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Page 32 of 50 Siddiqui et al. Chem Synth 2023;3:25 https://dx.doi.org/10.20517/cs.2023.02
Figure 54. Biotransformation of methyloestrenolone (289) with Aspergillus niger.
Figure 55. Biotransformation of drospirenone (298) with Cunninghamella elegans.
Biotransformation of etonogestrel (304)
Biotransformation of another contraceptive drug (brands: Nexplanon and Implanon) etonogestrel (304)
with Cunninghamella blakesleeana afforded three new metabolites, 6β-hydroxy-11, 22-epoxy-etonogestrel (
305) (3.2%), 11, 22-epoxy-etonogestrel (306) (1.5%), 10β-hydroxy-etonogestrel (307) (4.6%), and two known
compounds, 6β-hydroxy-etonogestrel (308) (3.4%), and 14α-hydroxy-etonogestrel (309) (2.7%). Compounds
305, 307, and 309 were also obtained from the fermentation of 304 with Cunninghamella echinulata
[77]
[Figure 56]. Derivative 308 was found to be significantly active against β-glucuronidase enzyme with the IC
50
value of 13.97 ± 0.12 μM, as compared to the standard drug, D-saccharic acid 1,4-lactone (IC = 45.75 ± 2.16
50
μM) .
[77]
