Structures and Biogenesis of Rhoipteleanins, Ellagitannins Formed by Stereospecific Intermolecular C-C Oxidative Coupling, Isolated from Rhoiptelea chiliantha
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概要
- 論文の詳細を見る
Seven novel ellagitannins named rhoipteleanin A-G were isolated from the fruits of Rhoiptelea chiliantha and their structures were unequivocally established on the basis of spectroscopic and chemical evidence. In the molecules of rhoipteleanin A-F, (S, S)-flavogallonyl esters spanned two glucopyranose moieties; hence, these tannins represent the first dimeric ellagitannins generated by stereospecific intermolecular C-C oxidative coupling between the galloyl and hexahydroxydiphenoyl groups. The change in the ^1H-NMR chemical shifts of specific proton signals of 1(β)-O-galloylpedunculagin, the biogenetic precursor of rhoipteleanin A, in dueterium oxide at various concentrations suggested that the stereochemically regulated hydrophobic interaction between two molecules of the precursor restricts the intermolecular C-C coupling to S-biphenyl bond formation.
- 公益社団法人日本薬学会の論文
- 1997-12-15
著者
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JIANG Zhi-Hong
School of Chinese Medicine, Hong Kong Baptist University
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TANAKA Takashi
School of Pharmaceutical Sciences, Nagasaki University
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Kouno I
Nagasaki Univ. Nagasaki Jpn
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Kouno Isao
Graduate School Of Biomedical Sciences Nagasaki University
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Kouno Isao
School Of Pharmaceutical Sciences Nagasaki University
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Kouno Isao
Course Of Pharmaceutical Sciences Graduate School Of Biomedical Sciences Nagasaki University
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Jiang Z‐h
Nagasaki Univ. Nagasaki Jpn
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Jiang Zhi-hong
School Of Pharmaceutical Sciences Nagasaki University
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Jiang Zhi-hong
School Of Chinese Medicine Hong Kong Baptist University
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Jiang Zhi
Department Of Molecular Medicinal Sciences Graduate School Of Biomedical Sciences Nagasaki Universit
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Tanaka Tomonori
Faculty Of Medical And Pharmaceutical Sciences Kumamoto University
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Jiang Zhi-hong
School Of Chinese Medicine Hong Kong Baptist Univ.
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Tanaka Takashi
School Of Pharmaceutical Sciences Nagasaki University
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