Synthesis and delivery activity of new cationic cholesteryl glucosides.

Authors :: Maslov MA
Morozova NG
Chizhik EI
Rapoport DA
Ryabchikova EI
Zenkova MA
Serebrennikova GA
Source :: Carbohydrate research [Carbohydr Res] 2010 Nov 22; Vol. 345 (17), pp. 2438-49. Date of Electronic Publication: 2010 Sep 17.
Publication Year :: 2010
Abstract: Cholesterol amphiphiles containing positively charged groups (pyridinium, N-methylimidazolium, N-methylmorpholinium, and N-methylpiperidinium) linked via β-glucosyl spacer were prepared by alkylation of the corresponding bases with 6-О-mesyl-β-D-cholesteryl glucopyranoside. IC(50) values were in the range 20-35μM for the series of compounds and liposomal formulations with DOPE (1:1) were significantly less toxic. The liposomal formulations provided the accumulation of FITC-labeled oligonucleotide in cells, and the efficiency of this process was comparable to that of Lipofectamine 2000. Cationic liposomes were able to deliver siRNA into the cells, and the liposomal formulation 7d/DOPE provided the most pronounced down-regulation of EGFP expression both in the presence and in the absence of serum (up to 30%).<br /> (Copyright © 2010 Elsevier Ltd. All rights reserved.)