title: UVA photoirradiation of nitro-polycyclic aromatic hydrocarbons-induction of reactive oxygen species and formation of lipid peroxides.
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.
authors.affiliation: National Center for Toxicological Research, U.S. Food and Drug Administration, Jefferson, AR 72079, USA. qingsu.xia@fda.hhs.gov
authors.forename: Qingsu
authors.initials: Q
authors.lastname: Xia
authors.forename: Jun-Jie
authors.initials: JJ
authors.lastname: Yin
authors.forename: Yuewei
authors.initials: Y
authors.lastname: Zhao
authors.forename: Yuh-Sen
authors.initials: YS
authors.lastname: Wu
authors.forename: Yu-Qui
authors.initials: YQ
authors.lastname: Wang
authors.forename: Liang
authors.initials: L
authors.lastname: Ma
authors.forename: Shoujun
authors.initials: S
authors.lastname: Chen
authors.forename: Xin
authors.initials: X
authors.lastname: Sun
authors.forename: Peter P
authors.initials: PP
authors.lastname: Fu
authors.forename: Hongtao
authors.initials: H
authors.lastname: Yu
mesh_terms: D004785:Environmental Pollutants / Q000737:chemistry / Q000528:radiation effects*; D008041:Linoleic Acids / Q000737:chemistry*; D015227:Lipid Peroxidation; D008054:Lipid Peroxides / Q000737:chemistry; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry / Q000528:radiation effects*; D017382:Reactive Oxygen Species / Q000737:chemistry; D014466:Ultraviolet Rays
chemical_list: D004785:Environmental Pollutants; D008041:Linoleic Acids; D008054:Lipid Peroxides; D011084:Polycyclic Aromatic Hydrocarbons; D017382:Reactive Oxygen Species; C005575:methyl linoleate