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Microbial Transformation of Antifertility Agents, Norethisterone and 17α-Ethynylestradiol
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The microbial transformation of oral contraceptive norethisterone (1) by Cephalosporium aphidicola afforded an oxidized metabolite, 17α-ethynylestradiol (2), while the microbial transformation of 2 by Cunninghamella elegans yielded several metabolites, 19-nor-17α-pregna-1,3,5 (10)- trien-20-yne-3,4,17β -triol (3), 19-nor-17α-pregna-1,3,5 (10)-trien-20-yne-3,7α,17β -triol (4), 19- nor-17α-pregna-1,3,5 (10)-trien-20-yne-3,11α,17β -triol (5), 19-nor-17α-pregna-1,3,5 (10)-trien-20- yne-3,6β ,17β -triol (6) and 19-nor-17α-pregna-1,3,5 (10)-trien-20-yne-3,17β -diol-6β -methoxy (7). Metabolite 7 was found to be a new compound. These metabolites were structurally characterized on the basis of spectroscopic techniques
Walter de Gruyter GmbH
Title: Microbial Transformation of Antifertility Agents, Norethisterone and 17α-Ethynylestradiol
Description:
The microbial transformation of oral contraceptive norethisterone (1) by Cephalosporium aphidicola afforded an oxidized metabolite, 17α-ethynylestradiol (2), while the microbial transformation of 2 by Cunninghamella elegans yielded several metabolites, 19-nor-17α-pregna-1,3,5 (10)- trien-20-yne-3,4,17β -triol (3), 19-nor-17α-pregna-1,3,5 (10)-trien-20-yne-3,7α,17β -triol (4), 19- nor-17α-pregna-1,3,5 (10)-trien-20-yne-3,11α,17β -triol (5), 19-nor-17α-pregna-1,3,5 (10)-trien-20- yne-3,6β ,17β -triol (6) and 19-nor-17α-pregna-1,3,5 (10)-trien-20-yne-3,17β -diol-6β -methoxy (7).
Metabolite 7 was found to be a new compound.
These metabolites were structurally characterized on the basis of spectroscopic techniques.
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