Polycationic pillar[5]arene derivatives: interaction with DNA and biological applications.
Dendritic pillar[5]arene derivatives have been efficiently prepared by grafting dendrons with peripheral Boc-protected amine subunits onto a preconstructed pillar[5]arene scaffold. Upon cleavage of the Boc-protected groups, water-soluble pillar[5]arene derivatives with 20 (13) and 40 (14) peripheral ammonium groups have been obtained. The capability of these compounds to form stable nanoparticles with plasmid DNA has been demonstrated by gel electrophoresis, transmission electron microscopy (TEM), and dynamic light scattering (DLS) investigations. Transfection efficiencies of the self-assembled 13/pCMV-Luc and 14/pCMV-Luc polyplexes have been evaluated in vitro with HeLa cells. The transfection efficiencies found for both compounds are good, and pillar[5]arenes 13 and 14 show very low toxicity if any.
Laboratoire de Chimie des Matériaux Moléculaires, Université de Strasbourg et CNRS (UMR 7509), Ecole Européenne de Chimie, Polymères et Matériaux (ECPM), 25 rue Becquerel, 67087 Strasbourg Cedex 2 (France).
Iwona
I
Nierengarten
Marc
M
Nothisen
David
D
Sigwalt
Thomas
T
Biellmann
Michel
M
Holler
Jean-Serge
JS
Remy
Jean-François
JF
Nierengarten
D047250:Calixarenes; D057930:Click Chemistry; D004247:DNA / Q000737:chemistry / Q000378:metabolism; D050091:Dendrimers / Q000737:chemistry; D006367:HeLa Cells; D006801:Humans; D053758:Nanoparticles / Q000737:chemistry; D010957:Plasmids / Q000378:metabolism; D011073:Polyamines / Q000737:chemistry* / Q000378:metabolism; D000071228:Polyelectrolytes; D000644:Quaternary Ammonium Compounds / Q000737:chemistry* / Q000378:metabolism; D014162:Transfection
D047250:Calixarenes; D004247:DNA; D050091:Dendrimers; D011073:Polyamines; D000071228:Polyelectrolytes; D000644:Quaternary Ammonium Compounds; C570642:pillar(5)arene
click chemistry; dendrimers; gene technology; pillar[5]arenes; polycations