Synthesis and Characterization of 3β-substituted amides of 17a-aza-D- homo-4-androsten-17-one as 5α-Reductase Inhibitors, antimicrobial and antioxidant activities

The study reports the convenient and efficient synthesis of several new analogues of 3β-substituted amides of 17a-aza-Dhomo-4-androsten-17-one (3a-3e) from commercially available Diosgenin as the starting material. The structures of newly synthesized compounds were confirmed by IR, 1H NMR, 13C NMR and Mass spectrometry. We herein report the 5αreductase inhibitory, antimicrobial and antioxidant activity of these synthesized analogues in comparison to the reference drugs. The results from these experiments indicate that compound 3β-(2,4-Dinitrobenzamido)-17a-aza-D-homo-4androsten-17-one (3d) was found to be most promising analogue against 5α-reductase enzyme along with antimicrobial and antioxidant activity while, analogue 3β-(4-Hydroxybenzamido)-17a-aza-D-homo-4-androsten-17-one (3c) found to be least active. The detailed 5α-reductase inhibitory, antimicrobial and antioxidant activities of the synthesized compounds were reported in this communication.