Rapid microwave assisted synthesis and antimicrobial bioevaluation of novel steroidal chalcones

Steroids. 2013 Mar;78(3):321-6. doi: 10.1016/j.steroids.2012.12.003. Epub 2012 Dec 31.

Abstract

A novel class of chalconoyl pregnenolones has been prepared via Claisen-Schmidt condensation under microwave activation and solvent free reaction conditions. The compounds were screened for antimicrobial activity against two bacterial strains Bacillus subtilis and Escherichia coli and two fungal strains Aspergillus niger and Candida albicans. Some of the compounds exhibited significant inhibitory activity against the microbial strains. Presence of the α,β-unsaturated carbonyl moiety in the synthesized compounds was found to be essential for the activity as manipulation of the same through epoxidation of the double bond diminished the activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / pharmacology
  • Aspergillus niger / drug effects
  • Aspergillus niger / growth & development
  • Bacillus subtilis / drug effects
  • Bacillus subtilis / growth & development
  • Candida albicans / drug effects
  • Candida albicans / growth & development
  • Chalcones / chemical synthesis*
  • Chalcones / pharmacology
  • Escherichia coli / drug effects
  • Escherichia coli / growth & development
  • Microbial Sensitivity Tests
  • Microwaves
  • Pregnenolone / analogs & derivatives
  • Pregnenolone / chemical synthesis*
  • Pregnenolone / pharmacology
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Chalcones
  • Pregnenolone