title: Antioxidant activity of new benzo[de]quinolines and lactams: 2D-quantitative structure-activity relationships.
abstract: In order to predict the antioxidant activity of 7 polycyclic lactams, a two dimensional quantitative-structure activity relationships (2D-QSAR) study based on a 5-descriptor model was performed. The synthetic compounds built from a condensed lactam scaffold were screened for their abilities to inhibit the autoxidation of pyrogallol, a superoxide anion radical-dependent process. The ketone 2 (8,9-dihydro-7H-benzo[de]pyrrolo[1,2-a]quinoline-7,10(7aH)-dione) exhibited the most potent antioxidant activity in vitro. The oxidation mechanism was proved by the isolation and characterization of alcohol 5 formed in the reaction of ketone 2 with dissolved oxygen in methanol.
authors: Univ Lille Nord de France, F-59000 Lille, France.
authors: Alina
authors: A
authors: Ghinet
authors: Amaury
authors: A
authors: Farce
authors: Souhila
authors: S
authors: Oudir
authors: Jean
authors: J
authors: Pommery
authors: Joseph
authors: J
authors: Vamecq
authors: Jean-Pierre
authors: JP
authors: Henichart
authors: Benoît
authors: B
authors: Rigo
authors: Philippe
authors: P
authors: Gautret
mesh_terms: D000438:Alcohols / Q000737:chemistry; D000975:Antioxidants / Q000737:chemistry*; D003198:Computer Simulation; D007659:Ketones / Q000737:chemistry; D007769:Lactams / Q000737:chemistry*; D008956:Models, Chemical; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry*; D011748:Pyrogallol / Q000737:chemistry; D021281:Quantitative Structure-Activity Relationship; D011804:Quinolines / Q000737:chemistry*; D012107:Research Design; D013481:Superoxides / Q000037:antagonists & inhibitors* / Q000737:chemistry
chemical_list: D000438:Alcohols; D000975:Antioxidants; D007659:Ketones; D007769:Lactams; D011804:Quinolines; D011748:Pyrogallol; D013481:Superoxides; D010100:Oxygen