In vitro antifungal activity of polyfunctionalized 2-(hetero)arylquinolines prepared through imino Diels-Alder reactions

Bioorg Med Chem. 2008 Sep 1;16(17):7908-20. doi: 10.1016/j.bmc.2008.07.079. Epub 2008 Jul 29.

Abstract

Diverse polyfunctionalized quinolines, easily prepared using Lewis acid-catalyzed imino Diels-Alder reactions between corresponding aldimines, were tested for antifungal properties against standardized as well as clinical isolates of clinically important fungi. Among them, 4-pyridyl derivatives displayed the best activities mainly against dermatophytes. The activity appears not to be related neither to the lipophilicity nor to the basicity of compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acids / chemistry
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Arthrodermataceae / drug effects
  • Arthrodermataceae / growth & development
  • Candida / drug effects*
  • Candida / growth & development
  • Catalysis
  • Cryptococcus / drug effects*
  • Cryptococcus / growth & development
  • Dose-Response Relationship, Drug
  • Imines / chemistry
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry
  • Quinolines / pharmacology*
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Acids
  • Antifungal Agents
  • Imines
  • Quinolines