Synthesis and in vitro antifungal evaluation of 2-(2,4-difluorophenyl)-1-[(1H-indol-3-ylmethyl)methylamino]-3-(1H-1,2,4-triazol-1-yl)propan-2-ols

J Enzyme Inhib Med Chem. 2011 Apr;26(2):261-9. doi: 10.3109/14756366.2010.503607. Epub 2010 Aug 9.

Abstract

We extended our previous studies based on the design of 1-[(1H-indol-5-ylmethyl)amino]-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols as antifungal agents toward the identification of new indol-3-ylmethylamino derivatives. The majority of these compounds exhibited antifungal activity against a Candida albicans strain (minimum inhibitory concentrations ranging from 199.0 to 381.0 ng/mL) suggesting an inhibition of 14α-demethylase by sterol analysis studies, but are weaker inhibitors compared to their indol-5-ylmethylamino analogs.

MeSH terms

  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / pharmacology*
  • Candida albicans / drug effects*
  • Catalytic Domain
  • Drug Design
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Propanols / chemical synthesis*
  • Propanols / pharmacology*
  • Structure-Activity Relationship
  • Triazoles / chemical synthesis
  • Triazoles / pharmacology

Substances

  • Antifungal Agents
  • Propanols
  • Triazoles