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
INFIQC-CONICET. Departamento de Físicoquímica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, X5000HUA Córdoba, Argentina.
Department of Pharmaceutical Chemistry, Faculty of Facid Wyden, Federal University of Piauí, Teresina, PI. CEP 64.052-410, Brazil.
Antioxidants (Basel). 2019 Jun 25;8(6):197. doi: 10.3390/antiox8060197.
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.
对不饱和稠环1,3-杂环化合物(在这种特定情况下为1,3-恶嗪)化学的兴趣日益浓厚,部分原因在于它们具有广泛的药理应用。在本文中,讨论了两种环己烯稠合恶嗪的体外和离体抗氧化活性评估。通过捕获ABTS和羟基自由基,以及抑制乙酰胆碱酯酶和2,2'-偶氮二异丁脒二盐酸盐(AAPH)诱导的红细胞溶血来评估体外抗氧化活性。结果表明,这两种不饱和1,3-恶嗪都是具有良好抗氧化性能的生物活性化合物的良好来源。此外,对这些杂环与2,2-二苯基-1-苦基肼(DPPH)和2,2'-偶氮双(3-乙基苯并噻唑啉-6-磺酸)(ABTS)自由基之间相互作用的全面分析,以及氧化还原电位的测量,为通过电子转移(ET)过程发生的抗氧化活性机制提供了证据。