Cyclodextrin-based facial amphiphiles: assessing the impact of the hydrophilic-lipophilic balance in the self-assembly, DNA complexation and gene delivery capabilities.
Org Biomol Chem
; 14(42): 10037-10049, 2016 Oct 25.
Article
em En
| MEDLINE
| ID: mdl-27722597
ABSTRACT
Exhaustive structure-efficacy relationship studies on nonviral gene delivery systems are often hampered by the ill-defined or polydisperse nature of the formulations. Facial amphiphiles based on rigid cage-type molecular scaffolds offer unique possibilities towards these studies. Taking advantage of regioselective functionalization schemes, we have synthesized a library of cationic cyclodextrin (CD) derivatives combining a range of hydrophilic and lipophilic domains. We have scrutinized how the hydrophilic-lipophilic balance (HLB) around the CD scaffold determines their self-assembly capabilities and the DNA binding and release abilities of the corresponding CD DNA nanocomplexes (CDplexes). These features have been ultimately correlated with their capabilities to deliver a reporter luciferase-encoding pDNA into COS-7 cells. The ensemble of results demonstrates that fine tuning of the HLB is critical to induce compaction of DNA by the CD-based facial amphiphiles into transfection-productive CDplexes.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
DNA
/
Portadores de Fármacos
/
Ciclodextrinas
/
Interações Hidrofóbicas e Hidrofílicas
Limite:
Animals
Idioma:
En
Ano de publicação:
2016
Tipo de documento:
Article