Antioxidant Activity of Heterocyclic Compounds Derived from 4-(4-Acetamidophenyl)-4-oxobut-2-enoic Acid

Marwa S. Salem, Dalal B. Guirguis, Eman A. E. El-Helw, Mosad A. Ghareeb, Hamed A. Y. Derbala

Abstract: 4- (4-Acetamidophenyl) -4-oxobut-2-enoic acid 1 and / or its aza Michael adduct 2 were efficiently utilized to construct novel various heterocycles including derivatives of furanones (3a-c & 14) ; pyridazinones (4-6) ; diazepine (7) ; piperazine (8) ; oxazine (9) ; oxazole (10a) ; thiazole (10b) ; benzo-; [-diazin; -oxazin; -thiaz-]-ones (11a-c). Conduct (11c) with NH2-NH2. . H2O in boiling ethanol and / or NH2OH. HCl in refluxing pyridine provides the corresponding hydrazone and oxime derivatives 12a and 12b; respectively. The two latter compounds showed in vitro a high potent antioxidant activity; as well as; the aza Michael adduct 2e exhibited a moderate reducing antioxidant power.

Keywords: Pyridazinone, Diazepine, Benzothiazinone, Quinoxalone, Piperazine, Benzoxazinone, Furanone, Antioxidant activity