title: Antioxidant properties of 4-quinolones and structurally related flavones.
abstract: Neurodegenerative disorders are frequently associated with increased oxidative damage to the brain as a result of free radicals produced by cellular respiration. The onset and progression of neurodegeneration may therefore be curbed by exogenous hydrogen-donating antioxidant moieties such as the naturally occurring flavonoids. A series of 2-phenylquinolin-4(1H)-ones was synthesised and displayed moderate to high antioxidant activity when compared to structurally related flavones and quinolines. Activity of the hydroxy-2-phenylquinolin-4(1H)-ones (8-10) was established in reducing ferrous ions and diminishing hydrogen peroxide and hydroxyl radical production, in the FRAP (1.41-97.71% Trolox equivalents), ORAC (9.18-15.27 μM Trolox equivalents at 0.00 1mM) and TBARS (0.05-0.72 nmol MDA/mg tissue) assays, respectively. The results indicated that the additional hydrogen donating groups on the synthesised 2-phenylquinolin-4(1H)-one series increased antioxidant activity.
authors.affiliation: Department of Pharmaceutical Chemistry, School of Pharmacy, North-West University, Private Bag X6001, Potchefstroom 2520, South Africa.
authors.forename: Jane
authors.initials: J
authors.lastname: Greeff
authors.forename: Jacques
authors.initials: J
authors.lastname: Joubert
authors.forename: Sarel F
authors.initials: SF
authors.lastname: Malan
authors.forename: Sandra
authors.initials: S
authors.lastname: van Dyk
mesh_terms: D042462:4-Quinolones / Q000138:chemical synthesis / Q000737:chemistry*; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry*; D047309:Flavones / Q000737:chemistry*; D006801:Humans; D006861:Hydrogen Peroxide / Q000737:chemistry; D017665:Hydroxyl Radical / Q000737:chemistry; D019636:Neurodegenerative Diseases / Q000378:metabolism
chemical_list: D042462:4-Quinolones; D000975:Antioxidants; D047309:Flavones; D017665:Hydroxyl Radical; D006861:Hydrogen Peroxide