New Diarylheptanoids from Alnus japonica and Their Antioxidative Activity
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概要
- 論文の詳細を見る
In the course of research on the bioactive constituents of woody plants in the Cyugoku area of Japan, a methanol extract of the leaves of Alnus japonica were found to have strong antioxidative activity. Ethyl acetate soluble and n-buthanol soluble fractions of the methanol extract had a potent antioxidative effect. Both fractions were purified by silica gel column chromatography and HPLC using an ODS column to give four new diarylheptanoids along with known diarylheptanoids and flavonoids. These new compounds were elucidated to be 7-(3, 4-dihydroxyphenyl)-5-hydroxy-1-(4-hydroxyphenyl)-3-heptanone-5-O-β-D-xylopyranoside (1), 1-(3, 4-dihydroxyphenyl)-5-hydroxy-7-(4-hydroxyphenyl)-3-heptanone-5-O-β-D-xylopyranoside (2), 1, 7-bis-(3, 4-dihydroxyphenyl)-5-hydroxy-3-heptanone-5-O-[2-(2-methylbutenoyl)]-β-D-xylopyranoside (3) and 1, 7-bis-(3, 4-dihydroxyphenyl)-5-methoxy-3-heptanone (4) using spectral methods and especially ^1H-, ^<13>C-NMR and 2D-NMR measurements. The isolated compounds including their main constituent, oregonin (5), were tested for antioxidative activity. Some of these compounds having two catechol structures showed potent antioxidative activity. Compounds having one catechol structure showed moderate antioxidative activity, but a peracetate of 5 having no catechol structure exhibited no antioxidative activity. Thus the catechol structure of the diarylheptanoids is indispensable for antioxidative activity.
- 社団法人日本薬学会の論文
- 2005-12-01
著者
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KAWAHARA Nobuo
National Institute of Health Sciences
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KUROYANAGI Masanori
School of Bioresources, Hiroshioma Prefectural University
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MUTO Norio
School of Bioresources, Hiroshima Prefectural University
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Kuroyanagi M
Fac. Of Pharmaceutical Sciences At Kagawa Campus Tokushima Bunri Univ.
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Muto Norio
Faculty Of Life And Environmental Sciences Prefectural University Of Hiroshima
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SANO Toshikazu
Hiroshima Prefectural Forestry Research Center
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NAKANE Takahisa
Shouwa Pharmaceutical University
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SHIMOMAE Mari
School of Bioresources, Hiroshima Prefectural University
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NAGASHIMA Yasuo
School of Bioresources, Hiroshima Prefectural University
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OKUDA Takuro
School of Bioresources, Hiroshima Prefectural University
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Okuda Takuro
School Of Bioresources Hiroshima Prefectural University
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Shimomae Mari
Healthcare Research Institute Wakunaga Pharmaceutical Co. Ltd.
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Nagashima Yasuo
School Of Bioresources Hiroshima Prefectural University
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Nakane Takahisa
Biological Sci. Res. Lab. Lion Corp.
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Nakane Takahisa
Showa Pharmaceutical Univ.
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Kawahara N
National Institute Of Health Sciences
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Kuroyanagi Masanori
Fac. Of Pharmaceutical Sciences At Kagawa Campus Tokushima Bunri Univ.
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川原 信夫
National Institute Of Health Sciences
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Sumihiro Masanori
Healthcare Research Institute Wakunaga Pharmaceutical Co. Ltd.
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Kuroyanagi Masanori
School Of Bioresources Hiroshima Prefectural University
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Kimura Mariko
Fac. Of Food Culture Dep. Of Nutrition Kurashiki Sakuyo Univ.
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Kawahara Nobuo
Tsukuba Div. Res. Center For Medicinal Plant Resources National Inst. Of Biomedical Innovation
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Kawahara Nobuo
National Inst. Health Sci. Tokyo Jpn
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