A theoretical investigation on DPPH radical-scavenging mechanism of edaravone

被引：82

作者：

Wang, LF

Zhang, HY ^{[1
]}

机构：

[1] Shandong Univ Technol, Shandong Prov Res Ctr Bioinformat Engn & Tech, Lab Computat Biol, Zibo 255049, Peoples R China

[2] Shandong Teachers Univ, Dept Chem, Jinan 250014, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 21期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1016/j.bmcl.2003.07.016

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The mechanism of edaravone (3-methyl-1-phenyl-2-pyrazolin-5-one) to scavenge DPPH radical is clarified by density functional theory (DFT) calculations. It is revealed that H-atom-abstraction rather than electron-transfer reaction is involved in the radical-scavenging process of edaravone, and H-atom at position 4 is readily to be abstracted. The C-H bond dissociation enthalpy (BDE) of edaravone is higher than the O-H BDE of alpha-tocopherol, accounting for the activity difference between the two antioxidants. As substituents have little influence on the C-H BDE, 2-pyrazolin-5-one is recognized as the active center for edaravone. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：3789 / 3792

页数：4

共 32 条

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