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

• Main Authors: Guadalupe Firpo (Author), María L. Ramírez (Author), Martín S. Faillace (Author), Maria dos R. Mendes de Brito (Author), Ana P. S. Correia Lima e Silva (Author), Jessica Pereira Costa (Author), Marcela C. Rodríguez (Author), Gustavo A. Argüello (Author), Zsolt Szakonyi (Author), Ferenc Fülöp (Author), Walter J. Peláez (Author)
• Format: Book
• Published: MDPI AG, 2019-06-01T00:00:00Z.
• Subjects: article
• Online Access: Connect to this object online.

Summary

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.

Item Description

2076-3921
10.3390/antiox8060197