Coumarin metabolic routes in Aspergillus spp.

被引:22
作者
Aguirre-Pranzoni, Celeste [1 ]
Orden, Alejandro A. [1 ]
Bisogno, Fabricio R. [1 ]
Ardanaz, Carlos E. [1 ]
Tonn, Carlos E. [1 ]
Kurina-Sanz, Marcela [1 ]
机构
[1] Univ Nacl San Luis, Fac Quim Bioquim & Farm, INTEQUI CONICET, San Luis, Argentina
关键词
Aspergillus; Coumarin; Dihydrocoumarin; Hydroxycoumarin; Metabolism; OLD YELLOW ENZYME; CYTOCHROME-P450; MONOOXYGENASES; CINNAMIC ACID; BIOTRANSFORMATIONS; DIHYDROCOUMARIN; IDENTIFICATION; DERIVATIVES; DIVERSITY;
D O I
10.1016/j.funbio.2010.12.009
中图分类号
Q93 [微生物学];
学科分类号
071005 ; 100705 ;
摘要
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 24 h. Meanwhile, the first strain did not transform dihydrocoumarin after 7 d, 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. (C) 2010 The British Mycological Society. Published by Elsevier Ltd. All rights reserved.
引用
收藏
页码:245 / 252
页数:8
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