Molecular mechanism of metal-independent decomposition of lipid hydroperoxide 13-HPODE by halogenated quinoid carcinogens
文献类型：期刊论文
| 作者 | Qin, Hao ; Huang, Chun-Hua ; Mao, Li ; Xia, Hai-Ying ; Kalyanaraman, Balaraman ; Shao, Jie ; Shan, Guo-Qiang ; Zhu, Ben-Zhan |
| 刊名 | FREE RADICAL BIOLOGY AND MEDICINE
 |
| 出版日期 | 2013 |
| 卷号 | 63页码:459-466 |
| 通讯作者 | Zhu, BZ |
| 中文摘要 | Halogenated quinones are a class of carcinogenic intermediates and newly identified chlorination disinfection by-products in drinking water. 13-Hydroperoxy-9,11-octadecadienoic acid (13-HPODE) is the most extensively studied endogenous lipid hydroperoxide. Although it is well known that the decomposition of 13-HPODE can be catalyzed by transition metal ions, it is not clear whether halogenated quinones could enhance its decomposition independent of metal ions and, if so, what the unique characteristics and similarities are. Here we show that 2,5-dichloro-1,4-benzoquinone (DCBQ) could markedly enhance the decomposition of 13-HPODE and formation of reactive lipid alkyl radicals such as pentyl and 7-carboxyheptyl radicals, and the genotoxic 4-hydroxy-2-nonenal (HNE), through the complementary application of ESR spin trapping, HPLC MS, and GC MS methods. Interestingly, two chloroquinone-lipid alkoxyl conjugates were also detected and identified from the reaction between DCBQ and 13-HPODE. Analogous results were observed with other halogenated quinones. This represents the first report that halogenated quinoid carcinogens can enhance the decomposition of the endogenous lipid hydroperoxide 13-HPODE and formation of reactive lipid alkyl radicals and genotoxic HNE via a novel metal-independent nucleophilic substitution coupled with homolytic decomposition mechanism, which may partly explain their potential genotoxicity and carcinogenicity. (C) 2013 Elsevier Inc. All rights reserved. |
| 收录类别 | SCI |
| WOS记录号 | WOS:000323094700047 |
| 公开日期 | 2014-06-06 |
| 源URL | [http://ir.rcees.ac.cn/handle/311016/7472]  |
| 专题 | 生态环境研究中心_环境化学与生态毒理学国家重点实验室 |
| 推荐引用方式 GB/T 7714 | Qin, Hao,Huang, Chun-Hua,Mao, Li,et al. Molecular mechanism of metal-independent decomposition of lipid hydroperoxide 13-HPODE by halogenated quinoid carcinogens[J]. FREE RADICAL BIOLOGY AND MEDICINE,2013,63:459-466. |
| APA | Qin, Hao.,Huang, Chun-Hua.,Mao, Li.,Xia, Hai-Ying.,Kalyanaraman, Balaraman.,...&Zhu, Ben-Zhan.(2013).Molecular mechanism of metal-independent decomposition of lipid hydroperoxide 13-HPODE by halogenated quinoid carcinogens.FREE RADICAL BIOLOGY AND MEDICINE,63,459-466. |
| MLA | Qin, Hao,et al."Molecular mechanism of metal-independent decomposition of lipid hydroperoxide 13-HPODE by halogenated quinoid carcinogens".FREE RADICAL BIOLOGY AND MEDICINE 63(2013):459-466. |
入库方式： OAI收割
来源：生态环境研究中心
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。