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J Nat Prod ; 66(3): 350-6, 2003 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-12662091

RESUMO

Microbial transformation studies of the cardiovascular drugs mexrenone (1) and canrenone (2) were conducted. Thirty-nine biotransformations of mexrenone and 84 biotransformations of canrenone were analyzed. Metabolism of the substrate was observed in the majority of these cases. Several monohydroxylated derivatives were detected by HPLC-MS-UV and subsequently identified. Two new mexrenone derivatives, 11alpha- (3) and 12beta-hydroxymexrenone (4), and the known metabolite 6beta-hydroxymexrenone (5) were isolated as major products produced by the Beauveria bassiana ATCC 13144 bioconversion (3) and the Mortierella isabellina bioconversion (4 and 5), respectively. Single-elimination products were also sought; however, only the production of the known metabolite Delta(1,2)-mexrenone (6) by several bacteria was confirmed. One new monohydroxylated derivative of canrenone, 9alpha-hydroxycanrenone (7), was isolated as a major product from the Corynespora cassiicola bioconversion. Structure elucidation of all metabolites was based on NMR and HRMS analyses.


Assuntos
Canrenona/metabolismo , Fármacos Cardiovasculares/metabolismo , Fungos/metabolismo , Mortierella/metabolismo , Espironolactona/análogos & derivados , Espironolactona/metabolismo , Biotransformação , Cromatografia Líquida de Alta Pressão , Fermentação , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Estereoisomerismo
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