D-homoandrostanes.4. The incubation of some D-homo-5α-androstanes with Rhizopus nigricans

Autor: Deanna De Marcano, Ivonne Ludovic, Eleida Garcia, Ladislav Kohout, John M. Evans, María Narvaez, JoséF. del Giorgio
Rok vydání: 1983
Předmět:
Zdroj: Steroids. 41:1-13
ISSN: 0039-128X
DOI: 10.1016/0039-128x(83)90011-9
Popis: Nine dioxygenated D-homoandrostanes were incubated with Rhizopus nigricans to investigate the effect of D-ring modification on microbiological hydroxylation. Structure determination of the products by NMR spectroscopy, and in certain cases independent synthesis of their oxidised products, showed that in contrast to 5 alpha-androstanes the majority of the compounds were hydroxylated in the "reverse" mode, and only D-homo-5 alpha-androstane-3,17-dione was hydroxylated in the "normal" mode to any extent. Stereospecific ring D-hydroxylation at C(17 alpha) was observed for both D-homo-5 alpha-androstane-3,6- and 3,7-diones.
Databáze: OpenAIRE