Antifungal activity of ionic liquids based on (-)-menthol: a mechanism study

Microbiol Res. 2017 Apr:197:56-64. doi: 10.1016/j.micres.2016.12.008. Epub 2017 Jan 16.

Abstract

The mechanism of toxicity of chiral ionic liquids with (1R,2S,5R)-(-)-menthol [Cn-Am-Men][Cl] (n=10, 11 or 12) in the fungus Candida albicans is reported here. Ionic liquids were more toxic towards Candida strain lacking all identified multidrug resistance efflux pumps. Moreover, the compounds tested inhibited C. albicans filamentation at the concentration at which detached fungal cells also adhered to the plastic surface. Our results showed the high activity of all the tested chiral ionic liquids in the permeabilization of C. albicans' membranes and in the digestion and interruption of the cell wall. The investigated ionic liquids thus have potential as disinfectants because besides their antifungal and antiadhesive action these compounds do not cause hemolysis.

Keywords: Antifungal activity; Candida albicans; Cell wall destruction; Ionic liquids; Membrane permeabilisation.

MeSH terms

  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Biofilms / growth & development
  • Candida albicans / cytology
  • Candida albicans / drug effects*
  • Candida albicans / metabolism
  • Candida albicans / physiology
  • Cell Adhesion Molecules / metabolism
  • Cell Membrane / drug effects
  • Cell Wall / drug effects
  • Disinfectants / chemistry
  • Disinfectants / pharmacology
  • Drug Resistance, Multiple, Fungal
  • Fungal Proteins / metabolism
  • Hemolysis / drug effects
  • Hyphae / cytology
  • Hyphae / drug effects
  • Ionic Liquids / chemical synthesis
  • Ionic Liquids / chemistry*
  • Ionic Liquids / pharmacology*
  • Menthol / chemical synthesis
  • Menthol / chemistry*
  • Menthol / pharmacology*
  • Microbial Sensitivity Tests
  • Surface Properties

Substances

  • ALA1 protein, Candida albicans
  • Antifungal Agents
  • Cell Adhesion Molecules
  • Disinfectants
  • Fungal Proteins
  • Ionic Liquids
  • Menthol