Antioxidant properties of 3-hydroxycoumarin derivatives.
A series of hydroxylated 3-hydroxycoumarins was synthesised by the reaction of 3-aryl-2-hydroxypropenoic derivatives with boron tribromide. They were evaluated for their ability to scavenge the 2,2-diphenyl-1-picrylhydrazyl radical, the superoxide anion radical, the hydroxyl radical and the peroxynitrite anion and to inhibit copper-induced human LDL peroxidation. The physicochemical results were in accordance to establish the compounds hydroxylated on C-6 and C-7 positions as the most active of the series with antioxidant potencies comparable to those of quercetin and vitamin C. These compounds form o- and p-quinonoid derivatives upon radical scavenging and may serve as new lead compounds for pharmacological investigations.
Bailly
Fabrice
F
Laboratoire de Chimie Organique et Macromoléculaire, UMR CNRS 8009, Bâtiment C3, Université de Lille 1, 59655 Villeneuve d'Ascq Cedex, France. fabrice.bailly@univ.lille1.fr
Maurin
Cédric
C
Teissier
Elisabeth
E
Vezin
Hervé
H
Cotelle
Philippe
P
D000975:Antioxidants / Q000737:chemistry* / Q000494:pharmacology*; D003374:Coumarins / Q000737:chemistry* / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D016166:Free Radical Scavengers / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D015227:Lipid Peroxidation / Q000187:drug effects / Q000502:physiology
D000975:Antioxidants; D003374:Coumarins; D016166:Free Radical Scavengers