CHEMICAL CONVERSION OF (4S, 5S)-(+)-GERMACRONE 4,5-EPOXIDE, A PLAUSIBLE BIOGENETIC INTERMEDIATE FOUND IN THE ESSENTIAL OIL OF ZEDOARIAE RHIZOMA FROM YAKUSHIMA, JAPAN

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概要

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• The biogenetic-type chemical conversion of (4S, 5S)-(+)-germacrone 4,5-epoxide (2___〜) was examined. It was found that acidic treatment of 2___〜 furnished three guaiane-sesquiterpenoids : GU-1 (3___〜), GU-2 (4___〜), and GU-3 (5___〜), while alkaline treatment of 2___〜 provided an eudesmane-sesquiterpenoid EU-1 (6___〜) as respective major reaction products. The structures of these conversion products were determined on the basis of their spectral data. GU-2 (4___〜) was further analyzed by X-ray crystallography. The GU-1 (3___〜) and GU-2 (4___〜) were found in minor quantities in Zedoariae Rhizoma from Yakushima, Japan. THe previously proposed structure of procurcumenol is revised as 3___〜.

• 公益社団法人日本薬学会の論文
• 1986-01-25

著者

• 北川 勲

  Faculty of Pharmaceutical Sciences, Osaka University

• 渋谷 博孝

  Faculty of Pharmaceutical Sciences, Osaka University

• 北川 勲

  Faculty Of Pharmaceutical Sciences Osaka University

• 蔡 陽

  Faculty Of Pharmaceutical Sciences Osaka University

• 崔 征

  Faculty of Pharmaceutical Sciences, Osaka University

• 吉原 実

  大阪大学薬学部

• 崔 征

  Faculty Of Pharmaceutical Sciences Osaka University

• 浜本 芳博

  Suntory Institute for Biomedical Research

• 吉原 実

  Faculty of Pharmaceutical Sciences, Osaka University

• 田中 信夫

  Institute for Protein Research, Osaka University

• 田中 信夫

  Institute For Protein Research Osaka University

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