120(P-74) 未同定真菌IFM52672からの抗真菌物質の分離と構造決定(ポスター発表の部)

概要

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In the screening for new antifungal metabolites from fungal resource, new nonadride compounds, 1 and 2, were isolated from unidentified fungus IFM 52672. The planar structures of 1 and 2 were established on the basis of spectroscopic and chemical investigation and then the relative structures of them were determined by X-ray analysis of 2, which also obtained from 1 by reduction with NaBH_4 followed by PCC oxidation. The oxidized derivative (3) derived from 1 was determined as a diastereomer of heveadride (4), on detailed comparison of the spectroscopic and physico-chemical data. The absolute configuration of 4 was determined by the X-ray analysis of the p-bromoanilide (5c), which was a derivative of 4. The absolute stereochemistry of 3 was consequently determined by epimerization of 4 with p-toluenesulfonic acid. Therefore the absolute configurations of 1 and 2 were confirmed. Compound 1 showed the strong antifungal activity against various filamentous fungi including human pathogens such as Aspergillus fumigatus, Penicillium marneffei and Trichophyton spp., while it showed weak or no antifungal activity against human pathogenic yeasts and no antibacterial activity against Bacillus subtilis and Escherichia coli. The antifungal activity was almost not found on compounds 2-4.
天然有機化合物討論会の論文
2004-10-01