Structures of (-)-Mycousnine, (+)-Isomycousnine and (+)-Oxymycousnine, New Usnic Acid Derivatives from Phytopathogenic Mycosphaerella nawae(Organic Chemistry)
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概要
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The structures of three novel phytotoxins named (-)-mycousnine (II), (+)-isomycousnine (III) and (+)-oxymycousnine (IV), from the phytopathogenic fungus Mycosphaerella nawae, were elucidated on the basis of spectroscopic and chemical evidence. ^1H- and ^<13>C-NMR signals of II, III and IV were assigned by ^1H-^<13>C COSY, ^<13>C-{^1H} LSPD, HMBC and NOESY. II and III were obtained directly from (+)-usnic acid (I) by heating with 15% hydrogen chloride in dry MeOH, and IV from II by H_2O_2 oxidation in pyridine. Methanolysis of IV gave a novel enonediol (V). II and III showed potent antimicrobial properties. These new metabolites are the first usnic acid derivatives isolated from fungi.
- 社団法人日本農芸化学会の論文
- 1990-09-23
著者
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Igarashi Masayuki
Department Of Agricultural Chemistry Yamagata University:(present Office)central Research Laboratori
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Sassa Takeshi
Department Of Agricultural Chemistry Yamagata University
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Igarashi Masayuki
Department Of Agricultural Chemistry Yamagata University
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SASSA Takeshi
Department of Agricultural Chemistry Faculty of Agriculture, Yamagata University
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