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Int J Environ Res Public Health 2013 Mar 14;10(3):1062-84

UVA photoirradiation of nitro-polycyclic aromatic hydrocarbons-induction of reactive oxygen species and formation of lipid peroxides.

Xia Q, Yin JJ, Zhao Y, Wu YS, Wang YQ, Ma L, Chen S, Sun X, Fu PP, Yu H

Abstract

Nitro-polycyclic aromatic hydrocarbons (nitro-PAHs) are a class of genotoxic environmental contaminants. We have long been interested in determining the mechanisms by which nitro-PAHs induce genotoxicity. Although the metabolic activation of nitro-PAHs leading to toxicological activities has been well studied, the photo-induced activation of nitro-PAHs has seldom been reported. In this paper, we report photo-induced lipid peroxidation by 19 nitro-PAHs. The results indicated that all but two of the nitro-PAHs can induce lipid peroxidation. Mechanistic studies suggest that lipid peroxidation by nitro-PAHs is mediated by free radicals generated in the reaction. There was no structural correlation between the nitro-PAHs and their ability to induce lipid peroxidation upon UVA irradiation, or between the HOMO-LUMO gap and the ability to cause lipid peroxidation. Most of the nitro-PAHs are less potent in terms of causing lipid peroxidation than their parent PAHs. The lack of correlation is attributed to the complex photophysics and photochemistry of the nitro-PAHs and the yield of reactive oxygen species (ROS) and other factors.


Category: Journal Article
PubMed ID: #23493032 DOI: 10.3390/ijerph10031062
PubMed Central ID: #PMC3709304
Includes FDA Authors from Scientific Area(s): Toxicological Research Food
Entry Created: 2013-03-16 Entry Last Modified: 2013-08-13
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