UVA Light-Induced DNA Cleavage by Selected Polycyclic Aromatic Hydrocarbons

Dong, Shiming; Hwang, Huey‐Min; Harrison, Caroline; Holloway, Laketa; Shi, Xiaoping; Yu, Hongtao

doi:10.1007/s001280000027

Cited by 45 publications

(62 citation statements)

References 14 publications

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“…This structurephotocleavage efficiency relationship match the gap between the highest occupied molecular orbital and lowest unoccupied molecular orbital (HOMO-LUMO) for these methyl substituted BAs [47]. [47] Mechanistic studies reveal that singlet oxygen, superoxide and other radicals intermediates, including possible PAH radicals, are involved in causing DNA single strand photocleavage by PAHs [47,60,62,64]. Both an oxygen-dependent and an independent pathway cause the DNA photocleavage.…”

Section: Light-induced Dna Single Strand Cleavage By Pahsmentioning

confidence: 63%

“…A larger ring does not necessarily mean higher DNA photocleavage efficiency. The three-ring anthrancene is a stronger DNA photocleaver than the four-ring pyrene, but is similar to the four-ring chrysene and BA and the five ring benzo[a]pyrene [62]. Metabolic products of benzo [a]pyrene are all more efficient in causing DNA photocleavage [64].…”

Section: Light-induced Dna Single Strand Cleavage By Pahsmentioning

confidence: 99%

“…A systematic light-induced DNA single strand cleavage study has been carried out for various PAHs using UVA light and X174 plasmid DNA [47,[60][61][62][63][64]. The extent of DNA single strand cleavage was dependent on both light and PAH doses.…”

Section: Light-induced Dna Single Strand Cleavage By Pahsmentioning

confidence: 99%

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Photoirradiation of Polycyclic Aromatic Hydrocarbons with UVA Light – A Pathway Leading to the Generation of Reactive Oxygen Species, Lipid Peroxidation, and DNA Damage

Xia

Yan

et al. 2006

IJERPH

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Polycyclic aromatic hydrocarbons (PAHs) are a class of genotoxic environmental contaminants. We have long been interested in determining the mechanisms by which PAHs induce genotoxicity. Although the metabolic activation of PAHs leading to biological activities has been well studied, the photo-induced activation pathway has seldom reported. In this paper, we review the study of photoirradiation of PAHs with UVA irradiation results in (i) cytotoxicity and DNA damage (ii) DNA single strand cleavage; (iii) formation of 8-hydroxy-2'-deoxyguanosine adduct (8-OHdG), and (iv) formation of lipid peroxidation. Evidence has been shown that these photobiological activities are mediated by reactive oxygen species (ROS).

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Section: Light-induced Dna Single Strand Cleavage By Pahsmentioning

confidence: 63%

Section: Light-induced Dna Single Strand Cleavage By Pahsmentioning

confidence: 99%

See 1 more Smart Citation

Photoirradiation of Polycyclic Aromatic Hydrocarbons with UVA Light – A Pathway Leading to the Generation of Reactive Oxygen Species, Lipid Peroxidation, and DNA Damage

Xia

Yan

et al. 2006

IJERPH

View full text Add to dashboard Cite

show abstract

“…A larger ring does not necessarily mean higher DNA photocleavage efficiency. The three-ring anthrancene is a stronger DNA photocleaver than the four-ring pyrene, but is similar to the four-ring chrysene and BA and the five ring B[a]P (140). The presence of a substituent such as hydroxy, amino, bromo, and nitro, generally increases the DNA photocleavage efficiency for anthracene, pyrene, and B[a]P, but not for chrysene.…”

Section: B Light-induced Dna Single Strand Cleavage By Pahsmentioning

confidence: 99%

“…A systematic light-induced DNA single strand cleavage study has been carried out for various PAHs using UVA light and X174 plasmid DNA (69,129,(139)(140)(141)(142). In these experiments, the amount of DNA single strand cleavage depends on both light and PAH doses.…”

Section: B Light-induced Dna Single Strand Cleavage By Pahsmentioning

confidence: 99%

Environmental Carcinogenic Polycyclic Aromatic Hydrocarbons: Photochemistry and Phototoxicity

2002

Journal of Environmental Science and Health, Part C

341

252

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Coexposure to benzo[a]pyrene and UVA induces DNA damage: First proof of double‐strand breaks in a cell‐free system

Toyooka

Ibuki

Takabayashi

et al. 2005

Environ and Mol Mutagen

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DNA damage induced by solar ultraviolet (UV) radiation plays an important role in the induction of skin cancer. Although UVA constitutes the majority of solar UV radiation, it is less damaging to DNA than UVB. The DNA damage produced by UVA radiation, however, can be augmented in the presence of a photosensitizer. We previously used benzo[a]pyrene (BaP), an environmental carcinogenic polycyclic aromatic hydrocarbon, as an exogenous photosensitizer, and demonstrated that combined exposure to BaP and UVA resulted in DNA double-strand breaks (DSBs) in cultured Chinese hamster ovary (CHO-K1) cells. In this study, we investigated whether coexposure to BaP and UVA induces DSBs in a cell-free system and whether reactive oxygen species (ROS) were involved in the generation of the DSBs. DSBs were induced by the coexposure both in the cell-free system (in vitro) and in CHO-K1 cells (in vivo), but not by treatment with BaP or UVA alone. DSB induction in vitro required higher doses of UVA and BaP than were required in vivo, suggesting that the mechanism of DSB induction differed. A similar difference in efficiency also was observed in the formation of 8-oxo-7,8-dihydro-2'-deoxyguanosine (8-oxodG) by coexposure to BaP and UVA in vitro and in vivo. A singlet oxygen ((1)O2) scavenger (NaN3) effectively inhibited the production of DSBs and 8-oxodG, suggesting that (1)O2 is a principal ROS generated by BaP and UVA both in vitro and in vivo. Furthermore, repair-deficient xrs-5 cells were more sensitive to coexposure with BaP and UVA than were CHO-K1 cells, but the two cell lines were equally sensitive to the combined treatment in the presence of NaN3. This result suggested that the cell death produced by coexposure to BaP and UVA was at least partly due to the DSBs generated by (1)O2. Our findings indicate that coexposure to BaP and UVA effectively induced DNA damage, especially DSBs, which results in phototoxicity and possibly photocarcinogenesis.

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UVA Light-Induced DNA Cleavage by Selected Polycyclic Aromatic Hydrocarbons

Cited by 45 publications

References 14 publications

Photoirradiation of Polycyclic Aromatic Hydrocarbons with UVA Light – A Pathway Leading to the Generation of Reactive Oxygen Species, Lipid Peroxidation, and DNA Damage

Photoirradiation of Polycyclic Aromatic Hydrocarbons with UVA Light – A Pathway Leading to the Generation of Reactive Oxygen Species, Lipid Peroxidation, and DNA Damage

Environmental Carcinogenic Polycyclic Aromatic Hydrocarbons: Photochemistry and Phototoxicity

Coexposure to benzo[a]pyrene and UVA induces DNA damage: First proof of double‐strand breaks in a cell‐free system

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