Biocatalyst mediated production of 6 beta,11 alpha-dihydroxy derivatives of 4-ene-3-one steroids

TitleBiocatalyst mediated production of 6 beta,11 alpha-dihydroxy derivatives of 4-ene-3-one steroids
Publication TypeJournal Article
Year of Publication2013
AuthorsKolet, SP, Niloferjahan, S, Haldar, S, Gonnade, RG, Thulasiram, HV
JournalSteroids
Volume78
Issue11
Pagination1152-1158
Date PublishedNOV
ISSN0039-128X
Keywords4-Ene-3-one steroids, Biotransformation, Mucor sp.
Abstract

Biotransformation of steroids with 4-ene-3-one functionality such as progesterone (I), testosterone (II), 17 alpha-methyltestosterone (III), 4-androstene-3,17-dione (IV) and 19-nortestosterone (V) were studied by using a fungal system belonging to the genera of Mucor (M881). The fungal system efficiently and quantitatively converted these steroids in regio- and stereo-selective manner into corresponding 6 beta,11 alpha-dihydroxy compounds. Time course experiments suggested that the transformation was initiated by hydroxylation at 6 beta- or 11 alpha-(10 beta-hydroxy in case of V) to form monohydroxy derivatives which upon prolonged incubation were converted into corresponding 613,11oc-dihydroxy derivatives. The fermentation studies carried out using 5 L table-top fermentor with substrates (I and II) clearly indicates that 6 beta,11 alpha-dihydroxy derivatives of steroids with 4-ene-3-one functionality can be produced in large scale by using M881. (C) 2013 Elsevier Ltd.

DOI10.1016/j.steroids.2013.08.004
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.716
Divison category: 
Organic Chemistry