammatory effects of nPA were investigated using a mouse model of dextran sulfate sodium (DSS)-induced colitis. Mice were fed diets containing 0%, 0.05%, or 0.1% nPA for 4 weeks. During the fourth week, acute colitis was induced by administration of a 3% DSS solution. The intake of 0.05% and 0.1% nPA inhibited DSS-induced body weight loss in mice, and showed improvement of histopathological changes in colon epithelium. nPA also inhibited the production of proinflammatory cytokines, especially macrophage-related cytokines such as interleukin-1β in the colon. These results suggest that nPA exerts anti-inflammatory effects under in vivo physiological conditions. Practical application: There is a growing demand for fatty acids possessing distinct nutritional and physical characteristics in the realms of health, nutrition, and food-related applications. The present study demonstrated that a branched-chain fatty acid, phytanic acid, exerts anti-inflammatory activity under not only in vitro but also in vivo conditions, using a commonly used mouse model of human inflammatory bowel disease. Our findings encourage further studies to determine whether phytanic acid elicits beneficial properties in humans, and suggest that phytanic acid enrichment can be a novel product strategy in the food market.
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MATSUMOTO Marina, KANEMARU Shintaro, BABA Yoshinari, SUGAMOTO Kazuhiro
Solvent Extraction Research and Development, Japan 30 ( 1 ) 71 - 79 2023年4月
担当区分：最終著者 記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：日本溶媒抽出学会
In this study, the selective extraction and mutual separation of Sc(III) and Y(III) from Ni(II), Co(II) and Mn(II) in acidic media were performed with <i>N</i>-lauroylsarcosine (NLS) in toluene. The experimental results were quantitatively analyzed using the conventional slope analysis method. This method reasonably elucidated reasonably the extraction equilibrium formulation of these metals with LNS. Isostearic acid with only a carboxylic acid group in the molecule extracted Sc(III) and Y(III) in a higher pH region compared with that with LNS having amide and carboxylic acid moieties. Therefore, we found that the amide group included in the molecule structure of NLS plays an important role to extract these metals. Mutual separation of Sc(III) and Y(III) was carried out by a one-step extraction using NLS from Ni(II), Co(II) and Mn(II) in acidic media. Sc(III) is more strongly extracted than Y(III) with NLS, and the separation factor of the metals is quite high at 4.68×10<sup>3</sup>. Furthermore, the stripping of Sc(III) and Y(III) extracted into the organic phase was achieved using appropriate concentrations of various acids.
DOI： 10.15261/serdj.30.71
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Ushizaki S., Kanemaru S., Baba Y., Sugamoto K.
Analytical Sciences 39 ( 4 ) 473 - 481 2023年4月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Analytical Sciences
A deep eutectic solvent (DES) composed of isostearic acid and TOPO was newly found out and investigated for selective recovery of scandium. The four elements used in this study are scandium, iron, yttrium, and aluminum. It was difficult to separate the four elements owing to the overlap of extraction behavior when isostearic acid or TOPO alone in toluene was used, respectively. However, scandium was able to be selectively extracted from other metals using DES prepared by 1:1 mol ratio of isostearic acid and TOPO without toluene. In DES consisting of isostearic acid and TOPO, synergistic and blocking effects with three extractants acted on the extraction selectivity for scandium. Both effects are proved also from the fact that scandium was easily stripped with diluted acidic solutions such as 2 M HCl and H2SO4. Thus, DES extracted selectively scandium and back-extraction was easily achieved. In order to elucidate these phenomena above, the extraction equilibria of Sc(III) using DES dissolved in toluene was investigated in detail. The extraction mechanism of scandium by DES in toluene indicates that the extracted chemical species vary with pH, and that trivalent scandium is extracted by forming stable metal complexes with DESs consisting of five molecules of isostearic acid and five molecules of TOPO. Graphical abstract: [Figure not available: see fulltext.].
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Ogawa K., Urata K., Suzuki Y., Sugamoto K., Goto Y., Nakayama T., Nishiyama K., Kunitake H., Yamasaki M.
Bioscience, biotechnology, and biochemistry 87 ( 4 ) 378 - 388 2023年3月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Bioscience, biotechnology, and biochemistry
Blue light causes retinal damage that can lead to ocular diseases such as age-related macular degeneration. In this study, we determined the protective effect of blueberry stem extract (BStEx) and active components on blue light-emitting diode (LED) light-induced retinal photoreceptor cell damage in vitro. Photoreceptor cells cultured in the presence of BStEx or components were exposed to blue light to induce cell damage. BStEx, fractions of BStEx containing proanthocyanidins, chlorogenic acid, catechin, and epicatechin prevented the cell damage and/or inhibited the generation of reactive oxygen species (ROS). Furthermore, BStEx reduced apoptosis and cell death, and inhibited the phosphorylation of p38 mitogen-activated protein kinase and c-Jun N-terminal kinase leading to cellular apoptosis induced by blue light exposure. These findings suggest that BStEx and components exert a protective effect against blue light-induced photoreceptor cell damage through the inhibition of MAPK phosphorylation and ROS production.
DOI： 10.1093/bbb/zbad001
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In vitro characterization of anti-inflammatory activities of 3RS, 7R, 11R-phytanic acid 査読あり 国際共著
Nakanishi T, Izumi M, Suzuki R, Yamaguchi K, Sugamoto K, Erickson L, Kawahara S
The Journal of dairy research 90 ( 1 ) 1 - 8 2023年2月
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Journal of Dairy Research
The aim of the research described here was to investigate the in vitro immunomodulatory effects of 3RS, 7R, 11R-phytanic acid (3RS-PHY) from the perspective of efficacy against autoimmune diseases. 3RS-PHY is a milk component with strong agonist activity at the peroxisome proliferator activated receptor (PPAR). As PPAR is a therapeutic target for several human diseases, 3RS-PHY intake may have possible health benefits. Recently, we chemically synthesized a preparation of 3RS-PHY and demonstrated that 3RS-PHY inhibited T-cell production of interferon (IFN)-γ. However, the overall immunomodulatory effects were not evaluated. In this study, mouse splenocytes, purified T-cells and B-cells were stimulated by mitogens and incubated with 3RS-PHY, followed by evaluation of cytokine and antibody production. A macrophage-like cell line J774.1 was also incubated with 3RS-PHY to evaluate nitric oxide production. 3RS-PHY decreased mRNA levels not only of IFN-γ but also of interleukin (IL)-2, IL-10 and IL-17A in splenocytes and similar effects were confirmed at the protein level. In addition, 3RS-PHY had a direct action on T-cells with preferential inhibitory effects on Th1 and Th17 cytokines such as IFN-γ and IL-17A. Furthermore, 3RS-PHY suppressed antibody secretion by B-cells and nitric oxide production by J774.1 almost completely, indicating that 3RS-PHY is a bioactive fatty acid with anti-inflammatory properties. These findings encourage further investigations, including in vivo experiments, to evaluate whether 3RS-PHY actually shows the potential to prevent autoimmune diseases, and provide basic information to produce milk and dairy products with an increased 3RS-PHY concentration.
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<i>Grifola gargal</i>水抽出物に含まれるヌクレオシドの組成
菅野 友美, 菅本 和寛, 亀井 一郎, 三宅 義明
日本きのこ学会誌 30 ( 4 ) 150 - 154 2023年1月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：日本きのこ学会
本研究では，アンニンコウから芳香族化合物を単離し，新たな機能性を探索することを目的とした．HPLC分析によりアンニンコウ水抽出物に特徴的なピークが検出されたため，精製・単離し，NMRなどを用いて構造決定したところ，血小板凝集阻害効果のあるアデノシンと同定された．17種のキノコ粉末水抽出からアデノシン含量を測定した結果，ヒラタケが最も高い含量を示した．アデノシン以外のヌクレオシド（シチジン，ウリジン，グアノシン，チミジン）についても同定・定量した結果，それぞれの含量はきのこの種類，部位などで異なることが明らかとなった．
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Ogawa K, Urata K, Maeda S, Ohno Y, Satoh K, Yamada Y, Suzuki Y, Koga Y, Sugamoto K, Kawaguchi M, Kunitake H, Nishiyama K, Goto YO, Nakayama T, Yamasaki M
In vivo (Athens, Greece) 37 ( 1 ) 149 - 162 2023年1月
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：In Vivo
Background/Aim: This study evaluated the effect of blueberry leaf hot water extract (BLEx) on Sjögren's syndrome (SS)-like lacrimal hyposecretion in male non-obese diabetic (NOD) mice. Materials and Methods: NOD or BALB/c mice were fed 1% BLEx or control (AIN-93G) for 2 weeks from the age of 4 to 6 weeks. Pilocarpine-induced tear volume was measured using a phenol red-impregnated thread. The lacrimal glands were evaluated histologically by H&E staining. The IL-1β and TNF-α levels in the lacrimal gland tissue were measured by ELISA. The mRNA expression levels of secretion-related proteins were measured by real-time PCR. LC3 I/II and arginase 1 expression levels were measured by western blot. Results: After feeding with BLEx, pilocarpine-induced tear secretion in NOD mice was increased. In contrast, the mRNA expression levels of the cholinergic muscarinic M3 receptor, aquaporin 5, and ion channels related to lacrimal secretion were not changed by BLEx administration. In addition, the protein expression of arginase 1, which was recently reported to be involved in tear hyposecretion in NOD mice, was also not improved by BLEx administration. Although infiltration in the lacrimal gland of NOD mice was not decreased, the levels of TNF-α and the autophagy-related protein LC3 were significantly suppressed by BLEx treatment. Conclusion: BLEx treatment may ameliorate lacrimal hyposecretion in NOD mice by delaying the progression of autoimmune disease by suppressing autophagy in lacrimal glands.
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Grifola gargal水抽出物に含まれるヌクレオシドの組成 査読あり
菅野 友美, 菅本 和寛, 亀井 一郎, 三宅 義明
日本きのこ学会誌 30 ( 4 ) 150 - 154 2022年12月
記述言語：日本語 掲載種別：研究論文（学術雑誌）
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Kai H, Okada Y, Goto Y, Nakayama T, Sugamoto K, Ogawa K, Yamasaki M, Morishita K, Matsuno K, Kunitake H
Plants (Basel, Switzerland) 11 ( 10 ) 2022年5月
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Plants
Although Vaccinium virgatum Aiton leaves and stems inhibit adult T-cell leukemia (ATL) cells, leaves and stems can differ between individual plants and by time and location. In this study, leaf and stem components were profiled in the same individual plant using direct-injection electron ionization-mass spectrometry (DI-EI-MS) metabolomics, with the aims of analyzing the anti-ATL activity, and quantifying proanthocyanidins (PACs). Leaves, stems, and leaf/stem mixtures showed distinct and characteristic spectra. Anti-ATL activity was stronger in stems than leaves, and the PAC content was higher in stems than leaves. These data were subjected to bivariate analysis to identify the factor (m/z) responsible for the inhibitory effect of ATL based on the highest coefficient of determination (R2 ). The results of this DI-EI-MS metabolomics analysis suggest that among PACs contained in V. virgatum stems and leaves, the fragment ion at m/z 149 contributes significantly to anti-ATL activity.
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Kai H., Sugamoto K., Toshima S., Goto Y., Nakayama T., Morishita K., Kunitake H.
Plants 11 ( 4 ) 2022年2月
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Plants
We previously reported that rabbit-eye blueberry (Vaccinium virgatum Aiton) leaves exhibit multiple functions. In this study, we evaluated whether V. virgatum stems can also be used as functional materials similar to leaves and clarified the major constituents and their biological activity (antioxidant activity and anti–adult T cell leukemia (ATL) activity). Water extracts of V. virgatum stems were separated into 19 fractions using a Diaion HP-20 open column. Sugars and organic acids were detected in the highly water-soluble fractions. Polyphenols and proanthocyanidin were detected in the hydrous methanol-soluble fractions. In biological activity evaluations, a difference in antioxidant activity was observed in the water-containing methanol-eluted fractions, and fractions exhibiting anti-ATL activity differed depending on cell type. These results suggest that blueberry stems, like leaves, are rich in polyphenols and exhibit antioxidant activity and inhibit ATL cell growth. In the future, aerial parts of blueberries, including stems and leaves, could be used as functional materials and/or medicinal resources.
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Ichikawa T., Sugamoto K., Matsuura Y., Kunitake H., Shimoda K., Morishita K.
Cancer Science 113 ( 4 ) 1406 - 1416 2022年
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Cancer Science
We have previously reported that the proanthocyanidin (PAC) fraction of blueberry leaf extract (BB-PAC) inhibits the proliferation of HTLV-1-infected adult T-cell leukemia (ATL) by inducing apoptosis. In the present study, we further analyzed the structure of BB-PAC and elucidated the molecular mechanism underlying the inhibitory function of HTLV-1-infected and ATL cells. After hot water extraction with fractionation with methanol-acetone, BB-PAC was found to be concentrated in fractions 4 to 7 (Fr7). The strongest inhibition of ATL cell growth was observed with Fr7, which contained the highest BB-PAC polymerization degree of 14. The basic structure of BB-PAC is mainly B-type bonds, with A-type bonds (7.1%) and cinchonain I units as the terminal unit (6.1%). The molecular mechanism of cytotoxicity observed around Fr7 against ATL cells was the degradation of JAK1 to 3 and the dephosphorylation of STAT3/5, which occurs by proteasome-dependent proteolysis, confirming that PAC directly binds to heat shock protein 90 (HSP90). JAK degradation was caused by proteasome-dependent proteolysis, and we identified the direct binding of PAC to HSP90. In addition, the binding of cochaperone ATPase homolog 1 (AHA1) to HSP90, which is required for activation of the cofactor HSP90, was inhibited by BB-PAC treatment. Therefore, BB-PAC inhibited the formation of the HSP90/AHA1 complex and promoted the degradation of JAK protein due to HSP90 dysfunction. These results suggest that the highly polymerized PAC component from blueberry leaves has great potential as a preventive and therapeutic agent against HTLV-1-infected and ATL cells.
DOI： 10.1111/cas.15277
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Yamasaki M., Kiue Y., Fujii K., Sushida M., Yamasaki Y., Sugamoto K., Suzuki Y., Koga Y., Kunitake H., Kai H., Ogawa K., Nishiyama K., Goto Y., Nakayama T.
Plants 10 ( 12 ) 2021年12月
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Plants
Blueberry (Vaccinium virgatum Aiton; Kinisato 35 Gou) leaves have recently attracted in-creasing attention as a useful material for the prevention of lifestyle diseases. Here, we examined the effects of the hot water extract of blueberry leaves (BLEx) on lipogenesis and uric acid production in 3T3-L1 adipocytes. The results showed that BLEx suppressed lipid accumulation and the mRNA expression of differentiation markers in 3T3-L1 adipocytes. A fractionation study showed that the highly polymerized proanthocyanidin-rich fraction was responsible for this effect. Upon maturation to adipocytes, 3T3-L1 cells produced uric acid and tumor necrosis factor-α, and hypoxia stimulated the production of uric acid and xanthine oxidoreductase activity. BLEx suppressed the production of uric acid under these conditions. Although BLEx inhibited the enzymatic activity of xanthine oxidase, this activity was observed in several fractions containing catechin, epicatechin, chlorogenic acid, rutin, and low molecular weight proanthocyanidins. Taken together, these results indicate that BLEx contains various compounds with the ability to suppress lipid accumulation and uric acid production in adipocytes.
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野菜ジュースカプセルを用いたカタラーゼ活性を視覚化した 体験教材の開発
菅本 和寛
宮崎大学工学部紀要 50 1 - 2 2021年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学工学部
The purpose of this study is to develop teaching materials for visualization of catalase activities. In this study, I
present a comparison of catalase activity in different encapsulated vegetable juices. Several vegetable juice
capsules were easily prepared from sodium alginate and calcium chloride. The catalase activity of vegetable juice capsules can be compared by measuring the floating time in H2O2 solution. -
野菜ジュースカプセルを用いたカタラーゼ活性を可視化した体験教材の開発 査読あり
菅本 和寛
宮崎大学工学部紀要 50 1 - 2 2021年9月
担当区分：筆頭著者, 責任著者 記述言語：日本語 掲載種別：研究論文（大学，研究機関等紀要）
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Matsumoto M., Ito T., Kanemaru S., Baba Y., Sugamoto K.
Solvent Extraction and Ion Exchange 39 ( 5-6 ) 573 - 583 2021年3月
担当区分：最終著者 記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Solvent Extraction and Ion Exchange
Demand for scandium (Sc) has been increasing in recent years. However, there are almost no ores containing Sc, and the supply is insufficient because the separation and recovery of Sc as a byproduct from oxide minerals such as ilmenite ore, bauxite, and laterite are difficult. In this study, extraction and separation of Sc from acidic chloride or acidic nitrate solutions containing transition metals such as Fe , Co , Ni , Zn , and Pd were studied using N-lauroylsarcosine (NLS) and tri-n-octylphosphine oxide (TOPO), which together create a “deep eutectic solvent” (DES). Owing to the respective selectivity of NLS and TOPO by different extractive interactions between metal ions and the two extractants in toluene, Sc was effectively and selectively separated even from Fe in the aqueous ammonium nitrate solution, the mutual separation of which is difficult with NLS alone. The mutual separation of Sc and Fe in acidic chloride solution is in general very difficult, while the mutual separation of these metals from acidic nitrate solution is successful. This is due to either anions forming complexes with Sc in the aqueous phase (chloride) or not (nitrate). The potential use of the combination of the NLS with TOPO for selective recovery of Sc from Fe in a refining process is demonstrated. 3+ 3+ 2+ 2+ 2+ 2+ 3+ 3+ 3+ 3+ 3+ 3+ 3+
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Dietary phytanic acid-induced changes in tissue fatty acid profiles in mice 査読あり
Nakanishi T., Kagamizono K., Yokoyama S., Suzuki R., Sakakibara H., Sugamoto K., Erickson L., Kawahara S.
Journal of Dairy Research 87 ( 4 ) 498 - 500 2020年11月
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Journal of Dairy Research
The aims of this research communication were to investigate the in vivo tissue accumulation of phytanic acid (PA) and any changes in the tissue fatty acid profiles in mice. Previous in vitro studies have demonstrated that PA is a milk component with the potential to cause both beneficial effects on lipid and glucose metabolism and detrimental effects on neuronal cells. However, there is limited information about its in vivo actions. In this study, mice were fed diets containing either 0.00 or 0.05% 3RS, 7R, 11R-PA, which is the isomer found in milk and the human body. After 4 weeks, adipose tissue, liver and brain were harvested and their fatty acid profiles were determined by gas chromatographic analysis. The results showed that PA and its metabolite pristanic acid accumulated in the adipose tissue of PA-fed mice, and that dietary PA decreased the hepatic compositions of several saturated fatty acids such as palmitic acid while increasing the compositions of polyunsaturated fatty acids including linoleic acid and docosahexaenoic acid. However, dietary PA neither accumulated nor had a high impact on the fatty acid profile in the brain. These results suggested that dietary PA could exert its biological activities in adipose tissue and liver, although the brain is relatively less affected by dietary PA. These data provide a basis for understanding the in vivo physiological actions of PA.
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宮崎大学工学部で行った高校生「総合的な探究の時間」の評価と課題
田村 宏樹, 森田 千尋, 盆小原 康博, 荒井 昌和, 菅本 和寛, 坂本 眞人, 石津 貴弘
宮崎大学工学部紀要 49 17 - 22 2020年9月
記述言語：日本語 掲載種別：研究論文（大学，研究機関等紀要） 出版者・発行元：宮崎大学工学部
In 2019, we provided educational guidance for second-year students at Miyazaki Minami High School. We hope that this project will lead high school students to interest in the engineering field and lead to a change in awareness of research and development. In this paper, we introduce the six research projects for which research guidance was provided from profeesor of University of Miyzaki in 2019, and report on the evaluation of the research guidance and their issues.
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鹿屋 京平, 菅本 和寛, 馬場 由成, 塚崎 孝規
環境資源工学 67 ( 1 ) 5 - 12 2020年
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：一般社団法人 環境資源工学会
The organic solvent is a liquid organic compound capable of dissolving a water-insoluble compound. In the solvent extraction method which is one of metal refining techniques, the large amount of organic solvent plays an important role not only to solubilize the extractant but also to affect the extraction behavior of metal complexes formed in the organic phase. However, most organic solvents have high volatility and toxicity, and their use is limited owing to health damage and environmental burden. In this study, we synthesized activated carbon impregnated extractant without organic solvent and aimed to separate Co and Ni. Specifically, activated carbon was impregnated with 2-isonitrosopropiophenone as extractant, and the effect on Ni and Co separation characteristics was investigated. As a result, the activated carbon was able to selectively adsorb Co over Ni compared to toluene diluent and that this activated carbon had high adsorption capacity for Co and leakage of extractant lower.
DOI： 10.4144/rpsj.67.5
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TKaede Yamasaki, Kazuhiro Sugamoto, Teruaki Arakawa, Kazuo Nishiyama1 and Masao Yamasaki
PeerJ 2019年6月
記述言語：英語 掲載種別：研究論文（学術雑誌）
Excessive alcohol consumption is a risk factor for liver diseases. Enhancement of alcohol
metabolism could be an effective strategy to prevent these adverse effects since it
promotes the clearance of ethanol and acetaldehyde from the serum. Polyphenol-rich
products have shown to protect against alcohol-related liver damage. Blueberry leaves
have attracted attention as they are rich polyphenols such as proantocyanidins and
chlorogenic acid. In this study, we investigated the effects of a high dose of blueberry
leaf extract (BLEx) on alcohol metabolism during chronic intake of ethanol. Sevenweek old Sprague-Dawley (SD) rats were divided into four groups: normal liquid diet
group (NLD), normal liquid diet + BLEx group (NLD + BLEx), alcohol liquid diet
group (ALD), and alcohol liquid diet + BLEx (ALD + BLEx). Then, rats were fed
experimental diet for 5 weeks and at the end of feeding period, body weight, food intake,
liver weight, indices of liver injury, expression and activity of alcohol metabolismrelated and anti-oxidative enzymes, and levels of carbonyl protein, triglyceride (TG),
and total cholesterol (T-Chol) were measured. Body weight and food intake decreased,
whereas liver aldehyde dehydrogenase (ALDH) activity, liver microsomal cytochrome
P450 2E1 (CYP2E1) protein and mRNA expression, and heme oxygenase 1 (HO-1)
mRNA expression were upregulated by ethanol intake. Dietary BLEx, however, did
not affect any of these ethanol-related changes. Indices of liver injury, expression and
activity of other alcohol metabolism-related enzymes, liver carbonyl protein, TG, and
T-Chol levels were not altered by ethanol and BLEx. Thus, chronic BLEx intake does
not ameliorate the harmful effects of ethanol.DOI： 10.7717/peerj.6989
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Terao R., Murata A., Sugamoto K., Watanabe T., Nagahama K., Nakahara K., Kondo T., Murakami N., Fukui K., Hattori H., Eto N.
Food and Function 10 ( 1 ) 38 - 48 2019年1月
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Food and Function
© 2019 The Royal Society of Chemistry. Natural killer (NK) cells play an important role in the innate immune system by eliminating cancer cells and virally infected cells. Aging and stress attenuate the activity of NK cells, thereby increasing the risk of various diseases. In this study, we demonstrated that the consumption of a small number of kumquats in an in vivo model could suppress elevated plasma corticosterone levels and reverse the decline in splenocyte cytotoxicity caused by restraint stress. Our results identified β-cryptoxanthin (BCX) as an active kumquat component with a NK cell-activating effect, and R-limonene as an active component that mediates not only the anti-stress effect but also NK cell activation by oral administration. In addition, BCX, R-limonene, and R-limonene metabolites were found to enhance IFN-γ production in KHYG-1 cells, a human NK cell line. Collectively, our findings suggest that the ingestion of a few kumquats on a daily basis can help to combat stress and enhance NK cell activity.
DOI： 10.1039/c8fo01971a
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Nakanishi T., Motoba I., Anraku M., Suzuki R., Yamaguchi Y., Erickson L., Eto N., Sugamoto K., Matsushita Y., Kawahara S.
Lipids in Health and Disease 17 ( 1 ) 2018年6月
記述言語：英語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Lipids in Health and Disease
© 2018 The Author(s). Background: Among the eight stereoisomers of phytanic acid (PA), the 3RS, 7R, 11R-isomer is naturally occurring and is present in foods and the human body. PA is considered to have possible health benefits in the immune system. However, it remains undetermined whether these effects are elicited by the 3RS, 7R, 11R-PA isomer, because previous studies used a commercially available PA whose isomer configuration is unknown. In this study, we synthesized a preparation of 3RS, 7R, 11R-PA, and investigated its in vitro immunomodulatory effects, especially the T-cell production of interferon (IFN)-γ, which is associated with various autoimmune diseases. This study also investigated the effects of 3RS, 7R, 11R-PA on NF-κB activity in order to address the mechanism of its immunomodulatory effects. Methods: Mouse splenocytes and purified T-cells were stimulated with T-cell mitogens and incubated with 3RS, 7R, 11R-PA, followed by evaluation of IFN-γ production. The effect of 3RS, 7R, 11R-PA on NF-κB activity was also investigated using an A549 cell line with stable expression of an NF-κB-dependent luciferase reporter gene. Results: 3RS, 7R, 11R-PA significantly reduced in vitro IFN-γ production at both the protein and mRNA levels, and was accompanied by decreased expression of T-bet, a key regulator of Th1 cell differentiation. The results indicated that NF-κB-mediated transcriptional activity was significantly decreased by 3RS, 7R, 11R-PA and that GW6471, an antagonist of peroxisome proliferator activated receptor α (PPARα), abrogated the inhibitory effect of 3RS, 7R, 11R-PA on NF-κB activity. Conclusions: The present study suggests that 3RS, 7R, 11R-PA is a functional and bioactive fatty acid, and has a potentially beneficial effect for amelioration of T-cell mediated autoimmune diseases. This study also indicates that interference in the NF-κB pathway via PPARα activation is a potential mechanism of the immunomodulatory effects of 3RS, 7R, 11R-PA.
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Shiitake (Lentinula edodes) cultivation in sawdust media consisting of kunugi (Quercus acutissima) mixed with sugi (Cryptomeria japonica): optimization of gaseous phase rate in media by threephase- structure analysis 査読あり
Takeshi Nitta, Ichiro Kamei, Kazuhiro Sugamoto, Sadatoshi Meguro
Journal of Wood Science 62 ( 5 ) 452 - 459 2016年10月
記述言語：英語 掲載種別：研究論文（学術雑誌）
The effects of the gaseous phase rate of kunugi
(Quercus acutissima) sawdust media mixed with sugi
(Cryptomeria japonica) determined by a three-phasestructure
analysis of the fruiting body yields of shiitake
were investigated. The fruiting body yield on kunugi media
was significantly lower than that on commercially available
hardwood-sawdust-mixture (HSM) media with 64 % water
content. Three-phase-structure analysis showed that the
gaseous phase rate in kunugi media was lower than that in
HSM media. When the gaseous phase rate in kunugi media
was increased to the level in HSM media by decreasing the
water content to 56 %, the fruiting body yield on kunugi
media also increased. These results suggested that kunugi
sawdust could be used for shiitake cultivation if the gaseous
phase rate in the media was optimized. Because sugi
has a lower specific gravity and higher porosity than
kunugi, mixing sugi sawdust up to 30 % with kunugi media
caused an increase in the gaseous phase rate, and the
fruiting body yield reached the same level as that in HSM
media. These results suggested that kunugi media could be
used for shiitake cultivation by mixing with sugi sawdust. -
Nisigaki E., Sugamoto K., Nishida M., Matsushita Y.
Chemistry Letters 45 ( 7 ) 746 - 748 2016年
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Chemistry Letters
© 2016 The Chemical Society of Japan. (+)-Pisiferic acid (1) was converted into (+)-12-O-methoxymethylpisiferol (5c) in 3 steps. The rearrangement of 5c with trifluoromethanesulfonic anhydride in pyridine provided (1)- 12-O-methoxymethylpisiferin (6c), which was converted into icetexane phenols 6a, 11, and 14. The ortho-selective oxygenation of 6a and 14 with stabilized 2-iodoxybenzoic acid (SIBX), followed by the reduction of intermediary quinones afforded (1)-barbatusol (2) and (+)-rosmaridiphenol (4) in 49% and 35%, respectively. The oxygenation of 11 using potassium 5-methyl- 2-iodobenzenesulfonate (pre-MIBS) with Oxone® followed by reduction gave (+)-demethylsalvicanol (3) in 59% yield.
DOI： 10.1246/cl.160221
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Suppressing effect of cordycepin on the lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells 「(共著)」 査読あり
Kenta Imamura, Momoko Asai, Kazuhiro Sugamoto, Tomoko Matsumoto, Yumi Yamasaki, Ichiro Kamei, Takahiro Hattori, Masaoki Kishimoto, Seiji Niisaka, Masaomi Kubo, Kazuo Nishiyama, Masao Yamasaki
Bioscience, Biotechnology, and Biochemistry 79 ( 6 ) 1021 - 1025 2015年2月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Imamura K., Asai M., Sugamoto K., Matsumoto T., Yamasaki Y., Kamei I., Hattori T., Kishimoto M., Niisaka S., Kubo M., Nishiyama K., Yamasaki M.
Bioscience, Biotechnology and Biochemistry 79 ( 6 ) 1021 - 1025 2015年
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Bioscience, Biotechnology and Biochemistry
© 2015 Japan Society for Bioscience, Biotechnology, and Agrochemistry. In this study, we focused on the anti-inflammatory effect of cordycepin, 3′-deoxyadenosine. Cordycepin potently suppressed nitric oxide production in lipo-polysaccharide-stimulated RAW 264.7 cells in an adenosine receptor-independent manner. In addition, inhibitors for adenosine kinase and nucleoside transporter abrogated the action of cordycepin. Thus, we considered that intracellular metabolism cordycepin is important for the anti-inflammatory effect of cordycepin.
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大学におけるアロマセラピーの取り組みとその現状-宮崎の未利用資源を活かした取り組み 招待あり
「菅本 和寛」 「松下 洋一」 「永田 祐子」 「廣澤 直也」
aromatopia 23 ( 2 ) 60 - 61 2014年3月
記述言語：日本語 掲載種別：研究論文（その他学術会議資料等）
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Nagahama K., Eto N., Sakakibara Y., Matsusita Y., Sugamoto K., Morishita K., Suiko M.
Journal of Functional Foods 6 ( 1 ) 356 - 366 2014年
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Journal of Functional Foods
Adult T-cell leukemia/lymphoma (ATLL) is an aggressive disease caused by human T-cell lymphotropic virus type 1 (HTLV-1). As ATLL develops over many years, daily diet may play an important role in its occurrence. In this study, we investigated the growth inhibitory effect of extracts of blueberry leaf fractions on HTLV-1-associated cell lines. The most effective fraction contained highly oligomeric proanthocyanidins (OPA) with a mean degree of polymerization of 3.1. Cell growth inhibition by the OPA fraction was higher in all HTLV-1-associated cell lines than in the MOLT-4 HTLV-1-negative T-cells. It inhibited growth of the HTLV-1-infected T-cell line MT2 and ATLL-derived cell line Su9T01 by inducing apoptosis and G2/M cell cycle arrest. OPA fraction-induced apoptosis of HTLV-1-associated cells required death receptor-mediated caspase-dependent pathways. Treatment-induced G2/M arrest resulted from down-regulation of cyclin B1 and cdc2. The blueberry leaf OPA fraction may be a source of novel compounds for reducing the risk of developing ATLL. © 2013 Elsevier Ltd.
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Sasaki S., Tozawa T., Sugamoto K., Matsushita Y., Satoh T.
Bioscience, Biotechnology and Biochemistry 77 ( 10 ) 2131 - 2133 2013年11月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Bioscience, Biotechnology and Biochemistry
Cryptoquinone, an abietane-type diterpene paraquinone from the bark of Cryptomeria japonica has antifungal and cytotoxic activities, but its biological actions are largely unknown. In this study, we found that para-hydroquinone derivatives inhibited adipocyte differentiation. The actions might have been mediated, at least in part, by activation of the antioxidant-response element induction of phase 2 enzymes and increases in total glutathione.
DOI： 10.1271/bbb.130156
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Sasaki S., Tozawa T., Sugamoto K., Matsushita Y., Satoh T.
Neuroscience Letters 548 132 - 136 2013年8月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Neuroscience Letters
Green plant-origin electrophilic compounds are a newly recognized class of neuroprotective compounds that provide neuroprotection through activation of the Nrf2/ARE pathway. Electrophilic hydroquinones are of particular interest due to their ability to become electrophilic quinones upon auto-oxidation. Although green plants frequently produce a variety of electrophilic compounds, the detailed mechanisms of action of these compounds remain unknown. Here, we focused on the neuroprotective effects of 11,14-dihydroxy-8,11,13-abietariene (DA1), derived from a para-hydroquinone-type pro-electrophilic compound from the cryptoquinone. DA1 activated the Nrf2/ARE pathway, induced phase 2 enzymes, and increased glutathione, thus protecting neuronal cells from oxidative stress. DA1 had a very broad safety zone (199.41 fold) at least in our system. Thus, DA1 is a novel neuroprotective pro-electrophilic diterpene from green plant. © 2013 Elsevier Ireland Ltd.
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Arung E., Furuta S., Sugamoto K., Shimizu K., Ishikawa H., Matsushita Y., Kondo R.
Natural Product Communications 7 ( 8 ) 1007 - 1010 2012年8月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Natural Product Communications
In our effort to find new whitening agents, we evaluated the effects of representative chalcones [4-hydroxyderricin (1), xanthoangelol (2), xanthoangelol H (3), deoxyxanthoangelol H (4), and deoxydihydroxanthoangelol H (5)] contained in the stem of Angelica keiskei on tyrosinase and melanin formation in B16 melanoma cells. In addition, the antioxidant effects of these chalcones in ORAC and DPPH assays were also determined. Interestingly, all chalcones (1-5) inhibit melanin formation in B16 melanoma cells, with low cytotoxicity.
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Sugamoto K., Matsushita Y., Matsui T.
Letters in Organic Chemistry 9 ( 4 ) 263 - 266 2012年5月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Letters in Organic Chemistry
Abstract: The hydrotalcite-like compound having ruthenium ions, cobalt ions, and iron ions in the Brucite layer and CO3 anions in the interlayer (Ru-Co-Fe-CO3HTLC) was found to be effective heterogeneous catalyst for the solvent-free oxidative coupling of 2-naphthols in aerobic conditions. The catalyst could be easily recovered and reused repeatedly for the reaction. © 2012 Bentham Science Publishers.
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Sugamoto K., Matsusita Y., Matsui K., Kurogi C., Matsui T.
Tetrahedron 67 ( 29 ) 5346 - 5359 2011年7月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Tetrahedron
Chalcones bearing prenyl or geranyl groups from Angelica keiskei, such as 4-hydroxyderricin (1a), xanthoangelol (1e), xanthoangelol F (1f), xanthoangelol H (2), deoxyxanthoangelol H (3), and deoxydihydroxanthoangelol H (4) and their derivatives were synthesized. From the evaluation of antibacterial activity of the synthesized chalcones, 1a, isobavachalcone (1b), 1e, 1f, bavachalcone (5a), and broussochalcone B (5b) were found to inhibit Gram-positive bacteria. © 2011 Elsevier Ltd. All rights reserved.
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Microwave-assisted Beckmann rearrangement of aryl ketoximes catalyzed by in(OTf)3 in ionic liquid
Sugamoto Kazuhiro,Matsushita Yoh-Ichi,Matsui Takanao
Synthetic Communications 41 ( 6 ) 879 - 884 2010年12月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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松下 洋一, 塩盛 弘一郎, 菅本 和寛, 宮武 宗利, 倉内 誠尚, 中原 重弘
工学教育 58 ( 5 ) 44 - 49 2010年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：日本工学教育協会
The creative program for chemical experiments in high school has been developed for five years by cooperation between Faculty of Engineering, University of Miyazaki and Miyakonojo Izumigaoka Senior High School through the science partnership program (SPP) planed by the Ministry of Education and Science. Practical experiments of the formation of organic gel and then evaluation of its properties were mainly selected for the program. Although the students learned the gel formation for the first time in this program, they felt great interest in exciting behavior of the gel. The useful educational materials to the high school students was established in the SPP.
DOI： 10.4307/jsee.58.5_44
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Matsushita Y., Sugamoto K., Iwakiri Y., Yoshida S., Chaen T., Matsui T.
Tetrahedron Letters 51 ( 30 ) 3931 - 3934 2010年7月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Tetrahedron Letters
Methyl 8,11,13-abietatriene-18-oate (1b) and 7-oxo-8,11,13-abietatrienes 10 and 15 were converted into 15-hydroperoxy-7-oxo-8,11,13-abietatrienes 13 and 16 by aerobic oxidation catalyzed by N-hydroxyphthalimide (NHPI) combined with 2,2′-azobis(4-methoxy-2,4-dimethylvaleronitrile) (V-70) at room temperature, and several abietane and podocarpane terpenes were synthesized from 13 and 16. © 2010 Elsevier Ltd. All rights reserved.
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Aerobic oxidation of 8,11,13-abietatrienes catalyzed by N-hydroxyphthalimide combined with 2,20-azobis(4-methoxy-2,4-dimethylvaleronitrile) and its application to synthesis of naturally occurring diterpenes「(共著)」 査読あり
Yoh-ichi Matsushita, Kazuhiro Sugamoto, Yoshihisa Iwakiri, Satoru Yoshida, Takehito Chaen, Takanao Matsui,
Tetrahedron Letters 51 3931 - 3934 2010年7月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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菅本 和寛, 斎藤 泰男, 松井 佳菜, 松下 洋一
化学と教育 58 ( 9 ) 2010年
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：公益社団法人 日本化学会
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オビスギ精油の成分について「(共著)」 招待あり
菅本和寛，松下洋一，松井隆尚，藤本英人
aromatopia 18 ( 6 ) 14 - 17 2009年11月
記述言語：日本語 掲載種別：研究論文（その他学術会議資料等）
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蒸煮処理により生成するスギ材蒸煮水溶液の成分分析「(共著)」
松井隆尚，松下洋一，菅本和寛，土井良俊輔
宮崎大学工学部紀要 ( 38 ) 79 - 86 2009年9月
記述言語：日本語 掲載種別：研究論文（大学，研究機関等紀要）
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アシタバ (Angelica keiskei Koidzumi)根，茎，および葉部の成分の分離および分析「(共著)」
菅本和寛，松下洋一，松井隆尚，比喜多宏，朴鍾喆
宮崎大学工学部紀要 ( 38 ) 91 - 96 2009年9月
記述言語：日本語 掲載種別：研究論文（大学，研究機関等紀要）
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ヒュウガトウキ(Angelica furcijuga Kitagawa) 葉および茎の分離・分析「(共著)」
松下洋一，菅本和寛，松井隆尚，藤原将智
宮崎大学工学部紀要 ( 38 ) 87 - 90 2009年9月
記述言語：日本語 掲載種別：研究論文（大学，研究機関等紀要）
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Residual of 17β-estradiol in digestion liquid generated from a biogas plant using livestock waste
Suzuki Y., Kubota A., Furukawa T., Sugamoto K., Asano Y., Takahashi H., Sekito T., Dote Y., Sugimoto Y.
Journal of Hazardous Materials 165 ( 1-3 ) 677 - 682 2009年6月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Journal of Hazardous Materials
A biogas plant using livestock waste in which a methane fermentation process is applied is a useful facility for generating energy. The digestion liquid generated from the biogas plant as a residue has high potential for use as a crop fertilizer. However, high-density estrogens such as 17β-estradiol (E2) are included in livestock waste, and there is little information on the behavior of E2 in the digestion liquid. In this study, a survey of E2 concentration at each process in a biogas plant using livestock waste was carried out. In addition, the efficiencies of E2 removal from the digestion liquid by activated carbon adsorption and soil infiltration were examined. The total concentration of E2 in raw livestock waste was reduced to 2 μg/l after treatment, and the removal efficiency of E2 was about 80% for the plant. The methane fermentation process is important not only for the generation of methane but also for the removal of E2. The proportion of E2 conjugates comprising the total E2 concentration was 10% or less in all treated samples. In the plant, there is no likelihood of an increase in estrogen activity by the cleaving of E2 conjugates. By carrying out activated carbon adsorption to remove E2 from the digestion liquid, a large portion of E2 was removed from the digestion liquid, but an E2 concentration of 0.5 μg/l still remained in the treated digestion liquid. In contrast, it was possible to purify the digestion liquid to an E2 concentration of less than 0.002-0.011 μg/l by soil infiltration. It is thus possible to utilize the digestion liquid as a fertilizer without causing aquatic environmental pollution, but factors such as application rate, soil characteristics, and the E2 concentration of digestion liquid should be considered first. © 2008 Elsevier B.V. All rights reserved.
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Residual of 17β-estadiol in digestion liquid generated from a biogas plant using livestock waste「(共著)」 査読あり
Y. Suzuki, A. Kubota, T. Furukawa, K. Sugamoto, Y. Asano, H. Takahashi, T. Sekito, Y. Dote, Y. Sugimoto
Journal of Hazardous Materials 165 677 - 682 2009年4月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Synthesis of Alkyl β-Glucosides by Transglucosylation Using Pyrococcus furiosus β-Glucosidase Immobilized onto Gelatin Gel 査読あり
Yoh-ichi Matsushita, Hidetaka Nagatomo, Kazuhiro Sugamoto, Takanao Matsui
Letters in Organic Chemistry 6 115 - 119 2009年3月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Matsushita Y., Nagatomo H., Sugamoto K., Matsui T.
Letters in Organic Chemistry 6 ( 2 ) 115 - 119 2009年3月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Letters in Organic Chemistry
Synthesis of alkyl β-glucosides such as p-anisyl β-D- glucopyranoside, phenethyl β-D-glucopyranoside, salidroside, cinnamyl β-D-glucopyranoside, citrusin D, 3-methylbutyl β-D-glucopyranoside, 3-methyl-2-butenyl β-Dglucopyranoside, geranyl β-D-glucopyranoside, perilloside A, and cyclohexyl β-D-glucopyranoside was accomplished in moderate yields by transglucosylation using hyperthermostable Pyrococcus furiosus β-glucosidase immobilized onto gelatin gel. Recovered immobilisate was reusable on successive runs in transglucosylation. © 2009 Bentham Science Publishers Ltd.
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Matsushita Yoh-ichi, Sugamoto Kazuhiro, Miyakubo Kenji, KUROGI Chiaki, MATSUI Takanao, ODA Hisato, FUJIMOTO Hideto
Journal of wood science 54 ( 6 ) 476 - 482 2008年12月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Springer
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Chemical changes in terpenes of sugi (Cryptomeria japonica) wood during steam drying in kiln at high temperature 査読あり
3) Yoh-ichi Matsushita, Kazuhiro Sugamoto, Kenji Miyakubo, Chiaki Kurogi, Takanao Matsui, Hisato Oda, Hideto Fujimoto
Journal of Wood Science 54 476 - 182 2008年12月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Matsushita Y., Sugamoto K., Miyakubo K., Kurogi C., Matsui T., Oda H., Fujimoto H.
Journal of Wood Science 54 ( 6 ) 476 - 482 2008年12月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Journal of Wood Science
Sawdusts of sugi (Cryptomeria japonica) wood prepared before and after steam drying at 120°C in a kiln were extracted with n-hexane and ethyl acetate to give n-hexane extracts and ethyl acetate extracts. From gas chromatography-mass spectrometry analysis of the ethyl acetate extracts from woods before and after steam drying, the components of 4-epi-cubebol, cubebol, and 2,7(14),10-bis-abolatrien-1-ol-4-one, which existed in the raw sugi wood, were proved to disappear in the steam-dried wood. These components were also absent in the ethyl acetate extract of the steam-condensed solution of waste steam from the kiln outlet. When these three components were treated with 0.2% (v/v) acetic acid solution at 120°C, δ-cadinene was produced as a major product from both 4-epi-cubebol and cubebol by dehydration and cleavage of the cyclopropane ring, and cryptomerone from 2,7(14),10-bisabolatrien-1-ol-4- one by hydration. The chemical changes of the three components presumably occur during steam drying of the sugi wood. © 2008 The Japan Wood Research Society.
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Synthesis of 4-hydroxyderricin and related derivatives
Sugamoto K., Kurogi C., Matsushita Y., Matsui T.
Tetrahedron Letters 49 ( 47 ) 6639 - 6641 2008年11月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Tetrahedron Letters
Naturally occurring chalcones, namely 4-hydroxyderricin (1), xanthoangelol H (2), deoxyxanthoangelol H (3), and deoxydihydroxanthoangelol H (4), were first synthesized and evaluated for antibacterial activities. © 2008 Elsevier Ltd. All rights reserved.
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宮崎県産および韓国産のアシタバ (Angelica keiskei Koidzumi)葉の成分の分離および分析
菅本 和寛, 松下 洋一, 松井 隆尚, 黒木 千亜紀, 朴 鍾吉
宮崎大學工學部紀要 37 75 - 80 2008年8月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
Five flavonoids, Luteolin (1), Cynaroside (2), Isoquercitrin (3), Xanthoangelol (5) and 4-Hydroxyderricin (6) were isolated from the methanol extract of leaves of Ashitaba (Angelica keiskei Koidzumi) in Miyazaki. On the other hand, 1, 2 and Hyperoside (4) were isolated from the methanol extract of leaves of Ashitaba in Korea. The methanol extracts of Ashitaba leaves growing in Miyazaki and Korea were analyzed by high performance liquid chromatography (HPLC).
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木質系バイオマスの炭化生成物の調製と分析 : 茶殻および茶葉の酢液・タールの分析
松井 隆尚, 松下 洋一, 菅本 和寛, 角石 衛
宮崎大學工學部紀要 37 65 - 74 2008年8月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
Tea materials (used tea leaf-A, used tea leaf-B and leaf) were carbonized at 400 ?C for 1 h under nitrogen atmosphere. The material balance of carbonization products (charcoal, vinegar liquid and tar) prepared from each tea material was determined, respectively.### The vinegars from tea materials were all alkaline solutions (pH=8.1~9.1). The constituents of vinegar and tar were determined by gas chromatograph-mass spectrometer (GC-MS). The vinegars from tea materials (used tea leaf-A and tea leaf) contained 57 compounds such as alcohols, carboxylic acids, furans, phenols, and nitrogen-contained compounds. The tars from tea materials (used tea leaf-A and tea leaf) contained 83 compounds such as alcohols, ketones, furans, phenols, alkanes, aromatic hydrocarbons, and nitrogen-contained compounds.
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木質系バイオマスの炭化生成物の調製と分析 : スギ樹皮およびスギ葉の酢液・タールの分析
松井 隆尚, 松下 洋一, 菅本 和寛, 角石 衛
宮崎大學工學部紀要 37 57 - 64 2008年8月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
Each part of Sugi (Cryptomeria japonica D. Don), wood, inner bark, outer bark and leaf was carbonized at 400 ?C for 1h under nitrogen atmosphere. The material balance of carbonization products (charcoal, vinegar and tar) prepared from part of Sugi was determined, respectively.### The vinegars from part of Sugi were all acidic solutions (pH=2.2~3.3). The constituents of vinegar and tar were determined by gas chromatograph-mass spectrometer (GC-MS). The vinegar from bark contained 46 compounds such as methanol, acetol, acetic acid, propanoic acid, 2-furaldehyde and pyrocatechol. The vinegar from leaf contained 44 compounds such as methanol, acetol, acetic acid, propanoic acid, pyrocatechol and hydroquinone. The tar from bark contained 63 compounds such as 4-hydroxy-4-methyl-2-pentanone, acetic acid, benzoic acid, pyrocatechol, m-cresol, 2,5-xylenol, guaiacol, (E)-isoeugenol and 1,6-anhydro-??-D-glucopyranose. The tar from leaf contained 63 compounds such as 4-hydroxy-4-methyl-2-pentanone, acetic acid, furfuryl alcohol, pyrocatechol, p-cresol, guaiacol, tridecane and 2-cyclopentenone.
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A study on hydrophobicity of silicone rubber exposed to corona discharge
Zhu Y., Haji K., Yamamoto H., Miyake T., Otsubo M., Honda C., Kaikake K., Sugamoto K.
Proceedings of the IEEE International Conference on Properties and Applications of Dielectric Materials 587 - 590 2007年12月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Proceedings of the IEEE International Conference on Properties and Applications of Dielectric Materials
This paper describes the degradation of unfilled high temperature vulcanized silicone rubber (HTV-SR) resulting from corona discharges. In this study, corona stress was produced by a needle-plane electrode system, and the chemical and morphological structures at the surface layer of SR before and after corona discharge treatment were analyzed by using the techniques of scanning electron microscope (SEM), Fourier transform infrared (FT-IR), thermogravimetric differential thermal analysis (TG-DTA) and gas chromatography/mass spectrometry (GC/MS). respectively. It can be found that hydrophilic OH groups that are byproducts of ageing can be formed instead of hydrophobic CH3 groups on the surface of aged SR and the corona discharge plays an important role on the temporary loss of hydrophobicity. GC/MS results show that low molecular weight (LMW) silicone fluid disappeared after corona ageing. Also, the endothermic dent appears in the DTA profile because of the occurrence of OH groups. © 2006 IEEE.
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松井 隆尚, 松下 洋一, 菅本 和寛, 寺尾 匡史
宮崎大學工學部紀要 36 27 - 31 2007年8月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
From the analysis of drain which was obtained by the steam-dried treatment of Beimatsu (Pseudotsuga menziesii) wood at 80℃ for 15 days, the amounts of phenols, f1avanols and sugars were found to be large. The extracts of organic solvent extractions (hexane and ethyl acetate) of the drain were very small. The adsorbate amount from the drain using HP-20 adsorbent were larger than that of solvent extract. The analysis of solvent extract and HP-20 adsorbate by capillary gas chromatography-mass spectrometer (GC-MS) revealed nine compounds in the drain from Beimatsu wood.
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Matsushita Yoh-ichi, Hwang Young-Hee, Sugamoto Kazuhiro, MATSUI Takanao
Journal of wood science 52 ( 6 ) 552 - 556 2006年12月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Springer
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Matsushita Y., Hwang Y., Sugamoto K., Matsui T.
Journal of Wood Science 52 ( 6 ) 552 - 556 2006年12月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Journal of Wood Science
Methanol extract of sawdust of sugi (Cryptomeria japonica) heartwood was fractionated with toluene and n-hexane to give solvent-soluble and solvent-insoluble fractions. The n-hexane-soluble fraction showed the most inhibition activity among the fractions against phytopathogenic microorganisms, namely Fusarium oxysporum, Phytophthora capsici, Pythium splendens, and Ralstonia solanacearum. Sandaracopimarinol and ferruginol, isolated from the n-hexane-soluble fraction, showed moderate antifungal activity against the three fungi and strong antibacterial activity against R. solanacearum. The content of sandaracopimarinol (7.07 g/kg based on the dried sawdust) in the heartwood was about twice that of ferruginol. Sandaracopimarinol and ferruginol strongly inhibited the growth of Gram-positive bacteria but did not show inhibitory action against Gram-negative bacteria except for R. solanacearum. The antibacterial effect of sandaracopimarinol was first found in the present study and was stronger than that of ferruginol. © 2006 The Japan Wood Research Society.
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木質系バイオマスの炭化生成物の調製と分析 : スギ樹皮およびスギ葉の炭化生成物
松井 隆尚, 松下 洋一, 菅本 和寛, 角石 衛
宮崎大學工學部紀要 35 41 - 45 2006年8月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
Abstract ###The material balance of carbonization products of Sugi (Cryptomeria japonica D. Don) ###inner bark, Ieaf, and sapwood at 400 ℃ was determined. The yield of charcoal from inner ###bark was the highest. The yield of wood-vinegar from sapwood was the highest. ###The pH of charcoal-dispersed aqueous solution from leaf, inner bark, and sapwood was ###10.35, 9.25, and 5.68, respectively. The ash content of the charcoal from leaf, inner bark, and ###sapwood was l0.70, 7.36,and 0.79 wt.%, respectively. The charcoal from sapwood showed the ###high adsorption capacity for ammonia gas. These results suggest that each ash content of ###charcoals affects the pH and the adsorptive activity.
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Antimicrobial activity of heartwood components of sugi (Cryptomeria japonica) against several fungi and bacteria 査読あり
1) Yoh-ichi Matsushita, Young-Hee Hwang, Kazuhiro Sugamoto, Takanao Matsui
Journal of Wood Science 52 552 - 556 2006年8月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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11-102 高校の創造的化学実験プログラム開発への高大連携((21)高大院連携-I)
松下 洋一, 塩盛 弘一郎, 菅本 和寛, 宮武 宗利, 倉内 誠尚, 中原 重弘
工学・工業教育研究講演会講演論文集 18 198 - 199 2006年7月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：公益社団法人日本工学教育協会
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9-225 環境化学技術者資格試験へのチャレンジプログラム : 学生の自学を促す課外講座の試み((5)工学教育の個性化・活性化-VI)
松下 洋一, 塩盛 弘一郎, 菅本 和寛
工学・工業教育研究講演会講演論文集 18 492 - 493 2006年7月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：公益社団法人日本工学教育協会
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4-225 課題探求型化学実験教育を目指して((4)実践・実技-VI)
菅本 和寛, 大栄 薫, 松本 仁, 宮武 宗利
工学・工業教育研究講演会講演論文集 18 334 - 335 2006年7月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：公益社団法人日本工学教育協会
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A Study on Hydrophobicity of Silicone Rubber Exposed to Corona Discharge「(共著)」
1) Y. Zhu, K. Haji, H. Yamamoto, T. Miyake, M. Otsubo, C. Honda, K. Kaikake, K. Sugamoto
ICPADM 2006 587 - 590 2006年6月
記述言語：英語 掲載種別：研究論文（国際会議プロシーディングス）
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Selective adsorption of nitrate anion on stylene-divinylbenzene copolymers with amino moieties「(共著)」
K. Ohe, T. Fukumaru, T. Oshima, Y. Baba, A. Nakajima, K. Sugamoto
PACIFICHEM 2005 2005年12月
記述言語：英語 掲載種別：研究論文（国際会議プロシーディングス）
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Hwang Y., Matsushita Y., Sugamoto K., Matsui T.
Journal of Microbiology and Biotechnology 15 ( 5 ) 1106 - 1109 2005年10月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Journal of Microbiology and Biotechnology
The antimicrobial effect of the wood vinegar of C. japonica sapwood and its constituents was evaluated against Ralstonia solanacearum, Phytophthora capsici, Fusarium oxysporum, and Pythium splendens. Phenols and guaiacols had a strong antimicrobial effect against four kinds of microorganisms, but methanol and acetic acid exhibited little or no antimicrobial activity. © The Korean Society for Microbiology and Biotechnology.
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Antimicrobial Effect of the Wood Vinegar from Cryptomeria japonica Sapwood on Plant Pathogenic Microorganisms「（共著）」 査読あり
Y. H. Hwang, Y. Matsushita, K. Sugamoto, T. Matsui
Journal of Microbiology and Biotechnology 15 1106 - 1109 2005年9月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Oxidative coupling of 2-naphthols and phenols catalyzed by hydrotalcite-like compounds under aerobic conditions without solvent「(共著)」
Kazuhiro Sugamoto, Yoh-ichi Matsushita, Takanao Matsui,
11th Asian Chemical Congress 390 - 391 2005年8月
記述言語：英語 掲載種別：研究論文（国際会議プロシーディングス）
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Antimicrobial activities of heartwood constituents of sugi (Cryptomeria japonica) against several fungi and bacteria
Young-Hee Hwang, Yoh-ichi Matsushita, Kazuhiro Sugamoto, Takanao Matsui
11th Asian Chemical Congress 314 2005年8月
記述言語：英語 掲載種別：研究論文（国際会議プロシーディングス）
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Synthesis of 12-deoxyroyleanone, cryptoquinone, 11,14-dihydroxy-8,11,13-abietantrien-7-one, and related derivatives from dehydroabietic acid「(共著)」 査読あり
Yoh-ichi Matsusihita, Yoshihisa Iwakiri, Satoru Yoshida, Kazuhiro Sugamoto, Takanao Matsui,
Tetrahedron letters 46 3629 - 3632 2005年8月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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松井 隆尚, 松下 洋一, 菅本 和寛, 宮窪 建児, 藤本 英人, 落合 克紀
宮崎大學工學部紀要 34 23 - 26 2005年8月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
Abstract ###From the quantitative analysis of steam-condensed solution which was obtained by the ###steam-dried treatment of Sugi wood at 90-120 ℃ (dry-bulb temperature) for 54-93 hours, the ###amounts of phenolics were found to be very small. The total extracts of organic solvent ###extractions (hexane and ethyl acetate) of steam-condensed solution were 0.16 w/v %. The ###adsorbate amount from steam-condensed solution using HP-20 adsorbent were the same as ###that of the solvent extract. The analysis of solvent extract and HP-20 adsorbate by capillary ###gas chromatography-mass spectrometer (GC-MS) revealed eight sesquiterpene compounds in ###the steam-condensed solution from Sugi wood.
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Sugamoto K., Matsushita Y., Yamamoto T., Matsui T.
Synthetic Communications 35 ( 14 ) 1865 - 1874 2005年7月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Synthetic Communications
Aerobic oxidation of aralkanes and α,β-unsaturated carbonyl compounds in the presence of a catalytic amount of N-hydroxyphthalimide (NHPI) and 2,2′-Azobis(4-methoxy-2,4-dimethylvaleronitrile) (V-70) under 1 atmos. of oxygen at 30°C gave α-hydroperoxyaralkanes and γ-hydroperoxy-α,β-unsaturated carbonyl compounds, respectively. Copyright © Taylor & Francis, Inc.
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Regioselective Hydroperoxygenation of Aralkanes and a,b-Unsaturated Carbonyl Compounds Catalyzed by N-Hydroxyphthalimide and 2,2’-Azobis(4-methoxy-2,4-dimethylvaleronitrile)「（共著）」 査読あり
K. Sugamoto, Y. Matsushita, T. Yamamoto, T. Matsui
Synthetic Communications 35 1865 - 1874 2005年7月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Matsushita Y., Iwakiri Y., Yoshida S., Sugamoto K., Matsui T.
Tetrahedron Letters 46 ( 21 ) 3629 - 3632 2005年5月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Tetrahedron Letters
Naturally occurring abietane quinones and hydroquinone, namely, 12-deoxyroyleanone (1a), cryptoquinone (4a), and 11,14-dihydroxyabieta-8,11,13- trien-7-one (5a), together with the epimers of tryptoquinones D (2) and F (3), were first synthesized from dehydroabietic acid (6). © 2005 Elsevier Ltd. All rights reserved.
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Y. Matsushita, Y. Iwakiri, S. Yoshida, K. Sugamoto, T. Matsui
Tetrahedron Letters 46 3629 - 3632 2005年5月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Microwave-assisted synthesis of N-hydroxyphthalimide derivatives
Sugamoto K., Matsushita Y., Kameda Y., Suzuki M., Matsui T.
Synthetic Communications 35 ( 1 ) 67 - 70 2005年3月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Synthetic Communications
N-Hydroxyphthalimide derivatives are readily obtained in good yields by the reaction of phthalic anhydrides with hydroxylamine hydrochloride in the presence of pyridine under microwave irradiation.
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Preparation and properties of Gelatin-Immobilized b-glucosidase from Pyrococcus furiosus「(共著)」 査読あり
H. Nagatomo, Y. Matsushita, K. Sugamoto, T. Matsui,
Bioscience, Biotechnology, and Biochemistry 69 128 - 136 2005年1月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Microwave-assisted synthesis of N-hydroxyphthalimide derivatives「(共著)」 査読あり
K. Sugamoto, Y. Matsushita, Y. Kameda, M. Suzuki, T. Matsui
Synthetic Communications 35 67 - 70 2005年1月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Preparation and properties of gelatin-immobilized β-glucosidase from Pyrococcus furiosus
Nagatomo H., Matsushita Y., Sugamoto K., Matsui T.
Bioscience, Biotechnology and Biochemistry 69 ( 1 ) 128 - 136 2005年1月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Bioscience, Biotechnology and Biochemistry
Hyperthermostable β-glucosidase from Pyrococcus furiosus was enclosed in gelatin gel by cross-linking with transglutaminase. Gelatin-immobilized β-glucosidase was considerably more thermostable than the native enzyme. Lyophilized immobilisate was stored at 90°C for 1 month without loss of activity. The immobilized β-glucosidase catalyzed transglucosylation of 5-phenylpentanol with 10.0 equivalent of cellobiose at pH 5.0 and 70°C for 12 h to afford 5-phenylpentyl β-D-glucopyranoside in 41% yield. The immobilized enzyme was more effective than the native one in transglucosylation. The gelatin-immobilized Pfu-β-glucosidase recovered from the first run of the reaction was reusable on successive runs.
DOI： 10.1271/bbb.69.128
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松井 隆尚, 松下 洋一, 菅本 和寛, 宮窪 建児
宮崎大學工學部紀要 33 75 - 79 2004年10月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
Abstract ###The amounts of phenolics, flavanols and tannins in the steaming solution which was ###obtained by the streaming treatment of Sugi wood at 150 ℃ for 30-180 min were increased ###with a lengthening of the steaming time. The steaming solution was subjected to distillation ###under reduced pressure. Acetic acid, benzoic acid and pyrocatechol in the main distillate were ###determined by capillary gas chromatography (capillary GC). The dichloromethane extract of ###the main distillate was little compared with that of the steaming solution. The freeze-dried ###solid of the steaming solution was slightly soluble in hexane or ethyl acetate, and it was ###almost soluble in water.
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スギ(Cryptomeria japonica)材のテルペノイドの単離およびフェルギノールの化学変換
松井 隆尚, 松下 洋一, 菅本 和寛, 矢野 弘道
宮崎大學工學部紀要 33 63 - 73 2004年10月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
Resin components of Sugi wood were isolated by silica gel column chromatography from the###toluene-hexane-soluble fraction of the methanol extract of the heartwood. On the other hand, after the heartwood has been directly extracted with hexane, the resin components were separated from the hexane extract. The isolated yields of β-sitosterol, sanndapacopimarlnal, sandaracopimarinol, and ferruginol from the hexane extract were nearly comparable to those from the toluene-hexane-soluble###fraction of the methanol extract. Ferruginol. isolated from Sugi wood was benzoylated followed by oxidation with Cr03 in acetic acid to give 12-0-benzoylsugiol, from which sugiol was obtained by methanolysis with anionic ion-exchange resin Amberlite IRA-400 in methanol. The oxidation of###ferruginol with 1.7 equiv. of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) in methanol afforded###sugiol directly. The reaction of sugiol with 3.3 equiv. of DDQ followed by acetylation gave 12-0-acetyl-5,6-dehyqrosugiol, from which 5,6-dehydrosugiol was synthesized. 6,7-Dehydroferruginol was synthesized from 12-0-benzoylsugiol in 60% yield at 3 steps.
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Effect of NaCl on lipid peroxidation-derived aldehyde, 4-hydroxy-2-nonenal formation in minced pork and beef「(共著)」 査読あり
T. Sakai, D. M. S Munasinghe, M. Kashimura, K. Sugamoto, S. Kawahara
Meat Science 63 377 - 380 2004年8月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Matsushita Y., Sugamoto K., Matsui T.
Tetrahedron Letters 45 ( 24 ) 4723 - 4727 2004年6月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Tetrahedron Letters
Aromatic ketones were synthesized by solventless Friedel-Crafts acylation of anisole, mesitylene, xylenes, and toluene with acetic acid and benzoic acid in the presence of trifluoroacetic anhydride by use of bismuth or scandium triflate at 30°C. Toluene, benzene, and even deactivated substrate such as chlorobenzene were benzoylated by the combined use of heptafluorobutyric anhydride and bismuth triflate at 75-100°C. The catalyst could be easily recovered and reused repeatedly for the reaction. © 2004 Elsevier Ltd. All rights reserved.
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The Friedel-Crafts acylation of aromatic compounds with carboxylic acids by the combined use of perfluoroalkanoic anhydride and bismuth or scandium triflate「(共著)」 査読あり
Y. Matsushita, K. Sugamoto, T. Matsu
Tetrahedron Letters 45 4723 - 4727 2004年6月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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木質バイオマスの炭素化反応 : スギ辺材の酸素-窒素雰囲気下での炭素化反応による炭素化物の酸性官能基形成
菅本 和寛, 松下 洋一, 藤本 逸, 松井 隆尚
炭素 212 69 - 74 2004年4月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：炭素材料学会
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Sakai T., Munasinghe D., Kashimura M., Sugamoto K., Kawahara S.
Meat Science 66 ( 4 ) 789 - 792 2004年4月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Meat Science
Pork and beef containing NaCl were stored at 0 °C and changes in 4-hydroxynonenal (HNE) content were analyzed after 0, 3, 7 and 10 days. As an index of the lipid peroxidation level, malonaldehyde (MA) content was also analyzed. In pork, HNE content in samples with 2% NaCl increased (P<0.05) after 7 and 10 days of storage. In beef, HNE content in all samples increased during storage. The HNE content in samples with NaCl was higher than those of the control, after 7 and 10 days of storage, although the difference was not always significant. Judging from MA content, NaCl may act as a pro-oxidant in pork and beef. HNE may accumulate in pork and beef in which lipid peroxidation is progress. © 2003 Published by Elsevier Ltd.
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Nagatomo H., Matsushita Y., Sugamoto K., Matsui T.
Tetrahedron Asymmetry 14 ( 16 ) 2339 - 2350 2003年8月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Tetrahedron Asymmetry
The reduction of racemic γ-hydroperoxy-α,β-unsaturated carbonyl compounds in the presence of lipid-coated horseradish peroxidase as a homogenious catalyst in organic solvents such as toluene, benzene and chlororform containing a small amount of water enantioselectively afforded optical active (R)-alcohols and (S)-hydroperoxides, respectively. © 2003 Elsevier Ltd. All rights reserved.
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Lipid peroxidation-derived hepatotoxic aldehydes, 4-hydroxy-2E-hexenal in smoked fish meat products 査読あり
Deepthi M. S. Munasinghe, Ken-ichiro Ichimaru, Miyo Ryuno, Nobuhiko Ueki, Takanao Matsui, Kazuhiro Sugamoto, Satoshi Kawahara, and Tadashi Sakai
Fisheries Science 69 189 - 194 2003年8月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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木質バイオマスの炭化反応 : スギ辺材木酢液成分の生成量に及ぼす酢酸水溶液処理および炭化物添加の影響
松井 隆尚, 松下 洋一, 菅本 和寛, 魯 保旺
宮崎大學工學部紀要 32 73 - 77 2003年7月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
Abstract ###Sugi sapwoods treated with aqueous acetic acid were carbonized at 400 ℃ for 1h under ###nitrogen gas to afford wood-vinegar, wood-tar and charcoal. Yield of the wood-vinegar was ###increased by treatment with aqueous acetic acid, and yields of the wood-tar and the charcoal ###were decreased. Eleven components in the wood-vinegar were determined by capillary gas ###chromatography (capillary GC). Amounts of 5-hydroxymethyl-2-furaldehyde and 2-###furaldehyde in the wood-vinegar were increased after the acid treatment, but amounts of ###carboxylic acids, phenols, pyrocatechol, guaiacols, and maltol were almost constant. ###A mixture of sugi sapwood and charcoal as an additive was carbonized at 400 ℃ for 1h ###under nitrogen gas. Amounts of acetic acid and propionic acid in the wood-vinegar were ###increased with the increase in charcoal amount. On the other hand, amounts of furans, maltol, ###phenols, pyrocatechol and guaiacols were decreased.
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木質バイオマスの炭化反応 : スギ辺材炭化物の官能基形成に及ぼす酸素雰囲気の影響
松井 隆尚, 松下 洋一, 菅本 和寛, 藤本 逸
宮崎大學工學部紀要 32 85 - 90 2003年7月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
Abstract ###Sugi sapwood was carbonized at 300 ℃ for 1h under oxygen-nitrogen atmosphere. The ###relationship between the carbonization conditions and the chemical structure of the charcoal ###was investigated. The results were as follows : ###l) IR and 13C-NMR spectrum of the charcoal carbonized under oxygen-nitrogen atmosphere ###showed higher amount of carboxylic groups than the charcoal carbonized under nitrogen ###atmosphere. ###2) The charcoal carbonized under oxygen-nitrogen atmosphere adsorbed higher amount of ###alkali (NaOH, NaHCO3), benzylamine, ammonia gas, methylamine gas than charcoal ###carbonized under nitrogen atmosphere.
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木質バイオマスの炭化反応 : スギ辺材炭化物の化学構造に及ぼす遷移金属塩添加の影響
松井 隆尚, 松下 洋一, 菅本 和寛, 藤本 逸
宮崎大學工學部紀要 32 79 - 83 2003年7月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
Abstract ###Sugi sapwood containing transition metal salt as an additive was carbonized at 400 ℃ for ###1 h under nitrogen atmosphere. The relationship between the carbonization conditions and the ###chemical structure of the charcoal was investigated. The results were as follows : ###1) Carbon radicals on charcoal surface measured by ESR were decreased by the addition of ###transition metal salts. ###2) Aromatic carbon ratio on charcoal surface measured by XPS was increase by the addition ###of transition metal salts.
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Enantioselective reduction of g-hydroperoxy-a,b-unsaturated carbonyl compounds catalyzed by lipid-coated peroxidase in organic solvents 査読あり
Hidetaka Nagatomo, Yoh-ichi Matsushita, Kazuhiro Sugamoto, Takanao Matsui
Tetrahedron Asymmetry 14 2339 - 2350 2003年6月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Lu B., Matsui T., Matsushita Y., Sugamoto K.
Linchan Huaxue Yu Gongye/Chemistry and Industry of Forest Products 23 ( 2 ) 33 - 36 2003年6月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Linchan Huaxue Yu Gongye/Chemistry and Industry of Forest Products
Sugi woods treated with acetic acid aqueous solution were found to become lighter in weight. Treated and untreated sugi woods were carbonized at 400°C to afford wood-vinegar, wood-tar and charcoal. Yield of wood-vinegar from the pretreated wood was increased, but yields of wood-tar and charcoal were decreased. Yields of wood-vinegar and wood-tar were almost constant, though yield of charcoal was slightly decreased with the increase of acetic acid aqueous solution concentration. Components in wood-vinegar from the treated and untreated sugi woods were determined by capillary gas chromatography (capillary GC). Amounts of 2-furaldehyde and 5-hydroxymethyl-2-furaldehyde in wood-vinegar from the treated wood were increased, but amounts of carboxylic acids, phenols, pyrocatechol, guaiacols, and maltol were almost constant. Amount of 2-furaldehyde were increased with the increase of acetic acid aqueous solution concentration from 0 to 3%, and almost constant from 3% to 30%.
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ProductsExamination of Inhibitory Effect of Constituents of Sugi (Cryptomeria japonica D. Don) Wood against Shiitake Mushroom (Lentinula edodes (Berk.) Sing.) and Attempts of Cultivation of Shiitake on Sugi Wood Sawdust「(共著)」
Yoh-ichi Matsushita, Kazuhiro Sugamoto, Takanao Matsui, and Sinji Muta
IAWPS 2003 International Conference on Forest 1077 - 1083 2003年4月
記述言語：英語 掲載種別：研究論文（国際会議プロシーディングス）
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Analysis of Carbonization Products Prepared from Sugi (Cryptomeria japonica D. Don) Wood
Kazuhiro Sugamoto, Yoh-ichi Matsushita, Takanao Matsui
IAWPS 2003 International Conference on Forest 941 - 947 2003年4月
記述言語：英語 掲載種別：研究論文（国際会議プロシーディングス）
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Lipid peroxidation-derived cytotoxic aldehyde, 4-hydroxy-2-nonenal in smoked pork 査読あり
Deepthi M. S. Munasinghe, Ken-ichiro Ichimaru, Takanao Matsui, Kazuhiro Sugamoto, and Tadashi Sakai
Meat Science 63 377 - 380 2003年3月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Lipid peroxidation-derived cytotoxic aldehyde, 4-hydroxy-2-nonenal in smoked pork
Munasinghe D., Ichimaru K., Matsui T., Sugamoto K., Sakai T.
Meat Science 63 ( 3 ) 377 - 380 2003年3月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Meat Science
The contents of 4-Hydroxy-2-nonenal (HNE), cytotoxic aldehyde, in smoked meat products (ham, bacon and sausage) were analyzed. All the samples analyzed contained HNE, although large differences in the contents between the different samples were observed. In one lot of ham (H1) and wiener sausage (WS1) a high level in HNE was observed. The changes of HNE contents of pork meats containing 0, 0.1, 0.5 and 1% Sugi wood vinegar (SWV) stored at 0 °C were also analyzed for 7 days. As an index of lipid peroxidation level, malonaldehyde (MA) contents were also analyzed in these samples. After 7 days of storage, HNE was detected only in pork meats containing 1% SWV and the level was similar to those of HI and WS1. Judging from MA contents, SWV may act as a pro-oxidant in pork meats and HNE may accumulate in pork in which lipid peroxidation is in progress. © 2002 Elsevier Science Ltd. All rights reserved.
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Lipid peroxidation-derived hepatotoxic aldehydes, 4-hydroxy-2E-hexenal in smoked fish meat products
Munasinghe Deepthi Ms, Ichimaru Ken-ichiro, Ryuno Miyo, UEKI NOBUHIKO, MATSUI TAKANAO, SUGAMOTO KAZUHIRO, KAWAHARA SATOSHI, SAKAI TADASHI
Fisheries science : FS 69 ( 1 ) 189 - 194 2003年2月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Japanese Society of Fisheries Science
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Lipid peroxidation-derived hepatotoxic aldehydes, 4-hydroxy-2E-hexenal in smoked fish meat products
Munasinghe D., Ichimaru K., Ryuno M., Ueki N., Matsui T., Sugamoto K., Kawahara S., Sakai T.
Fisheries Science 69 ( 1 ) 189 - 194 2003年2月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Fisheries Science
Contents of 4-hydroxy-2E-hexenal (HHE), hepatotoxic aldehydes, in smoked fish meat products (smoked salmon and fish meat sausage) were analyzed. Large differences in these contents between the different samples were observed. Very low levels of HHE were detected in fish meat sausage samples. However, a high level of HHE was observed in one batch of smoked salmon. Changes of HHE contents in yellowtail meat containing cherry and sugi wood vinegar stored at 0°C were also analyzed for 7 days. Malonaldehyde (MA) was also analyzed in these samples as an index of the lipid peroxidation level. After 3 or 7 days of storage, HHE contents in both wood vinegar-added samples were significantly higher, but MA contents were significantly lower than those of the control.
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松井 隆尚, 松下 洋一, 菅本 和寛, 日高 健一
宮崎大學工學部紀要 31 69 - 74 2002年7月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
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スギ(Cryptomeria japonica D. Don)辺材およびその構成成分から調製した木酢液の分析
松下 洋一, 菅本 和寛, 日高 健一, 松井 隆尚
日本化学会誌 : 化学と工業化学 = Journal of the Chemical Society of Japan : chemistry and industrial chemistry 2002 ( 3 ) 385 - 391 2002年3月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：公益社団法人 日本化学会
スギ(<i>Cryptomeria japonic</i> D. Don)辺材木粉からKlasonリグニン，<i>α</i>-セルロースおよびヘミセルロースをそれぞれ分離した．スギ辺材と分離した構成成分の熱重量分析(TG)と示差熱測定(DTA)を行い，熱分解開始温度が辺材で258 °C，Klasonリグニンで342 °C，<i>α</i>-セルロースで280 °C，ヘミセルロースで153 °Cとなることがわかった．スギ辺材と分離した構成成分を400 °Cで炭化して得られた木酢液を毛管GC分析した結果は，メタノール，ピロカテコールおよびグアイアコール類がリグニンから，シクロテンおよびマルトールがセルロースから，フラン類がセルロースとヘミセルロースから，および酢酸が3種の構成成分から由来することを示唆する．スギ辺材を炭化温度と保持時間を変えて炭化して得られた木酢液の成分組成の分析から，250 °C · 保持6時間でフラン類とマルトールの生成が終結し，300 °Cでピロカテコールやグアイアコール類の生成が活発になることがわかった．この結果は，スギ辺材では，ヘミセルロースやセルロースの熱分解が250 °Cで活発になり，リグニンの熱分解は300 °C付近になってから活発になることを示唆する．
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Effect of wood vinegar on lipid peroxidation of fish
Munasinghe D., Sugamoto K., Ichimaru K., Ryuno M., Ueki N., Kawahara S., Sakai T.
Fisheries Science 68 1375 - 1378 2002年
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Fisheries Science
The lipid peroxidation in smoked salmon and two wood vinegars {commercial wood vinegar (VVV) and cherry wood vinegar (CVVV)} treated fish meat was evaluated using malonaldehyde (MA), 4-hydroxy-2E-hexenal (HHE) and carbonyl protein (CP) as indices for a 7-day storage period at 4°C. Smoked salmon samples showed a high variation of MA, and extremely high levels of MA and HHE indicate uneven distribution of smoke constituents and high pro-oxidative activity respectively, making smoking unsuitable. Of the two wood vinegars, CVVV treated fish meat gave high levels of HHE, MA and CP compared with that of the control, demonstrating CVVV as a pro-oxidant. However, in VVV treated samples, the control showed a higher level of MA compared with that of treated samples, whereas the treated samples showed higher levels of HHE and CP compared with that of the control, making it difficult to decide whether VVV suppresses or stimulates the peroxidation. In both wood vinegar treated samples, the variation of indices during storage period does not show a clear pattern in relation to type of wood vinegar used or its concentration. This indicates a complexity of the peroxidative mechanism due to its high dependency on numerous factors. © 2002, The Japanese Society of Fisheries Science. All rights reserved.
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スギ材の炭化生成物量および木酢液成分に対する炭化温度・時間の影響
松井 隆尚, 松下 洋一, 菅本 和寛, 日高 健一
宮崎大學工學部紀要 30 35 - 39 2001年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
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松井 隆尚, 松下 洋一, 菅本 和寛, 小川 喜八郎, 小宮山 晶子, 牟田 信次
木材学会誌 47 ( 1 ) 58 - 62 2001年1月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：日本木材学会
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ギ材テルペノイドのシイタケ菌生育阻害作用 査読あり
松井隆尚，松下洋一，菅本和寛, 小川喜八郎, 小宮山晶子, 牟田信次
木材学会誌 47 58 - 62 2001年1月
記述言語：日本語 掲載種別：研究論文（学術雑誌）
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Matsui T., Matsushita Y., Sugamoto K., Ogawa K., Komiyama A., Muta S.
Mokuzai Gakkaishi/Journal of the Japan Wood Research Society 47 ( 1 ) 58 - 62 2001年
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Mokuzai Gakkaishi/Journal of the Japan Wood Research Society
Methanol extracts of sugi (Cryptomeria japonica D. Don) wood were separated into toluene-insoluble, hexane-toluene-insoluble, and hexane-toluene-soluble fractions. Ferruginol, sugiol, sandaracopimarinol, sandaracopimarinal, phyllocladanol, and β-sitosterol were obtained from the hexane-toluene-soluble fraction by column chromatography on silica gel. The inhibitory activity of each terpenoid on mycelial growth of shiitake (Lentinula edodes (Berk.) Pegler) was examined on a potato dextrose and agar medium at 25°C. Ferruginol, sugiol, and sandaracopimarinol were found to inhibit the mycelial growth of shiitake at a concentration of 5000 μg cm-3. The 50% inhibition concentration of ferruginol was determined at ca. 100 μg cm-3and that of sandaracopimarinol at ca. 1000 μg cm-3. The mycelial growth inhibition of shiitake is probably due to a synergistic effect of ferruginol and sandaracopimarinol, which are the major terpenoids in sugi wood.
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脂質過酸化由来アルデヒド,4-ヒドロキシヘキセナールの細胞毒性及び凍結貯蔵ブリ筋肉中での変動
境 正, 菅本 和寛, 江藤 望
食品衛生学雑誌 41 ( 6 ) 368 - 370 2000年12月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Japanese Society for Food Hygiene and Safety
脂質過酸化由来アルデヒド, 4-ヒドロキシヘキセナール (HHE) のV79及びA31細胞に対する毒性を調べるとともに, -20℃貯蔵ブリ筋肉中の変動を調べた. V79及びA31細胞に対する50%増殖阻害濃度はそれぞれ, 3及び16μmol/Lであった. 用いた細胞毒性測定法の感度を考慮すると, より低濃度でHHEは細胞毒性を示すと考えられる. -20℃28週貯蔵ブリ筋肉中HHE含量は60.82±4.39μmol/kg筋肉にまで上昇した. -20℃貯蔵中にHHE含量が増加することは, 食品衛生上問題であり, 種々の条件下でのHHEの変動について詳細な検討が必要と思われる.
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Cytotoxicity of 4-Hydroxy-2E-heixenal, a Lipid Peroxidation-derived Aldehyde, and Changes of Its Content in Frozen Yellowtail Meat 査読あり
Tadashi Sakai, Kazuhiro Sugamoto, Nozomu Eto
J. Food Hyg. Soc. Jpn 41 368 - 370 2000年12月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Preparation and analysis of carbonization products from sugi (Cryptomeria japonica D. Don) wood
Matsui T., Matsushita Y., Sugamoto K., Tokuda Y., Kodama K., Nakata K., Oda M., Yamauchl H.
Nippon Kagaku Kaishi / Chemical Society of Japan - Chemistry and Industrial Chemistry Journal 2000 ( 1 ) 53 - 62 2000年12月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Nippon Kagaku Kaishi / Chemical Society of Japan - Chemistry and Industrial Chemistry Journal
The material balance of carbonization products (wood-gas, wood-vinegar, wood-tar and charcoal) prepared from the sapwood and the heartwood of Sugi (Cryptomerica japonica D. Don) at various temperatures was determined. The evolution of both carbon monoxide and carbon dioxide mainly occurred at the carbonization temperature below 600 °C and that of hydrogen and methane at 600-800 °C. Total yield of the wood-vinegar and the wood-tar was almost constant at 500-800 °C. On the other hand, the yield of the charcoal decreased because of the evolution of the wood gas with an increase in carbonization temperature. The wood-vinegars prepared at the temperature over 400 °C were found to consist of carboxylic acids such as acetic acid and propionic acid, methanol, acetone, furans, alkylphenols, guaiacols, cyclotene and maltol by capillary gas chromatography. Since the constituent varieties and contents of the wood-vinegars prepared at both 400 °C and 800 °C were very similar each other, the wood-vinegar of Sugi wood chiefly produced below 400 °C. FT-IR spectra of the charcoals showed the generation of carbonyl and olefin groups at 300-400 °C and then the formation of aromatic rings along with the disappearance of carbonyl groups over 600 °C. The production of radical species in the charcoals carbonized at 300-600 °C was observed by ESR, on the contrary, the charcoals carbonized over 700 °C were inactive. The specific surface area and the pore volume of the charcoal of Sugi sapwood increased with an increase in carbonization temperature. The pH of charcoal-dispersed aqueous solution increased with an increase in carbonization temperature. The high adsorptive activity of the charcoal carbonized at 400 °C for ammonia gas and that at 800 °C for hydrogen sulfide gas seemed to be dependent on acidic and basic properties of the charcoals, respective-ly.
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松井 隆尚, 松下 洋一, 菅本 和寛, 徳田 陽之助, 日高 健一
宮崎大學工學部紀要 29 51 - 57 2000年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
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松井 隆尚, 松下 洋一, 菅本 和寛
宮崎大學工學部紀要 29 59 - 64 2000年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
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スギ(Cryptomeria japonica D.Don)材の炭化生成物の調製と分析
松井 隆尚, 松下 洋一, 菅本 和寛, 徳田 陽之助, 小玉 義和, 中田 一則, 小田 誠, 山内 博利
日本化学会誌 : 化学と工業化学 = Journal of the Chemical Society of Japan : chemistry and industrial chemistry 2000 ( 1 ) 53 - 61 2000年1月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：日本化学会
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松井 隆尚, 松下 洋一, 菅本 和寛, 徳田 陽之助, 小玉 義和, 中田 一則, 小田 誠, 山内 博利
宮崎大學工學部紀要 28 73 - 80 1999年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
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松井 隆尚, 松下 洋一, 菅本 和寛, 李 元祥, 徳田 陽之助
宮崎大學工學部紀要 28 81 - 86 1999年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
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Direct hydroperoxygenation of conjugated olefins catalyzed by cobalt(II) porphyrin
Sugamoto K., Matsushita Y., Matsui T.
Journal of the Chemical Society - Perkin Transactions 1 ( 23 ) 3989 - 3998 1998年12月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Journal of the Chemical Society - Perkin Transactions 1
A novel and direct synthesis of hydroperoxy compounds from various types of conjugated olefins was established via cobalt(II) porphyrin-catalyzed hydroperoxygenation. The reaction of α,β,γ,δ-unsaturated carbonyl compounds, acrylic esters, α-substituted acrylic esters and styrene derivatives with molecular oxygen and triethylsilane in the presence of a catalytic amount of cobalt(II) porphyrin proceeded rapidly to give the corresponding hydroperoxygenated compounds in high or moderate yields.
DOI： 10.1039/a805888a
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Direct hydroperoxygenation of conjugated olefins catalyzed by cobalt(II) porphyrin 査読あり
Kazuhiro Sugamoto, Yoh-ichi Matsushita, Takanao Matsui
J. Chem. Soc., Perkin Trans. 1 3989 - 3998 1998年12月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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A synthesis of oximes from olefins by cobalt(II) porphyrin-catalyzed reduction-nitrosation
Sugamoto K., Hamasuna Y., Matsushita Y., Matsui T.
Synlett ( 11 ) 1270 - 1272 1998年11月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Synlett
Various olefins such as styrenes, α,β-unsaturated carbonyl compounds, and α,β,γ,δ-unsaturated carbonyl compounds were directly converted to the corresponding acetophenoximes, α-hydroxyimino carbonyl compounds and γ-hydroxyimino-α,β-unsaturated carbonyl compounds in good or moderate yields by reduction-nitrosation with t-butyl nitrite and triethylsilane in the presence of cobalt(II) porphyrin as a catalyst.
DOI： 10.1055/s-1998-1933
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Evaluation of the Cytotoxic Activity of Chiral (E)-13-Hydroxy-10-oxo-11-octadecenoic Acid and Its Lactone 査読あり
Y. Hayashi, Y. Nishikawa, H. Mori, Y. Matsushita, K. Sugamoto, T. Matsui
Bioscience, Biotechnology, and Biochemistry 62 1771 - 1773 1998年9月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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松井 隆尚, 松下 洋一, 菅本 和寛, 田中 達成, 李 元祥
宮崎大學工學部紀要 27 57 - 61 1998年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
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広葉樹皮由来の木酢液と木タール水抽出液のキャピラリーガスクロマトグラフィー分析
松井 隆尚, 松下 洋一, 菅本 和寛, 田中 達成, 李 元祥
宮崎大學工學部紀要 27 51 - 56 1998年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
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104(P30) コバルトポルフィリン触媒還元酸素付加反応を利用した脂質過酸化生成物の合成(ポスター発表の部)
松下 洋一, 菅本 和寛, 松井 隆尚, 林 芳樹, 上中居 和男, 森 浩孝
天然有機化合物討論会講演要旨集 ( 40 ) 613 - 618 1998年8月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：天然有機化合物討論会
Derivatives of (11E)-10-oxo-11-octadecen-13-olide (1) and its seco-acid 2 were synthesized from linoleic acid for purpose of elucidation of their cytotoxic activity. Linoleic acid was converted to (13S, 9Z, 11E)-13-hydroxy-9,11-dienoic acid (4) by soybean lipoxygenase-catalyzed oxidation followed by treatment with NaBH_4. The hydroxy acid 4 was cyclized by the Yamaguchi method and by the Mitsunobu method, to give 14-membered lactones S-5 and R-5, respectively, which reacted with oxygen and triethylsilane in the presence of Co(tdcpp) as a catalyst followed by acetylation-decomposition of the intermediary hydroperoxide to produce S-1 and R-1. Lipase-catalyzed hydrolysis of R-1 gave hydroxyketo acid R-2. The reduction-oxygenation of dienoic ester 7, prepared from 4 by treating with diazomethane and then t-butyldimethylsilyl chloride, afforded oxo derivative 8, which was deprotected to give hydroxyketo acid S-2. The other derivatives related to 1 and 2 were also synthesized by the similar manner described above. On the other hand, (E)-4-hydroxy-2-nonenal (HNE) and (E)-4-hydroxy-2-hexenal (HHE), cytotoxic aldehydes produced during lipid peroxidation in biological system, were synthesized in one step from commercially available 2,4-alkadienals by the Co(tdcpp)-catalyzed reduction-oxygenation. The deuterium-labeled HNE and HHE were prepared by use of triethyldeuterosilane and 2-propan(old) instead of triethylsilane and 2-propanol on the reduction-oxygenation of 2,4-alkadienals. The IC_<50> values of the fatty acid derivatives were determined against P388 mouse leukemia cells. The macrolide 1 showed the strongest cytotoxicity among the derivatives, however, no difference in the cytotoxicity was found between the optically active and racemic forms of 1. The cytotoxicity of the macrolides was enhanced, respectively, in comparison with that of the corresponding seco-acids. The enone moiety of 1 and 2 is assumed to be important for enhancing the cytotoxic action.
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A Synthesis of Oximes from Olefins by Cobalt(II) Porphyrin-Catalyzed Reduction-Nitrosation 査読あり
Kazuhiro Sugamoto, Yutaka Hamasuna, Yoh-ichi Matsushita, Takanao Matsui
Synlett 1270 - 1272 1998年1月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Hayashi Y., Nishikawa Y., Mori H., Matsushita Y., Sugamoto K., Matsui T.
Bioscience, Biotechnology and Biochemistry 62 ( 9 ) 1771 - 1773 1998年
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Bioscience, Biotechnology and Biochemistry
Both the S and R enantiomers of (E)-13-hydroxy-10-oxo-11-octadecenoic acid (1) and (E)-10-oxo-11-octadecen-13-olide (2) had similar IC50values against P388 mouse leukemia cells; i.e. the stereochemistry of the asymmetric center of 1 and 2 had no influence on the cytotoxic activity. Bioassay results of various compounds related to 1 and 2 suggests that the 10-oxo and lactone moieties of 2 were important for enhancing the cytotoxicity. © 1998, Taylor & Francis Group, LLC. All rights reserved.
DOI： 10.1271/bbb.62.1771
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林 芳樹, 西川 泰, 森 浩孝, 松下 洋一, 管本 和寛, 松井 隆尚
日本生物工学会大会講演要旨集 10 1998年
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：日本生物工学会
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Matsushita Y., Sugamoto K., Kita Y., Matsui T.
Tetrahedron Letters 38 ( 50 ) 8709 - 8712 1997年12月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Tetrahedron Letters
1,2-Anhydro-3,4,6-tri-O-pivaloyl-α-D-glucopyranose (1a) was allowed to react with alcohols in the presence of solid acids such as silica gel and zeolite HY, to afford β-O-glucosides stereoselectively. Several natural glucosides were synthesized by the application of the present resection.
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Silica Gel-Catalyzed b-O-Glucosylation of Alcohols with 1,2-Anhydro-3,4,6-tri-O-pivaloyl-a-D-glucopyranose 査読あり
Yoh-ichi Matsushita, Kazuhiro Sugamoto, Yoshio Kita, and Takanao Matsui
Tetrahedron Letters 38 8709 - 8712 1997年11月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Enantioselective Syntheses of 10-Oxo-11(E)-octadecen-13-olide and Related Fatty Acid 査読あり
Yoh-ichi Matsushita, Kazuhiro Sugamoto, Tsuyoshi. Nakama, Takanao Matsui, Y. Hayashi, and K. Uenakai
Tetrahedron Letters 38 6055 - 6058 1997年11月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Facile and General Method for Preparation of (E)-4-Hydroxy-2-alkenals 査読あり
Kazuhiro Sugamoto, Yoh-ichi Matsushita, Takanao Matsui
Lipids 32 903 - 905 1997年11月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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松井 隆尚, 松下 洋一, 菅本 和寛, 藤島 荘吾
宮崎大學工學部紀要 26 7 - 12 1997年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
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Lipid Peroxidation-derived Hepatotoxic Aldehyde, 4-Hydroxy-2-hexenal, in Fish 査読あり
Tadashi Sakai, Yoh-ichi Matsushita, Kazuhiro Sugamoto, Koji Uchida
Bioscience, Biotechnology, and Biochemistry 61 1399 - 1400 1997年8月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Enantioselective syntheses of 10-oxo-11 (E)-octadecen-13-olide and related fatty acid
Matsushita Y., Sugamoto K., Nakama T., Matsui T., Hayashi Y., Uenakai K.
Tetrahedron Letters 38 ( 34 ) 6055 - 6058 1997年8月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Tetrahedron Letters
The first, and short-step, syntheses of S and R enantiomers of 10-oxo-11(E)octadecen-13-olide (1) and its seco-acid 2, cytotoxic fatty acid derivatives from corn, were achieved from linoleic acid (3) by the combined use of lipoxygenase-catalyzed asymmetric oxygenation and cobalt porphyrin-catalyzed reduction-oxygenation as key-step reactions.
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Facile and general method for preparation of (E)-4-Hydroxy-2-alkenals
Sugamoto K., Matsushita Y., Matsui T.
Lipids 32 ( 8 ) 903 - 905 1997年8月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Lipids
A facile one-pot synthesis of (E)-4-hydroxy-2-alkenals such as (E)-4- hydroxy-2-nonenal, (E)-4-hydroxy-2-heptenal, and (E)-4-hydroxy-2-hexenal was achieved from the corresponding (2E,4E)-2,4-alkadienals by reduction- oxygenation with molecular oxygen and triethylsilane in the presence of cobalt(II) porphyrin as a catalyst followed by treatment with trimethylphosphite.
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Lipid Peroxidation-derived Hepatotoxic Aldehyde, 4-Hydroxy-2-hexenal, in Fish
Sakai T., Matsushita Y., Sugamoto K., Uchida K.
Bioscience, Biotechnology and Biochemistry 61 ( 8 ) 1399 - 1400 1997年1月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Bioscience, Biotechnology and Biochemistry
Various samples of fish meat were examined for the formation of the hepatotoxic aldehyde, 4-hydroxy-trans-2-hexenal (HHE). HHE was detected in all samples analyzed at the concentration of 1.5–39.3 nmol/g. Yellowtail meat contained more HHE than 4-hydroxy-trans-2-nonenal (HNE). The HHE and malonaldehyde concentration increased during 13 days of storage at 0°C in the meat of yellowtail. On the other hand, no HNE was detected during storage. © 1997, Taylor & Francis Group, LLC. All rights reserved.
DOI： 10.1271/bbb.61.1399
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松井 隆尚, 松下 洋一, 菅本 和寛 [他]
宮崎大學工學部紀要 25 93 - 97 1996年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：宮崎大学
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Matsushita Y., Sugamoto K., Nakama T., Matsui T.
Journal of the Chemical Society, Chemical Communications ( 5 ) 567 - 568 1995年12月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Journal of the Chemical Society, Chemical Communications
γ-Hydroperoxy-α,β-unsaturated carbonyl compounds are prepared in good yields by the regioselective hydroperoxygenation of α,β,γ,δ-unsaturated carbonyl compounds with molecular oxygen and triethylsilane in the presence of cobalt(II) porphyrin as a catalyst.
DOI： 10.1039/C39950000567
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P-63 リノール酸を出発物質とする殺細胞性脂肪酸誘導体の合成(ポスター発表の部)
松下 洋一, 名嘉真 剛, 菅本 和寛, 松井 隆尚, 林 芳樹, 上中居 和男
天然有機化合物討論会講演要旨集 ( 37 ) 642 - 647 1995年9月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：天然有機化合物討論会
We recently isolated (11E)-13-hydroxy-10-oxooctadec-11-enoic acid (1) and its fourteen-membered lactone 2 as cytotoxic constitutents of the extract of corn, but we could not determined their absolute configuration of the asymmetric carbon at C-13. Therefore, for purposes of elucidation of the absolute configuration of natural 1 and 2 and comparison between their cytotoxic behavior, we attempted syntheses of both their R- and S-enantiomers from linoleic acid via lipoxygenase- and cobalt porphyrin-catalyzed oxygenation as key step-reactions. Linoleic acid (3) was converted into (13S, 9Z, 11E)-13-hydroperoxyoctadeca-9,11-dienoic acid (4) by soybean lipoxygenase-catalyzed oxygenation, which was treated with NaBH_4 and then diazomethane to give 13S-hydroxy ester 5. Dienoic esters 6a-c were obtained from 5 by protection of the hydroxy group and allowed to react with oxygen and triethylsilane in the presence of a catalytic amount of cobalt porphyrin followed by acetylation of intermediary hydroperoxides, to afford 10-oxo compounds 7a-c and 12-oxo ones 8a-c: The yield of 7 increased with bulkiness of the protection group of 6. Hydrolysis of 7c by use of lipase and then deprotection gave 13S-keto acid S-1. On the other hand, 13R-keto acid R-1 was synthesized by lipase-catalyzed hydrolysis of the corresponding lactone R-2. (13S, 9Z, 11E)-13-hydroxyoctadeca-9,11-dienoic acid (10), obtained from 3 by lipoxygenase-catalyzed oxygenation and reduction with NaBH_4, was cyclized by the Yamaguchi method and by the Mitsunobu method, to give 14-membered lactones S-11 and R-11, respectively. The cobalt porphyrin-catalyzed oxygenation of S-11 and R-11 produced the corresponding 10-oxo lactones S-2 and R-2. Thus, we synthesized successfully the both enantiomers of 1 and 2 from linoleic acid in short steps and now evaluate their cytotoxic activity in progress.
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Matsushita Y., Sugamoto K., Nakama T., Sakamoto T., Matsui T., Nakayama M.
Tetrahedron Letters 36 ( 11 ) 1879 - 1882 1995年3月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：Tetrahedron Letters
α,β,γ,δ-Unsaturated carbonyl compounds were converted regioselectively into γ-hydroxy-α,β-unsaturated carbonyl compounds by reduction-oxygenation with molecular oxygen and triethylsilane in the presence of cobalt(II) porphyrin as a catalyst followed by treatment with trimethyl phosphite. (±)-6-Hydroxyshogaol and related furanoids isolated from ginger were synthesized via this method. © 1995.
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g-Selective hydroxylation of a,b,g,d-unsaturated carbonyl compounds and its application to syntheses of (±)-6-hydroxyshogaol and related furanoids 査読あり
Yoh-ichi Matsushita, Kazuhiro Sugamoto, Tsuyoshi Nakama, Toshifumi Sakamoto, Takanao Matsui
Tetrahedron Letters 36 1879 - 1882 1995年3月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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Synthesis of g-hydroperoxy-a,b-unsaturated carbonyl compounds from a,b,g,d-unsaturated carbonyl compounds by cobalt(II) porphyrin-catalyzed Hydroperoxygenation 査読あり
Yoh-ichi Matsushita, Kazuhiro Sugamoto, T. Nakama, and Takanao Matsui
J. Chem. Soc., Chem. Commun 567 - 568 1995年3月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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MATSUSITA Yoh-ichi, SUGAMOTO Kazuhiro, MATSUI Takanao
Chemistry letters 1993 ( 6 ) 925 - 928 1993年6月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：公益社団法人 日本化学会
Various aromatic olefins and acrylic acid derivatives were converted to benzyl alcohols and α-hydroxyalkanoic acid derivatives in good yields by the reductive oxygenation with oxygen and triethylsilane in the presence of a catalytic amount of cobalt(II) porphyrin followed by treating the reaction mixture with trimethyl phosphite.
DOI： 10.1246/cl.1993.925
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One-pot preparation of alcohols from aromatic olefins and acrylic acid derivatives by cobalt(II) porphyrin-catalyzed reductive oxygenation followed by reduction with trimethyl phosphate 査読あり
Yoh-ichi Matsushita, Kazuhiro Sugamoto, Takanao Matsui
Chemistry Letters 925 - 928 1993年6月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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MATSUSHITA Yoh-ichi, SUGAMOTO Kazuhiro, MATSUI Takanao
Chemistry letters 1992 ( 11 ) 2165 - 2168 1992年11月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：公益社団法人 日本化学会
2,4-Alkadienoic acid derivatives such as ester, amide, and nitrile were converted to the corresponding 4-oxo-2-alkenoic acid derivatives in good yields by the oxygenation with oxygen and triethylsilane in the presence of a catalytic amount of [5,10,15,20-tetra(2,6-dichlorophenyl)porphinato]cobalt(II) followed by acetylation.
DOI： 10.1246/cl.1992.2165
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Novel method for preparation of 4-oxo-2-alkenoic acid derivatives from 2,4-alkadienoic acid derivatives by cobalt(II) porphyrin-catalyzed oxygenation 査読あり
Yoh-ichi Matsushita, Kazuhiro Sugamoto, Takanao Matsui
Chemistry Letters 2165 - 2168 1992年11月
記述言語：英語 掲載種別：研究論文（学術雑誌）
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MATSUSHITA Yoh-ichi, MATSUI Takanao, SUGAMOTO Kazuhiro
Chemistry letters 1992 ( 7 ) 1381 - 1384 1992年7月
記述言語：日本語 掲載種別：研究論文（学術雑誌） 出版者・発行元：公益社団法人 日本化学会
An efficient conversion of olefins to ketones was achieved by the use of molecular oxygen and triethylsilane in the presence of a catalytic amount of cobalt(II) complex of porphyrin. The oxidation was accelerated remarkably in alcohols and had chemoselectivity for conjugated olefins.
DOI： 10.1246/cl.1992.1381
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Cobalt(II) porphyrin-catalyzed oxidation of olefins to ketones with molecular oxygen and triethylsilane in 2-propanol 査読あり
Yoh-ichi Matsushita, Kazuhiro Sugamoto, Takanao Matsui
Chemistry Letters 1381 - 1384 1992年6月
記述言語：英語 掲載種別：研究論文（学術雑誌）