Ionic liquids with thioether motifs as synthetic cationic lipids for gene delivery

This study introduces a novel class of imidazolium- and ammonium-based ionic liquids possessing two C and C tails and thioether linkers designed for lipoplex-mediated DNA delivery. Imidazolium-based ionic liquids displayed efficient gene delivery properties with low toxicity. Thiol-yne click chemist...

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 53; no. 59; pp. 8328 - 8331
Main Authors Gaitor, Jamie C, Paul, Lauren M, Reardon, Melissa M, Hmissa, Taha, Minkowicz, Samuel, Regner, Matthew, Sheng, Yinghong, Michael, Scott F, Isern, Sharon, Mirjafari, Arsalan
Format Journal Article
LanguageEnglish
Published England 20.07.2017
Subjects
Ammonium Compounds - chemistry
Ammonium Compounds - pharmacology
Cations - chemical synthesis
Cations - chemistry
Cations - pharmacology
Cell Survival - drug effects
Click Chemistry
DNA - genetics
Dose-Response Relationship, Drug
Gene Transfer Techniques
HEK293 Cells
HeLa Cells
Humans
Hydrophobic and Hydrophilic Interactions
Imidazoles - chemistry
Imidazoles - pharmacology
Ionic Liquids - chemistry
Ionic Liquids - pharmacology
Lipids - chemistry
Lipids - pharmacology
Molecular Structure
Plasmids
Quantum Theory
Structure-Activity Relationship
Sulfides - chemistry
Sulfides - pharmacology
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Summary:This study introduces a novel class of imidazolium- and ammonium-based ionic liquids possessing two C and C tails and thioether linkers designed for lipoplex-mediated DNA delivery. Imidazolium-based ionic liquids displayed efficient gene delivery properties with low toxicity. Thiol-yne click chemistry was employed for the facile and robust synthesis of these thioether-based cationic lipioids with enhanced lipophilicity and low fluidity.
ISSN:1359-7345
1364-548X
DOI:10.1039/c7cc03235h