Three New Analogues of Androgenic Drug Mesterolone through Biotransformation with Cunninghamella blakseleeana

Publication date: Available online 2 March 2017 Source:Journal of Molecular Catalysis B: Enzymatic Author(s): Malik Shoaib Ahmad, Rabia Farooq, Nusrat Hussain, Atia-tul-Wahab, Atta-ur-Rahman, M.Iqbal Choudhary Three new metabolites were obtained on incubation of androgenic steroid mesterolone (1) with Cunninghamella blakesleeana. These metabolites were identified as 1α-methyl-11β,14α,17β-trihydroxy-5α-androstan-3-one (2), 1α-methyl-7β,17β-dihydroxy-5α-androstan-3-one (3), and 1α-methyl,17β-hydroxy-5α-androstan-3,7-dione (4). During this study, hydroxylation at C-11, C-14, and C-15, and oxidation at C-7 of substrate 1 were observed. β-Hydroxylation at C-11 is a rather unique transformation by C. blakesleeana, as α-hydroxylation is reported to be catalyzed by most of the microorganisms. Graphical abstract

Source: Journal of Molecular Catalysis B: Enzymatic - March 2, 2017 Category: Biochemistry Source Type: research