Koroleva Olga, Torkova Anna, Nikolaev Ilya, Khrameeva Ekaterina, Fedorova Tatyana, Tsentalovich Mikhail, Amarowicz Ryszard
Bach Institute of Biochemistry of the Russian Academy of Sciences, Leninsky Prospekt, 33, bld 2, 119071 Moscow, Russia.
Department of Bioengineering and Bioinformatics, Moscow State University, GSP-1, Leninskie Hills, bld 73, 119234 Moscow, Russia.
Int J Mol Sci. 2014 Sep 16;15(9):16351-80. doi: 10.3390/ijms150916351.
Antioxidant capacity (AOC) against peroxyl radical and 2,2'-azino-bis-(3-ethylbenzothiazoline-6-sulphonic acid) diammonium salt (ABTS) radical cation was measured for a series of p-hydroxybenzoic (HB) and p-hydroxycinnamic (HC) acids at different pH. Quantum-chemical computation was performed using Gaussian 3.0 software package to calculate the geometry and energy parameters of the same compounds. Significant correlations were revealed between AOC and a number of calculated parameters. The most significant AOC descriptors for the studied compounds against peroxyl radical were found to be HOMO energy, rigidity (η) and Mulliken charge on the carbon atom in m-position to the phenolic hydroxyl. The most significant descriptor of the antioxidant properties against the ABTS radical cation at рН 7.40 is electron transfer enthalpy from the phenolate ion. The mechanism of AOC realization has been proposed for HB and HC acids against both radicals.
在不同pH值下，测定了一系列对羟基苯甲酸（HB）和对羟基肉桂酸（HC）对过氧自由基和2,2'-联氮-双-（3-乙基苯并噻唑啉-6-磺酸）二铵盐（ABTS）自由基阳离子的抗氧化能力（AOC）。使用高斯3.0软件包进行量子化学计算，以计算相同化合物的几何结构和能量参数。结果表明，AOC与多个计算参数之间存在显著相关性。研究发现，所研究化合物对过氧自由基的最显著AOC描述符是最高占据分子轨道（HOMO）能量、刚性（η）以及酚羟基间位碳原子上的穆利肯电荷。在pH 7.40时，对ABTS自由基阳离子抗氧化性能的最显著描述符是酚盐离子的电子转移焓。针对HB和HC酸对两种自由基的AOC实现机制进行了探讨。
