Exploring a possible way to synthesize novel better antioxidants based on vitamin E: A DFT study

被引：21

作者：

Chen, Weijun

Song, Jirong ^{[1
]}

Guo, Ping

Cao, Wei

Bian, Jiang

机构：

[1] NW Univ Xian, Dept Chem Engn, Xian 710069, Peoples R China

[2] NW Univ Xian, Dept Phys, Xian 710069, Peoples R China

[3] Peking Univ, Coll Chem & Mol Engn, State Key Lab Rare Earth Mat Chem & Applicat, Beijing 100871, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2006年 / 16卷 / 22期

关键词：

vitamin E; DFT method; antioxidant;

D O I：

10.1016/j.bmcl.2006.08.063

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The promoting effect of heterocyclic ring and heteroatom on the antioxidant properties of vitamin E has been investigated systemically by using density functional theory. The calculated results show that the heteroatom plays a more important role in promoting the antioxidant properties than the heterocyclic ring, indicating that replacing O atom by S or Se is impossible to synthesize the novel better antioxidants. Furthermore, the bond dissociation enthalpy (BDE) and ionization potential (IP) of the corresponding molecules are decreased dramatically when the O atom is replaced by NH. In addition, the calculated results also reveal that reducing the atom number of heterocyclic ring is an ideal way to synthesize novel antioxidants with better antioxidant activity than vitamin E. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：5874 / 5877

页数：4

共 26 条

[11] Theoretical study of X-H bond energetics (X = C, N, O, S): Application to substituent effects, gas phase acidities, and redox potentials [J].