Synthesis of aryl aldimines and their activity against fungi of clinical interest

Chem Biol Drug Des. 2011 Nov;78(5):810-5. doi: 10.1111/j.1747-0285.2011.01185.x. Epub 2011 Sep 6.

Abstract

Aldimines are aldehyde-derived compounds that contain a C=N group. Besides its broad industrial applications, this class of non-naturally occurring compounds are found to possess antibacterial, antifungal, antimalarial, antiproliferative, anti-inflammatory, antiviral, and antipyretic properties. Based on this, six aryl aldimines were synthesized from the condensation of aromatic amines with benzaldehydes. The antifungal activities of synthesized compounds were evaluated against nineteen fungal strains that included Candida and Aspergillus species, Cryptococcus neoformans. The aryl aldimines 2-(benzylideneamino)phenol (3) and 4-(benzylideneamino)phenol (8) were the most active compounds against the fungi studied. Compounds 3 and 8 efficiently inhibited the metabolism of C. neoformans mature biofilm.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Benzylidene Compounds / chemistry*
  • Biofilms / drug effects
  • Candida / drug effects*
  • Cryptococcus neoformans / drug effects*
  • Microbial Sensitivity Tests
  • Phenols / chemical synthesis
  • Phenols / chemistry
  • Phenols / pharmacology*

Substances

  • Antifungal Agents
  • Benzylidene Compounds
  • Phenols