Ji Hong-Fang, Zhang Hong-Yu, Shen Liang
Shandong Provincial Research Center for Bioinformatic Engineering and Technique, Center for Advanced Study, Shandong University of Technology, Zibo 255049, PR China.
Bioorg Med Chem Lett. 2006 Aug 1;16(15):4095-8. doi: 10.1016/j.bmcl.2006.04.096. Epub 2006 May 18.
Gallic acid derivatives (GADs) can efficiently scavenge free radicals, which is partially responsible for their neuroprotective effects. As GADs tend to deprotonate to give birth to GAD anions, which has big influence on the radical-scavenging behaviors of GADs, to understand the structure-activity relationships (SARs) of GAD antioxidants, the anions should be taken into consideration. In this paper, a combined density functional theory method, labeled as (RO)B3LYP/6-311+G(2d,2p)//AM1/AM1, was employed to calculate homolytic O-H bond dissociation enthalpies and adiabatic ionization potentials for GADs and derived anions in solvent (ethanol), by which the experimentally observed SARs of GADs were better elucidated.
没食子酸衍生物（GADs）能够有效地清除自由基，这在一定程度上是其具有神经保护作用的原因。由于GADs倾向于去质子化生成GAD阴离子，而这对GADs的自由基清除行为有很大影响，因此为了理解GAD抗氧化剂的构效关系（SARs），需要考虑这些阴离子。本文采用一种组合密度泛函理论方法，标记为(RO)B3LYP/6-311+G(2d,2p)//AM1/AM1，来计算GADs及其衍生阴离子在溶剂（乙醇）中的均裂O-H键解离焓和绝热电离势，借此更好地阐释了实验观察到的GADs的构效关系。
