Evaluation of the Antioxidant Activity of Cis/Trans-N-Phenyl-1,4,4a,5,8,8a-Hexahydro-3,1-Benzoxazin-2-Imines

FIRPO, GUADALUPE; RAMÍREZ, MARÍA L.; FAILLACE, MARTÍN S.; DE BRITO, MARIA DOS R. MENDES; E SILVA, ANA P. S. CORREIA LIMA; COSTA, JESSICA PEREIRA; RODRÍGUEZ, MARCELA C.; ARGÜELLO, GUSTAVO A.; SZAKONYI, ZSOLT; FÜLÖP, FERENC; PELÁEZ, WALTER J.

Antioxidants

MDPI

Año: 2019 vol. 8

he growing interest in the chemistry of unsaturated ring-fused 1,3-heterocycles, in this particular case 1,3-oxazines, arise in part from their versatile pharmacological applications. In the present article, the evaluation of the in vitro and ex vivo antioxidant activity of two cyclohexene-fused oxazines is discussed. The in vitro antioxidant activity was evaluated by trapping the ABTS and hydroxyl radicals as well as the inhibition of the enzyme acetyl-cholinesterase and hemolysis of erythrocytes by 2,2?-Azobis(2-amidinopropane) dihydrochloride (AAPH). The results suggest that both unsaturated 1,3-oxazines are auspicious sources of biologically active compounds with good antioxidant properties. In addition, a comprehensive analysis of the interaction between these heterocycles with 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2?-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) radicals, as well as the measurements of redox potential, provided evidence for a mechanism of antiox