Journal
INTERNATIONAL JOURNAL OF PHARMACEUTICS
Volume 409, Issue 1-2, Pages 46-56Publisher
ELSEVIER
DOI: 10.1016/j.ijpharm.2011.02.022
Keywords
Cationic lipids; Malonic acid diamides; Synthetic methods; Liposomes; Lipoplexes; Non-viral gene transfer
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Funding
- Max Planck Institute of Colloids and Interfaces Potsdam
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Malonic acid diamides with two long hydrophobic alkyl chains and a basic polar head group as a new class of non-viral gene transferring compounds have shown high transfection efficiency and moderate toxicity. Based on the results obtained with saturated and unsaturated alkyl residues new derivatives with a more complex head group structure have been synthesized. For this purpose, cationic respectively basic groups were introduced by one or two lysine residues bound via tris(aminoethyl)amine spacer to the malonic acid diamide backbone. By studying in vitro gene delivery an increase of transfection efficacy was observed when using lipids with at least one unsaturated alkyl chain. This leads to cationic lipids exhibiting comparable or even higher transfection efficacies compared to the commercially available transfection agents LipofectAmine (TM) and SuperFect (TM). Phase transitions and phase structures of selected compounds have been analyzed and discussed in terms of transfection abilities. Particle size and zeta potential of liposomes and lipoplexes were also determined. (C) 2011 Elsevier B.V. All rights reserved.
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