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.
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Xia, Q.; Yin, J.-J.; Zhao, Y.; Wu, Y.-S.; Wang, Y.-Q.; Ma, L.; Chen, S.; Sun, X.; Fu, P.P.; Yu, H. UVA Photoirradiation of Nitro-Polycyclic Aromatic Hydrocarbons—Induction of Reactive Oxygen Species and Formation of Lipid Peroxides †. Int. J. Environ. Res. Public Health 2013, 10, 1062-1084.
Xia Q, Yin J-J, Zhao Y, Wu Y-S, Wang Y-Q, Ma L, Chen S, Sun X, Fu PP, Yu H. UVA Photoirradiation of Nitro-Polycyclic Aromatic Hydrocarbons—Induction of Reactive Oxygen Species and Formation of Lipid Peroxides †. International Journal of Environmental Research and Public Health. 2013; 10(3):1062-1084.
Xia, Qingsu; Yin, Jun-Jie; Zhao, Yuewei; Wu, Yuh-Sen; Wang, Yu-Qui; Ma, Liang; Chen, Shoujun; Sun, Xin; Fu, Peter P.; Yu, Hongtao. 2013. "UVA Photoirradiation of Nitro-Polycyclic Aromatic Hydrocarbons—Induction of Reactive Oxygen Species and Formation of Lipid Peroxides †." Int. J. Environ. Res. Public Health 10, no. 3: 1062-1084.