Structures and Phytotoxicity of Metabolites from Valsa ceratosperma
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概要
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Valsa ceratosperma, which is the pathogenic fungus of apple canker, was grown in a synthetic medium. The neutral extract from the culture filtrate was chromatographed on a silica gel column to give five isocoumarins. Their structures were determined by MS, UV, IR, 1H and 13C NMR, and CD spectra. Three of them were known compounds; (-)-5-methylmellein (1), (-)-5-carboxylmellein (2) and (-)-5-hydroxylmethylmellein (3). Since the absolute configurations at C-3 in 2 and 3 were not known until now, both were determined to be R by chemical correlations. The two were new compounds; (+)-(3R, 4S)-trans-4-hydroxy-5-methylmellein (4) and (-)-(3R, 4R)-cis-4-hydroxy-5-methylmellein (5). All the five compounds showed phytotoxicity in a bioassay using detached apple shoots and lettuce seedlings.
著者
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OKUNO Toshikatsu
Department of Biochemistry and Biotechnology, Faculty of Agriculture and Life Science, Hirosaki Univ
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Goto Takanobu
Department Of Chemistry And Biochemistry Numazu College Of Technology
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Shirahama Haruhisa
Department Of Chemistry Faculty Of Science Hokkaido University
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Matsumoto Takeshi
Department Of Biology Faculty Of Science Kumamoto University
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OIKAWA Satoru
Department of Agricultural Chemistry, Faculty of Agriculture, Hirosaki University
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SAWAI Ko
Department of Agricultural Chemistry, Faculty of Agriculture, Hirosaki University
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Okuno Toshikatsu
Department of Agricultural Chemistry, Faculty of Agriculture, Hirosaki University
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