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微生物代谢。第6部分。3-和7-羟基黄酮的代谢产物。

Microbial metabolism. Part 6. Metabolites of 3- and 7-hydroxyflavones.

作者信息

Herath Wimal, Mikell Julie Rakel, Hale Amber Lynn, Ferreira Daneel, Khan Ikhlas Ahmad

机构信息

National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, The University of Mississippi, University 38677, USA.

出版信息

Chem Pharm Bull (Tokyo). 2006 Mar;54(3):320-4. doi: 10.1248/cpb.54.320.

DOI:10.1248/cpb.54.320
PMID:16508185
Abstract

Fermentation of 3-hydroxyflavone (1) with Beauveria bassiana (ATCC 13144) yielded 3,4'-dihdroxyflavone (3), flavone 3-O-beta-D-4-O-methylglucopyranoside (4) and two minor metabolites. 7-Hydroxyflavone (2) was transformed by Nocardia species (NRRL 5646) to 7-methoxyflavone (5) whilst Aspergillus alliaceus (ATCC 10060) converted it to 4',7-dihydroxyflavone (6). Flavone 7-O-beta-D-4-O-metylglucopyranoside (7) and 4'-hydroxyflavone 7-O-beta-D-4-O-methylglucopyranoside (8) were the metabolic products of 7-hydroxyflavone (2) when fermented with Beauveria bassiana (ATCC 7159). One of the minor metabolites of 3-hydroxyflavone (1) was tentatively assigned a beta'-chalcanol structure (9). Compounds 4, 7 and 8 are reported as new compounds. Structure elucidation of the metabolites was based on spectroscopic data.

摘要

用球孢白僵菌(ATCC 13144)发酵3-羟基黄酮(1)得到3,4'-二羟基黄酮(3)、黄酮3-O-β-D-4-O-甲基葡萄糖苷(4)和两种次要代谢产物。7-羟基黄酮(2)被诺卡氏菌属(NRRL 5646)转化为7-甲氧基黄酮(5),而蒜曲霉(ATCC 10060)将其转化为4',7-二羟基黄酮(6)。黄酮7-O-β-D-4-O-甲基葡萄糖苷(7)和4'-羟基黄酮7-O-β-D-4-O-甲基葡萄糖苷(8)是7-羟基黄酮(2)与球孢白僵菌(ATCC 7159)发酵时的代谢产物。3-羟基黄酮(1)的一种次要代谢产物被初步确定为β'-查耳酮醇结构(9)。化合物4、7和8被报道为新化合物。代谢产物的结构解析基于光谱数据。

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