title: Coumarin metabolic routes in Aspergillus spp.
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.
authors.affiliation: INTEQUI-CONICET, Facultad de Química, Bioquímica y Farmacia, Universidad Nacional de San Luis, Chacabuco y Pedernera, San Luis, Argentina.
authors.forename: Celeste
authors.initials: C
authors.lastname: Aguirre-Pranzoni
authors.forename: Alejandro A
authors.initials: AA
authors.lastname: Orden
authors.forename: Fabricio R
authors.initials: FR
authors.lastname: Bisogno
authors.forename: Carlos E
authors.initials: CE
authors.lastname: Ardanaz
authors.forename: Carlos E
authors.initials: CE
authors.lastname: Tonn
authors.forename: Marcela
authors.initials: M
authors.lastname: Kurina-Sanz
mesh_terms: D001230:Aspergillus / Q000145:classification / Q000254:growth & development / Q000378:metabolism*; D001231:Aspergillus flavus / Q000378:metabolism; D001234:Aspergillus niger / Q000378:metabolism; D003374:Coumarins / Q000737:chemistry / Q000378:metabolism*; D008401:Gas Chromatography-Mass Spectrometry; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D013045:Species Specificity
chemical_list: D003374:Coumarins; C034805:3,4-dihydro-3,4-dibromo-6-bromomethylcoumarin; C030123:coumarin