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

  • Manav Malhotra Department of Pharmaceutical Chemistry, Indo-Soviet Friendship (ISF) College of Pharmacy, Ferozepur Road, Moga-142001, India
  • Hemraj Heer Department of Pharmaceutical Chemistry, Indo-Soviet Friendship (ISF) College of Pharmacy, Ferozepur Road, Moga-142001, India
  • Rajiv Sharma Department of Pharmaceutical Chemistry, Indo-Soviet Friendship (ISF) College of Pharmacy, Ferozepur Road, Moga-142001, India
  • Richa Dhingra Department of Pharmaceutical Chemistry, Indo-Soviet Friendship (ISF) College of Pharmacy, Ferozepur Road, Moga-142001, India
  • T. R. Bhardwaj Department of Pharmaceutical Chemistry, Indo-Soviet Friendship (ISF) College of Pharmacy, Ferozepur Road, Moga-142001, India
Keywords: 5α-Reductase inhibitor, Antimicrobial, Antioxidant, Dutasteride, Ciprofloxacin, Voriconazole

Abstract

The study reports the convenient and efficient synthesis of several new analogues of 3β-substituted amides of 17a-aza-D-homo-4-androsten-17-one (11a-11d) 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 5α-reductase 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-Chlorophenyl)acetamido)-17a-aza-D-homo-4-androsten-17-one (11b) was found to be most promising analogue against 5α-reductase enzyme along with antimicrobial and antioxidant activity while, analogue 3β-(2-(4-Methoxyphenyl)acetamido)-17a-aza-D-homo-4-androsten-17-one (11d) found to be least active. The detailed 5α-reductase inhibitors, antimicrobial and antioxidant activities of the synthesized compounds were reported in this communication.
Published
2013-12-25