Anti-adhesive, anti-biofilm and fungicidal action of newly synthesized gemini quaternary ammonium salts

Sci Rep. 2024 Jun 19;14(1):14110. doi: 10.1038/s41598-024-64859-y.

Abstract

Newly synthesized gemini quaternary ammonium salts (QAS) with different counterions (bromide, hydrogen chloride, methylcarbonate, acetate, lactate), chain lengths (C12, C14, C16) and methylene linker (3xCH2) were tested. Dihydrochlorides and dibromides with 12 carbon atoms in hydrophobic chains were characterized by the highest biological activity against planktonic forms of yeast and yeast-like fungi. The tested gemini surfactants also inhibited the production of filaments by C. albicans. Moreover, they reduced the adhesion of C. albicans cells to the surfaces of stainless steel, silicone and glass, and slightly to polystyrene. In particular, the gemini compounds with 16-carbon alkyl chains were most effective against biofilms. It was also found that the tested surfactants were not cytotoxic to yeast cells. Moreover, dimethylcarbonate (2xC12MeCO3G3) did not cause hemolysis of sheep erythrocytes. Dihydrochlorides, dilactate and diacetate showed no mutagenic potential.

MeSH terms

  • Animals
  • Antifungal Agents* / chemical synthesis
  • Antifungal Agents* / chemistry
  • Antifungal Agents* / pharmacology
  • Biofilms* / drug effects
  • Candida albicans* / drug effects
  • Cell Adhesion / drug effects
  • Erythrocytes / drug effects
  • Hemolysis / drug effects
  • Microbial Sensitivity Tests
  • Quaternary Ammonium Compounds* / chemical synthesis
  • Quaternary Ammonium Compounds* / chemistry
  • Quaternary Ammonium Compounds* / pharmacology
  • Sheep
  • Stainless Steel / chemistry
  • Surface-Active Agents / chemical synthesis
  • Surface-Active Agents / chemistry
  • Surface-Active Agents / pharmacology

Substances

  • Quaternary Ammonium Compounds
  • Antifungal Agents
  • Surface-Active Agents
  • Stainless Steel