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曲霉属中的香豆素代谢途径

Coumarin metabolic routes in Aspergillus spp.

机构信息

INTEQUI-CONICET, Facultad de Química, Bioquímica y Farmacia, Universidad Nacional de San Luis, Chacabuco y Pedernera, San Luis, Argentina.

出版信息

Fungal Biol. 2011 Mar;115(3):245-52. doi: 10.1016/j.funbio.2010.12.009. Epub 2010 Dec 29.

Abstract

Coumarin metabolism by several Aspergillus strains was studied. Aspergillus ochraceus and Aspergillus niger carried out the reduction of the C3-C4 double bond to yield dihydrocoumarin in 24h. Meanwhile, the first strain did not transform dihydrocoumarin after 7d, A. niger demonstrated to have two divergent catabolic pathways: (a) the lactone moiety opening and further reduction of the carboxylic acid furnishing the primary alcohol 2-(3-hydroxypropyl)phenol and, (b) the hydroxylation of the aromatic ring of dihydrocoumarin at a specific position to give 6-hydroxy-3,4-dihydrochromen-2-one. Aspergillus flavus did not perform double bond reductions, and only produced oxygenated metabolites, mainly 5-hydroxycoumarin. Enzyme-specific inhibitors and a coumarin analogous were useful to confirm the A. niger catabolic route.

摘要

研究了几种曲霉属菌株的香豆素代谢。在 24 小时内,土曲霉和黑曲霉将 C3-C4 双键还原为二氢香豆素。同时,第一个菌株在 7 天后没有转化二氢香豆素,黑曲霉表现出两种不同的分解代谢途径:(a)内酯部分打开,进一步还原羧酸,生成仲醇 2-(3-羟丙基)苯酚,(b)二氢香豆素的芳香环在特定位置羟化,生成 6-羟基-3,4-二氢色烯-2-酮。黄曲霉不能进行双键还原,只产生含氧代谢物,主要是 5-羟基香豆素。酶特异性抑制剂和香豆素类似物可用于确认黑曲霉的分解途径。

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