In vitro antifungal activity of new series of homoallylamines and related compounds with inhibitory properties of the synthesis of fungal cell wall polymers

Bioorg Med Chem. 2003 Apr 3;11(7):1531-50. doi: 10.1016/s0968-0896(02)00605-3.

Abstract

The synthesis, in vitro antifungal evaluation and SAR studies of 101 compounds of the 4-aryl-, 4-alkyl-, 4-pyridyl or -quinolinyl-4-N-arylamino-1-butenes series and related compounds, are reported here. Active structures showed to inhibit (1,3)-beta-D-glucan and mainly chitin synthases, enzymes that catalyze the synthesis of the major fungal cell wall polymers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Allylamine / analogs & derivatives*
  • Allylamine / chemical synthesis*
  • Allylamine / pharmacology*
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / pharmacology*
  • Arthrodermataceae / drug effects
  • Cell Wall / drug effects*
  • Chitin Synthase / antagonists & inhibitors
  • Computational Biology
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / pharmacology
  • Fungi / cytology
  • Fungi / drug effects*
  • Glucosyltransferases / antagonists & inhibitors
  • Indicators and Reagents
  • Microbial Sensitivity Tests
  • Saccharomyces cerevisiae / drug effects
  • Saccharomyces cerevisiae / enzymology
  • Structure-Activity Relationship

Substances

  • Antifungal Agents
  • Enzyme Inhibitors
  • Indicators and Reagents
  • Allylamine
  • Glucosyltransferases
  • glucan synthase
  • Chitin Synthase