UVA Photoirradiation of Nitro-Polycyclic Aromatic Hydrocarbons—Induction of Reactive Oxygen Species and Formation of Lipid Peroxides †

Qingsu Xia, Jun-Jie Yin, Yuewei Zhao, Yuh-Sen Wu, Yu-Qui Wang, Liang Ma, Shoujun Chen, Xin Sun, Peter P. Fu and Hongtao Yu
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Qingsu Xia: National Center for Toxicological Research, U.S. Food and Drug Administration, Jefferson, AR 72079, USA
Jun-Jie Yin: Center for Food Safety and Applied Nutrition, U.S. Food and Drug Administration, College Park, MD 20740, USA
Yuewei Zhao: National Center for Toxicological Research, U.S. Food and Drug Administration, Jefferson, AR 72079, USA
Yuh-Sen Wu: Hung Kuang University, Sha-Lu, Taichung, 443, Taiwan
Yu-Qui Wang: National Center for Toxicological Research, U.S. Food and Drug Administration, Jefferson, AR 72079, USA
Liang Ma: National Center for Toxicological Research, U.S. Food and Drug Administration, Jefferson, AR 72079, USA
Shoujun Chen: National Center for Toxicological Research, U.S. Food and Drug Administration, Jefferson, AR 72079, USA
Xin Sun: National Institute of Occupational Health and Poisoning Control, Chinese Center for Disease Control and Prevention, Beijing 100050, China
Peter P. Fu: National Center for Toxicological Research, U.S. Food and Drug Administration, Jefferson, AR 72079, USA
Hongtao Yu: Department of Chemistry and Biochemistry, Jackson State University, Jackson, MS 39217, USA

IJERPH, 2013, vol. 10, issue 3, 1-23

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.

Keywords: nitro-polycyclic aromatic hydrocarbons; photoiradiation; UVA light; reactive oxygen species; lipid peroxidation (search for similar items in EconPapers)
JEL-codes: I I1 I3 Q Q5 (search for similar items in EconPapers)
Date: 2013
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