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Mechanism Investigation on DNA Damage Induced by Carcinogenic Haloquinoid Disinfection Byproducts
Zhu, Benzhan; Zhang, Jing; Tang, Miao; Huang, Chunhua; Shao, Jie
2022-01-20
Source PublicationPROGRESS IN CHEMISTRY
ISSN1005-281X
Volume34Issue:1Pages:227-236
AbstractHalobenzoquinones (HBQs) are a class of toxic intermediates of the haloaromatic persistent organic pollutants and newly identified chlorination disinfection byproducts in drinking water and swimming pool water. The highly reactive hydroxyl/alkoxyl radicals and quinone enoxy/ketoxy radicals were found to be produced by HBQs with H2O2 or organic hydroperoxides metal-independently. However, it remains unknown whether HBQs and hydroperoxides can induce DNA damage, and if so, what are the underlying molecular mechanisms. We found that 8-oxodeoxyguanosine (8-oxodG), DNA strand breaks and three methyl oxidation products could be generated from DNA oxidation by tetrachloro-1,4-benzoquinone (TCBQ) and H2O2 via an intercalation-enhanced oxidation mechanism. Analogous effects were observed with other HBQs, which are generally more effective than the classic iron-mediated Fenton system. Further investigations were extended from isolated DNA to genomic DNA in living cells. Potent oxidation of DNA to the more mutagenic imidazolone dIz was also found to be induced by HBQs and organic hydroperoxides such as the physiologically-relevant hydroperoxide 13S-hydroperoxy-9Z,11E-octadecadienoic acid (13-HPODE) via a unique quinone-enoxy radical-mediated mechanism. These findings should provide new perspectives to explain the potential genotoxicity, mutagenesis, and carcinogenicity for the ubiquitously-present haloaromatic persistent organic pollutants.
Department环境化学与生态毒理学国家重点实验室 ; 环境化学与生态毒理学国家重点实验室
KeywordMETAL-INDEPENDENT DECOMPOSITION INTRINSIC CHEMILUMINESCENCE PRODUCTION HALOGENATED QUINOID CARCINOGENS MOLECULAR-MECHANISM HYDROGEN-PEROXIDE HYDROXYL RADICALS METABOLITE TETRACHLOROHYDROQUINONE 5-METHYLCYTOSINE ATTACK ORGANIC HYDROPEROXIDES CHLORINATED PHENOLS
Document Type期刊论文
Identifierhttps://ir.rcees.ac.cn/handle/311016/47570
Collection环境化学与生态毒理学国家重点实验室
Affiliation1.Chinese Acad Sci, Res Ctr Ecoenvironm Sci, State Key Lab Environm Chem & Ecotoxicol, Beijing 100085, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Zhu, Benzhan,Zhang, Jing,Tang, Miao,et al. Mechanism Investigation on DNA Damage Induced by Carcinogenic Haloquinoid Disinfection Byproducts[J]. PROGRESS IN CHEMISTRY,2022,34(1):227-236.
APA Zhu, Benzhan,Zhang, Jing,Tang, Miao,Huang, Chunhua,&Shao, Jie.(2022).Mechanism Investigation on DNA Damage Induced by Carcinogenic Haloquinoid Disinfection Byproducts.PROGRESS IN CHEMISTRY,34(1),227-236.
MLA Zhu, Benzhan,et al."Mechanism Investigation on DNA Damage Induced by Carcinogenic Haloquinoid Disinfection Byproducts".PROGRESS IN CHEMISTRY 34.1(2022):227-236.
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