title: Evaluation of Maltose-Based Cationic Liposomes with Different Hydrophobic Tails for Plasmid DNA Delivery.
abstract: In this paper, three cationic glycolipids with different hydrophobic chains Malt-DiC12MA (IX a), Malt-DiC14MA (IX b) and Malt-DiC16MA (IX c) were constructed by using maltose as starting material via peracetylation, selective 1-O-deacetylation, trichloroacetimidation, glycosylation, azidation, deacetylation, Staudinger reaction, tertiary amination and quaternization. Target compounds and some intermediates were characterized by ¹H-NMR,13C-NMR, ¹H-¹H COSY and ¹H-13C HSQC. The results of gel electrophoresis assay, atomic force microscopy images (AFM) and dynamic light scattering (DLS) demonstrate that all the liposomes could efficiently bind and compact DNA (N/P ratio less than 2) into nanoparticles with proper size (88 nm-146 nm, PDI < 0.4) and zeta potential (+15 mV-+26 mV). The transfection efficiency and cellular uptake of glycolipids in HEK293 cell were evaluated through the enhanced green fluorescent protein (EGFP) expression and Cy3-labeled pEGFP-C1 (Enhanced Green Fluorescent Protein plasmid) images, respectively. Importantly, it indicated that Malt-DiC14MA exhibited high gene transfer efficiency and better uptake capability at N/P ratios of 8:1. Additionally, the result of cell viability showed glycolipids exhibited low biotoxicity and good biocompatibility by thiazolyl blue tetrazolium bromide (MTT) assay.
authors.affiliation: National and Local Joint Engineering Laboratory for New Petrochemical Materials and Fine Utilization of Resources, Hunan Normal University, Changsha 410081, Hunan, China. bolilicn@gmail.com.
authors.forename: Bo
authors.initials: B
authors.lastname: Li
authors.affiliation: National and Local Joint Engineering Laboratory for New Petrochemical Materials and Fine Utilization of Resources, Hunan Normal University, Changsha 410081, Hunan, China. liangliangdeng1998@163.com.
authors.forename: Liangliang
authors.initials: L
authors.lastname: Deng
authors.affiliation: National and Local Joint Engineering Laboratory for New Petrochemical Materials and Fine Utilization of Resources, Hunan Normal University, Changsha 410081, Hunan, China. xplmy@163.com.
authors.forename: Meiyan
authors.initials: M
authors.lastname: Liu
authors.affiliation: National and Local Joint Engineering Laboratory for New Petrochemical Materials and Fine Utilization of Resources, Hunan Normal University, Changsha 410081, Hunan, China. youlinzengcn@gmail.com.
authors.forename: Youlin
authors.initials: Y
authors.lastname: Zeng
mesh_terms: D002412:Cations / Q000737:chemistry*; D002470:Cell Survival; D004247:DNA / Q000008:administration & dosage* / Q000737:chemistry; D018014:Gene Transfer Techniques; D006017:Glycolipids / Q000737:chemistry; D057809:HEK293 Cells; D006801:Humans; D057927:Hydrophobic and Hydrophilic Interactions; D008081:Liposomes / Q000138:chemical synthesis / Q000737:chemistry*; D008320:Maltose / Q000737:chemistry*; D018625:Microscopy, Atomic Force; D015394:Molecular Structure; D010957:Plasmids / Q000008:administration & dosage* / Q000737:chemistry; D014162:Transfection / Q000379:methods
chemical_list: D002412:Cations; D006017:Glycolipids; D008081:Liposomes; D008320:Maltose; D004247:DNA
keywords: maltose-based cationic lipid; synthesis; transfection assay