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Article Dans Une Revue Comptes Rendus. Chimie Année : 2009

A structure–activity investigation of hemifluorinated bifunctional bolaamphiphiles designed for gene delivery

Résumé

A new series of dissymmetric hemifluorocarbon bolaamphiphiles were designed to investigate their main characteristics as a non-viral gene transfer carrier. The dissymmetric functionalization of diiodoperfluorooctane led to bolaamphiphile molecules composed of a partially fluorocarbon core end-capped with a glycoside and an ammonium salt. The physical-chemical results, cytotoxic effect, gene complexation and transfection efficiency were analyzed and functional relationships were addressed. The study clearly showed that the chemical structure of bolaamphiphiles influences the complexation with DNA, gene transfer, and cytotoxicity. Two different polar head groups (histidine and lysine) have been tested for their efficiency to complex DNA. The impact of the side chain of bolaamphiphile on the interaction with DNA was also investigated. Good transfection activity was demonstrated for partially fluorinated bolaamphiphile having lysine head group. Weak cell cytotoxicity, positive surface charge of bolaplexes, well-defined structure, and protection from the DNAses seem to be essential characteristics for efficient transfection.

Dates et versions

hal-04119298 , version 1 (06-06-2023)

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Mélanie Brunelle, Ange Polidori, Séverine Denoyelle, Anne-Sylvie Fabiano, Pascal Vuillaume, et al.. A structure–activity investigation of hemifluorinated bifunctional bolaamphiphiles designed for gene delivery. Comptes Rendus. Chimie, 2009, 12 (1-2), pp.188-208. ⟨10.1016/j.crci.2008.05.018⟩. ⟨hal-04119298⟩

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