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Antiadhesive Properties of Imidazolium Ionic Liquids Based on (-)-Menthol Against Candida spp

Int J Mol Sci. 2021 Jul 14;22(14):7543. doi: 10.3390/ijms22147543.

Abstract

Infections with Candida spp. are commonly found in long-time denture wearers, and when under immunosuppression can lead to stomatitis. Imidazolium ionic liquids with an alkyl or alkyloxymethyl chain and a natural (1R,2S,5R)-(-)-menthol substituent possess high antifungal and antiadhesive properties towards C. albicans, C. parapsilosis, C. glabrata and C. krusei. We tested three compounds and found they disturbed fungal plasma membranes, with no significant hemolytic properties. In the smallest hemolytic concentrations, all compounds inhibited C. albicans biofilm formation on acrylic, and partially on porcelain and alloy dentures. Biofilm eradication may result from hyphae inhibition (for alkyl derivatives) or cell wall lysis and reduction of adhesins level (for alkyloxymethyl derivative). Thus, we propose the compounds presented herein as potential anti-fungal denture cleaners or denture fixatives, especially due to their low toxicity towards mammalian erythrocytes after short-term exposure.

Keywords: Candida spp.; biofilm; dentures; ionic liquids.

MeSH terms

  • Adhesins, Bacterial / metabolism*
  • Antifungal Agents / pharmacology*
  • Antipruritics / pharmacology
  • Biofilms / drug effects
  • Biofilms / growth & development*
  • Candida albicans / drug effects
  • Candida albicans / physiology*
  • Cell Membrane / drug effects
  • Imidazoles / chemistry*
  • Ionic Liquids / chemistry*
  • Menthol / pharmacology*

Substances

  • Adhesins, Bacterial
  • Antifungal Agents
  • Antipruritics
  • Imidazoles
  • Ionic Liquids
  • Menthol
  • imidazole