Thiophenols, Promising Scavengers of Peroxyl Radicals: Mechanisms and kinetics

被引：53
作者：
Carreon-Gonzalez, Mirzam [1 ]
Vivier-Bunge, Annik [2 ]
Alvarez-Idaboy, Juan Raul [1 ]
机构：
[1] Univ Nacl Autonoma Mexico, Fac Quim, Dept Fis & Quim Teor, Mexico City 04510, DF, Mexico
[2] Univ Autonoma Metropolitana Iztapalapa, Dept Quim, Mexico City 09340, DF, Mexico
来源：
JOURNAL OF COMPUTATIONAL CHEMISTRY | 2019年 / 40卷 / 24期
关键词：
oxidative stress; TST; hydrogen atom transfer; single electron transfer; computational kinetics; antioxidants; OXIDATION-REDUCTION REACTIONS; ANTIOXIDANT ACTIVITY; DENSITY FUNCTIONALS; THERMOCHEMICAL KINETICS; ELECTRON-TRANSFER; AQUEOUS-SOLUTION; SCHIFF-BASE; STRESS; COMPLEXES; STATE;
D O I：
10.1002/jcc.25862
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The activity of 12 thiophenols as primary antioxidants in aqueous solution has been studied using density functional theory. Twelve different substituted thiophenols were tested as peroxyl radicals scavengers. Single electron transfer (SET) and formal hydrogen transfer (FHT) were investigated. The SET mechanism was found to be the main mechanism, with rate constants that are close to the diffusion limit, which means that these thiophenolic compounds have the capacity to scavenge peroxyl radicals before they can damage biomolecules. All 12 thiophenolic compounds react faster with methylperoxyl than with hydroperoxyl radicals. In addition, it was found that pH plays an important role in the reactivity of these compounds. (c) 2019 Wiley Periodicals, Inc.
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页码：2103 / 2110
页数：8
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