Novel lipid‐based quaternary ammonium sophorolipid amphiphiles with antimicrobial and transfection activities - Sorbonne Université Access content directly
Journal Articles ChemSusChem Year : 2019

Novel lipid‐based quaternary ammonium sophorolipid amphiphiles with antimicrobial and transfection activities

Tom Coenye
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Abstract

Twelve new quaternary ammonium sophorolipids with long alkyl chains on the nitrogen atom were synthesized starting from oleic and petroselinic acid based sophorolipids. These novel derivatives were evaluated for their antimicrobial activity against selected Gram-negative and Gram-positive bacteria and their transfection efficacies on three different eukaryotic cell lines in vitro since good activities were demonstrated for previously synthesized derivatives. Self-assembly properties were also evaluated. All compounds proved to possess antimicrobial and transfection properties, and trends could be observed based on the length of the nitrogen substituent and the total length of the sophorolipid tail. Moreover, all long-chain quaternary ammonium sophorolipids form micelles, which proved to be a prerequisite to induce antimicrobial activity and transfection capacity. These results are promising for future healthcare applications of long-chained quaternary ammonium sophorolipids.
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Dates and versions

hal-02129348 , version 1 (16-02-2021)

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Elisabeth I.P. Delbeke, Jonas Everaert, Olivier Lozach, Tony Le Gall, Mathieu Berchel, et al.. Novel lipid‐based quaternary ammonium sophorolipid amphiphiles with antimicrobial and transfection activities. ChemSusChem, 2019, 12 (15), pp.3642-3653. ⟨10.1002/cssc.201900721⟩. ⟨hal-02129348⟩
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