Structural Confirmation of 15-Norlubiminol and 15-Norepilubiminol, Isolated from Solanum aethiopicum, by Chemical Conversion from Lubimin and Epilubimin, and their Antifungal Activity(Organic Chemistry)

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概要

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• 15-Norlubiminol and 15-norepilubiminol were obtained from Solanum aethiopicum as an inseparable 1 : 1 mixture in a relatively poor yield to that of the major phytoalexins, lubimin and epilubimin. Their structures were confirmed by chemical conversion starting from lubimin and epilubimin. Baeyer-Villiger oxidation of the protected lubimins with m-chloroperoxybenzoic acid provided the desired formates. Deoxygenation with triphenylphosphine selenide and subsequent methanolysis provided 15-norlubiminols, whose ^1H-NMR spectra were respectively identical with that of the corresponding isomer in the natural 15-norlubiminol mixture. The antifungal activity of 15-norlubiminols would be weaker than that of lubimins.

• 社団法人日本農芸化学会の論文
• 2001-08-23

著者

• Nagase H

  Basic Research Laboratories Toray Industries Inc.

• Nagase Hiroshi

  Pharmaceutical Research Laboratories Toray Industries Inc.

• WATANABE Ayako

  Division of Hematology, Department of Internal Medicine, Nippon Medical School

• YOSHIHARA Teruhiko

  Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University

• TOSHIMA Hiroaki

  Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University

• Nagaoka Toshinori

  Faculty of Applied Biological Science, Hiroshima University Research Institute, Kagome Co., Ltd.

• Watanabe Ayako

  Division Of Hematology Department Of Third Internal Medicine Nippon Medical School

• Yoshihara Teruhiko

  Division Of Applied Bioscience Graduate School Of Agriculture Hokkaido University

• Yoshihara Teruhiko

  Division Of Applied Bioscience Graduate School Of Agriculture Hokkaido University:crest Japan Scienc

• NAGASE Hiroshi

  Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University

• Toshima Hiroaki

  Division Of Applied Bioscience Graduate School Of Agriculture Hokkaido University

• Nagaoka Toshinori

  Faculty Of Applied Biological Science Hiroshima University

• Watanabe Ayako

  Division Of Applied Bioscience Graduate School Of Agriculture Hokkaido University:crest Japan Scienc

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