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Siddiqui et al. Chem Synth 2023;3:25 https://dx.doi.org/10.20517/cs.2023.02 Page 27 of 50

Figure 44. Biotransformation of metenolone enanthate (235) with Aspergillus niger (235).

Figure 45. Biotransformation of danazol (240) with Cunninghamella blakesleeana (240).

(261) (1.0%), 15α, 17β-dihydroxy-2, 17α-dimethylandrosta-1, 4-diene-3-one (262) (0.6%), 6β,17β-dihydroxy-
2, 17α-dimethylandrosta-1, 4-diene-3-one (263) (0.4%), 14α, 15α-dihydroxy-2, 17-dimethylandrosta-1, 4, 16-
triene-3-one (264) (0.3%), 17β-hydroxy-2, 17α-dimethylandrosta-1, 4-diene-3, 6-dione (265) (0.3%), 17β-
hydroxy-2, 17α-dimethylandrosta-1, 4-diene-3-one (266) (1.0%) were synthesized by Fusarium lini
transformation of drug 255 [Figure 47]. The metabolite 259 showed a potent inhibition against TNF-α
[69]
production with the IC value of 8.1 ± 0.9 μg/mL, as compared to the standard drug, pentoxifylline (IC =
50
50
94.8 ± 2.1 μg/mL). Derivatives 259 (86.7% ± 2.3%) and 266 (62.5% ± 1.5%) also showed an excellent
inhibition of NO proliferation, as compared to the standard N -monomethyl-l-arginine acetate (65.6% ±
G
1.1%) .
[69]
Further, a new compound, 6β, 9α, 17β-trihydroxy-2α, 17α-dimethyl-5α-androstane-3-one (267), was
[69]
obtained through the biotransformation of compound 255 with Macrophomina phaseolina . While four
new compounds, 6β, 7β, 17β-trihydroxy-2α, 17α-dimethyl-5α-androstane-3-one (268) (0.54%), 6β, 7α, 17β-
trihydroxy-2α, 17α-dimethyl-5α-androstane-3-one (269) (0.53%), 6α, 17β-dihydroxy-2α, 17α-dimethyl-5α-