888616-03-3Relevant academic research and scientific papers
Synthesis and preliminary biological studies of hemifluorinated bifunctional bolaamphiphiles designed for gene delivery
Denoyelle, Severine,Polidori, Ange,Brunelle, Melanie,Vuillaume, Pascal Y.,Laurent, Sylvette,ElAzhary, Yousef,Pucci, Bernard
, p. 629 - 646 (2006)
The multistep synthesis of a new series of dissymmetric hemifluorocarbon bolaamphiphiles designed for gene transport is described. The dissymmetric functionalization of diiodoperfluoroctane leads to bolaamphiphile molecules composed of a partially fluorocarbon core end-capped with a glycoside and an ammonium salt derived from histidine or lysine. Initial biological results indicate that one of the bolaamphiphile - end-capped with a lysine and a lactobionamide residue - induces a remarkably low cytotoxicity on COS-7 cells and, when self-assembled with DNA plasmid, generates a significant in vitro transfection efficiency without the addition of any fusogenic lipid. the Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2006.
Synthesis, physicochemical characterization, and biological activities of new carnosine derivatives stable in human serum as potential neuroprotective agents
Bertinaria, Massimo,Rolando, Barbara,Giorgis, Marta,Montanaro, Gabriele,Guglielmo, Stefano,Buonsanti, M. Federica,Carabelli, Valentina,Gavello, Daniela,Daniele, Pier Giuseppe,Fruttero, Roberta,Gasco, Alberto
experimental part, p. 611 - 621 (2011/03/20)
The synthesis and the physicochemical and biological characterization of a series of carnosine amides bearing on the amido group alkyl substituents endowed with different lipophilicity are described. All synthesized products display carnosine-like properties differentiating from the lead for their high serum stability. They are able to complex Cu2+ ions at physiological pH with the same stoichiometry as carnosine. The newly synthesized compounds display highly significant copper ion sequestering ability and are capable of protecting LDL from oxidation catalyzed by Cu2+ ions, the most active compounds being the most hydrophilic ones. All the synthesized amides show quite potent carnosine-like HNE quenching activity; in particular, 7d, the member of the series selected for this kind of study, is able to cross the blood-brain barrier (BBB) and to protect primary mouse hippocampal neurons against HNE-induced death. These products can be considered metabolically stable analogues of carnosine and are worthy of additional investigation as potential neuroprotective agents.
