Synthesis and antioxidant efficiency of a new amphiphilic spin-trap derived from PBN and lipoic acid.
The synthesis of a new amphiphilic antioxidant called PBNLP and derived from both alpha-phenyl-N-tert-butyl nitrone (PBN) and lipoic acid was described. Grafting a lactobionamide moiety onto the aromatic group of the PBN provided the water solubility of this compound. In vitro preliminary biological evaluations of its antioxidant capacity were performed using the KRL biological test based on free radical-induced hemolysis. The PBNLP induces a protection of erythrocytes against exogenous free radicals higher than that measured with lipoic acid or PBN alone or with lipoic acid or PBN derivatives in admixtures.
Durand
G
G
Laboratoire de Chimie BioOrganique et des Systèmes Moléculaire Vectoriels, Faculté des Sciences, 33 rue Louis Pasteur, 84000 Avignon, France. ange.polidori@univ-avignon.fr
Polidori
A
A
Salles
J P
JP
Prost
M
M
Durand
P
P
Pucci
B
B
D000975:Antioxidants / Q000138:chemical synthesis* / Q000494:pharmacology; D002478:Cells, Cultured; D003497:Cyclic N-Oxides; D004187:Disaccharides / Q000737:chemistry* / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D004912:Erythrocytes / Q000187:drug effects / Q000378:metabolism; D005609:Free Radicals / Q000037:antagonists & inhibitors / Q000737:chemistry; D006461:Hemolysis; D009589:Nitrogen Oxides / Q000737:chemistry*; D017382:Reactive Oxygen Species / Q000037:antagonists & inhibitors / Q000378:metabolism; D013113:Spin Labels / Q000138:chemical synthesis*; D008063:Thioctic Acid / Q000031:analogs & derivatives* / Q000494:pharmacology
D000975:Antioxidants; D003497:Cyclic N-Oxides; D004187:Disaccharides; D005609:Free Radicals; D009589:Nitrogen Oxides; C484501:PBNLP compound; D017382:Reactive Oxygen Species; D013113:Spin Labels; C029217:phenyl-N-tert-butylnitrone; D008063:Thioctic Acid