30 子のう菌Neosartorya fischeriの毒性代謝産物NFAのNMRによる構造推定(ポスター発表の部)

概要

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Formerly, We discovered that the crude extract of an Ascomycete, Neosartorya fischeri, caused severe tremor and peritonitis in mice and proved that the tremorgenic principles of the fungus were identical with the neurotropic mycotoxins, fumitremorgins A and B from a Fungus imperfecti, Aspergillus fumigatus. Very recently, we have isolated from N. fischeri a new fatally toxic metabolite tentatively named NFA which causes peritonitis in mice. NFA (1), pale yellow powder, C_<23>H_<29>NO_7, [α]D^<26>-65.0°, is an acidic compound. Physico-chemical properties and spectral data including detailed ^1H- and ^<13>C-NMR data of 1 and its derivatives, 2,3,4,5 and 6 have suggested that 1 is composed of four moieties, a, b, c and d. Construction of the structure of 1 from the four moieties has been attained on the basis of HMBC- and COLOC-NMR data. The structure of NFA has been proposed to be 1. Comparison of the^H- and ^<13>C-NMR data of 1 with those of some known fungal metabolites, 7, 8 and 9, which have the common 2(1H)-pyridone skeleton, has supported that 1 is a new member of the fungal metabolites containing 1,4-dihydroxy-2(1H)-pyridone moiety. Biogenesis of 1 has been also proposed in the similar manner to the biosynthesis of 9.
天然有機化合物討論会の論文
1990-09-25