Transformation of the Diprenylated Isoflavone 2-Hydroxylupalbigenin by Aspergillus flavus
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概要
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When incubated for 3 days with a culture of Aspergillus flavus, the diprenylated isoflavonc 2-hydroxylupalbigenin [5, 7, 2, 4-tetrahydroxy-6, 3-di-(3, 3-dimethylallyl)isoflavone] was converted to ten phenolic compounds which were isolated and purified by a combination of column and thinlayer chromatography. The aromatic (A/B) rings of these isoflavone-like metabolites were found to be variously substituted with acyclic dihydrohydroxy (ring A) and dihydrodihydroxy (rings A and B) sidechains, as well as with cyclic dihydrofuran (both rings) and dihydropyran (ring B) attachments resulting from fungal modification of the prenyl groups located at C-6 and C-3 on the substrate molecule. One of the metabolites (denoted AF-d-1) is spectroscopically (UV, MS and 1H-NMR) and chromatographically indistinguishable from lupinisoflavone F, a compound already known to occur constitutively in roots of the white lupin (Lupinus albus).
- 社団法人 日本農芸化学会の論文
著者
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Tahara Satoshi
Department Of Agricultural Chemistry Faculty Of Agriculture Hokkaido University
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Mizutani Junya
Department Of Agricultural Chemistry Faculty Of Agriculture Hokkaido University
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INGHAM John
Phytochemical Unit, Department of Botany, University of Reading
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Nakahara Shiro
Department Of Cardiology Dokkyo Medical University Koshigaya Hospital
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