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

Abstract

The 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 antioxidant activity that takes place through electron transfer (ET) processes.

• Authors: Guadalupe Firpo, María L Ramírez, Martín S Faillace, Maria Dos R Mendes de Brito, Ana P S Correia Lima E Silva, Jessica Pereira Costa, Marcela C Rodríguez, Gustavo A Argüello, Zsolt Szakonyi, Ferenc Fülöp, Walter J Peláez
• Journal: Antioxidants (Basel, Switzerland) (Antioxidants (Basel)) Vol. 8 Issue 6 (Jun 25 2019) ISSN: 2076-3921 [Print] Switzerland
• PMID: 31242617 (Publication Type: Journal Article)