Abstract
Fungal cell cultures were used for the first time for the biotransformation of methyloestrenolone (1), an oral contraceptive. Fermentation of 1 with Macrophomina phaseolina, Aspergillus niger, Gibberella fujikuroi, and Cunninghamella echinulata produced eleven metabolites 2–12, six of which 2–5, 11 and 12 were found to be new. These metabolites were resulted from the hydroxylation at C-1, C-2, C-6, C-10, C-11, and C-17α-CH3, as well as aromatization of ring A of the steroidal skeleton of substrate 1. The transformed products were identified as 17α-methyl-6β,17β-dihydroxyestr-4-en-3-one (2), 17α-(hydroxymethyl)-11β,17β-dihydroxyestr-4-en-3-one (3), 17α-methyl-2α,11β,17β-trihydroxyestr-4-en-3-one (4), 17α-methyl-1β,17β-dihydroxyestr-4-en-3-one (5), 17α-methyl-11α,17β-dihydroxyestr-4-en-3-one (6), 17α-methyl-11β,17β-dihydroxyestr-4-en-3-one (7), 17α-methyl-10β,17β-dihydroxyestr-4-en-3-one (8), 17α-(hydroxymethyl)-17β-hydroxyestr-4-en-3-one (9), 17α-methylestr-1,3,5(10)-trien-3,17β-diol (10), 17α-methyl-3,17β-dihydroxyestr-1,3,5(10)-trien-6-one (11), and 17α-methyl-6β,10β,17β-trihydroxyestr-4-en-3-one (12).
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
