Antifungal Imidazole-Decorated Cationic Amphiphiles with Markedly Low Hemolytic Activity

Raphael I. Benhamou, Kfir B. Steinbuch, Micha Fridman*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

18 Scopus citations


Herein we report that an imidazole-decorated cationic amphiphile derived from the pseudo-disaccharide nebramine has potent antifungal activity against strains of Candida glabrata pathogens. In combination with the natural bis-benzylisoquinoline alkaloid tetrandrine the reported antifungal cationic amphiphile demonstrated synergistic antifungal activity against Candida albicans pathogens. This unique membrane disruptor caused no detectible mammalian red blood cell hemolysis at concentrations up to more than two orders of magnitude greater than its minimal inhibitory concentrations against the tested C. glabrata strains. We provide evidence that potency against C. glabrata may be associated with differences between the drug efflux pumps of C. albicans and C. glabrata. Imidazole decorated-cationic amphiphiles show promise for the development of less toxic membrane-disrupting antifungal drugs and drug combinations.

Original languageAmerican English
Pages (from-to)11148-11151
Number of pages4
JournalChemistry - A European Journal
Issue number32
StatePublished - 1 Aug 2016
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim


  • aminoglycosides
  • antifungal agents
  • cationic amphiphiles
  • hemolysis
  • membrane disruptors


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