Cationic lipids for the transfection of nucleic acids

Details Cationic lipids for the transfection of nucleic acids Cationic lipids for the transfection of nucleic acids

C - Chemistry, Metallurgy

07

D

C07D 251/54 (2006.01) A61K 31/53 (2006.01) C12N 15/00 (2006.01)

Patent

CA 2597903

The present invention relates to cationic lipids capable of forming complexes with nucleic acids and the use thereof for the transfection of eukaryotic cells. The cationic lipids according to the invention have general formulas (I) and (Ia): (see formulas (I) and (Ia), wherein E is a heteroaryl; Rl and R2 are selected from H, -R7-NH2, -CH-NH-NH2, alkyl; R7 is selected from alkyl, alkenyl, aryl, (C1-C20) alkyl-aryl- (C0-C20) alkyl; R3 and R4 are selected from: H, -R8-SH, -R8-NH-NH2/ -R8-CO-R9 or - R8-NH2; R8 is selected from: alkyl, alkenyl, aryl, (C1- C20) alkyl-aryl- (C0 -C20 ) alkyl; R9 is selected from: H, alkyl; R5 and R6 are selected from: H, alkyl, alkenyl, aryl, (C1-C20) alkyl-aryl.

La présente invention concerne, d'une part des lipides cationiques capables de former des complexes avec des acides nucléiques, et d'autre part leur utilisation pour la transfection de cellules eucariotes. Les lipides cationiques selon l'invention sont représentés par les formules générales (I) et (Ia). Dans ces formules, E est hétéroaryle. R1 et R2 sont H, -R7-NH2, -CH-NH-NH2, ou alkyle; R7 est alkyle, alcényle, aryle, (C1-C20) alkylaryle- (C0-C20) alkyle; R3 et R4 sont H, -R8-SH, -R8-NH-NH2/ -R8-CO-R9 ou - R8-NH2; R8 est alkyle, alcényle, aryle, (C1-C20) alkylaryle- (C0-C20) alkyle; R9 est H ou alkyle; enfin, R5 et R6 sont H, alkyle, alcényle, aryle ou (C1-C20) alkyl-aryl.

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