Cited by 51Toxic Organic Pollutants ImpactCarcinogens and Genotoxicity AssessmentSkin Protection and Aging

Light‐induced cytotoxicity of 16 polycyclic aromatic hydrocarbons on the US EPA priority pollutant list in human skin HaCaT keratinocytes: Relationship between phototoxicity and excited state properties

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Wang, Shuguang, Sheng, Yinghong, Feng, Manliang, Leszczynski, Jerzy, Wang, Lei, Tachikawa, Hiroyasu, Yu, Hongtao·2007·Environmental Toxicology

Abstract

The photocytotoxicity of 16 polycyclic aromatic hydrocarbons (PAHs) on the priority pollutant list of the United States Environmental Protection Agency (US EPA) were tested in human skin HaCaT keratinocytes. A selected PAH was mixed with HaCaT cells and irradiated with a solar simulator lamp for a dose equivalent to 5 min of outdoor sunlight and the cell viability was determined immediately and also after 24 h of incubation. For the cells without incubation after the treatments, it is found that all PAHs with three rings or less, except anthracene, are not photocytotoxic, while the four or five‐ring PAHs (except chrysene), benz[a]anthracene, dibenzo[a,h]anthracene, benzo[ghi]perylene, benzo[a]pyrene, indeno[1,2,3‐cd]pyrene, benzo[b]fluorenthene, fluorenthene, and pyrene, are photocytotoxic to the human skin HaCaT keratinocytes. If the cells were incubated for 24 h after the treatments, the photocytotoxic effect of the PAHs was greatly amplified in comparison to the nonincubated cells. For the 24 h incubated cells, all PAHs except naphthalene exhibit photocytotoxicity to some extent. Exposure to 5 μM of the 4‐ and 5‐ring PAHs (except chrysene) and 3‐ring anthracene more than 80% of the cells lose viability. The photocytotoxicity of the PAHs correlates well with several of their excited state properties: light absorption, excited singlet‐state energy, excited triplet‐state energy, and HOMO‐LUMO energy gap. All the photocytotoxic PAHs absorb light at >300 nm, in the solar UVB and UVA region. There is a threshold for each of the three excited state descriptors of a photocytotoxic PAH: singlet energy <355 kJ/mol (corresponding to 337 nm light), triplet energy <230 kJ/mol (corresponding to 520 nm light), HOMO‐LUMO gap <3.6 eV (corresponding to 344 nm light) obtained at the Density Functional Theory B3LYP/6‐31G(d) level. © 2007 Wiley Periodicals, Inc. Environ Toxicol 22: 318–327, 2007.

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  • In vitro experiments showed that the induction of cytotoxic and oxidative mechanisms by some PAHs was increased when human keratinocytes were exposed to both PAHs and UVA in particular.

    “Moreover, in vitro experiments showed that the induction of cytotoxic7, 8 and oxidative8, 52 mechanisms by some PAHs was increased when human keratinocytes were exposed to both PAHs and UVA in particular (for a review53).”

    From The impact of airborne pollution on skin (2019) · cites this paper as [7]

    The Results report that several PAHs reduced HaCaT keratinocyte viability more with light irradiation than without it. Materials and Methods specify that the simulated sunlight included both UVA and visible light, so the experiment does not isolate UVA’s effect. The Introduction discusses possible oxidative pathways, but the reported experiment measures cell viability, not induction of oxidative mechanisms. (LLM, conf=0.86)

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Research works printed but not linked: 11

  1. Baum E, Gelboin H, Ts’O T. Polycyclic Aromatic Hydrocarbons and Cancer. Academic Press; New York: 1978. pp. 45–70. [Google Scholar]
  2. Connell DW, Hawker DW, Warne MJ, Vowles PP, McCombs K, Starkweather AW. Introduction into Environmental Chemistry. CRC Press LLC; Boca Raton, FL: pp. 1997pp. 205–217. [Google Scholar]
  3. Conney AH. Induction of microsomal enzymes by foreign chemicals and carcinogenesis by polycyclic aromatic hydrocarbons. Cancer Res. 1982;42:4875–4917. [PubMed] [Google Scholar]
  4. Dipple A. Polycyclic aromatic hydrocarbons and carcinogenesis. Ameraican Chemical Society; Washington, DC: 1985. [Google Scholar]
  5. Foote CS. Free Radical Biology. Academic Press; New York: 1976. pp. 85–133. [Google Scholar]
  6. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery JJA, Vreven T, Kudin KN, Burant JC, Millam JM, Lyengar SS, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson GA, Nakatsuji H, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X, Knox JE, Hratchian HP, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Ayala PY, Morokuma K, Voth GA, Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S, Daniels AD, Strain MC, Farkas O, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG, Clifford S, Cioslowski J, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzalez C, Pople JA. Wallingford, CT: 2004. Gaussian. [Google Scholar]
  7. Gutman I, Milun M, Trinajstic N. Topological resonance energies of annlenes. Croat Chem Acta. 1977b;49:441–452. [Google Scholar]
  8. Landrum PF, Giesy JP, Oris JT, Allred PM, Vandermeulen JH, Hrudey SE. Symposium on Oil Pollution of Freshwater. Pergamon; Ann Arbor: 1987. pp. 304–318. [Google Scholar]
  9. Leigh IM, Newton Bishop JA, Kripke ML. Instruction Skin Cancer. Cancer Surv. 1996;26:1–6. [PubMed] [Google Scholar]
  10. National Toxicology Program, P. H. S. US Department of Health and Human Services . Integrated Laboratory Systems. Research Triangle Park, NC: 1998. pp. 178–181. [Google Scholar]
  11. USEPA. Office of the Federal Registration (OFR) Appendix A: Priorty pollutants. Fed Reg. 1982;47:52309. [Google Scholar]

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Authors
Wang, S., Sheng, Y., Feng, M., Leszczynski, J., Wang, L., Tachikawa, H., & Yu, H.
Affiliations
Jackson State University (US)
Corresponding author
Yu, Hongtao
Venue
Environmental Toxicology
Publisher
Wiley
Published
2007-05-11
Volume
22
Issue
3
Pages
318-327
ISSN
  • 1520-4081 (ISSN-L)
  • 1522-7278
OpenAlex
W2077546747
Cited by
51
References
54
Citations by year
2026: 2 · 2025: 1 · 2024: 5 · 2023: 4 · 2022: 2 · 2021: 3 · 2020: 3 · 2019: 6 · 2018: 3 · 2017: 1 · 2016: 3 · 2015: 3 · 2014: 1 · 2013: 3 · 2012: 3
FWCI
1.77
Type
journal article
Language
en
Open access
Locations
  • Environmental Toxicology (publishedVersion)
  • PubMed (publishedVersion)
  • Europe PMC (PubMed Central) (acceptedVersion)
  • PubMed Central (acceptedVersion)
Funders
  • National Institute of General Medical Sciences (S06 GM 08047, S06GM008047)
  • National Center for Research Resources (G1 2RR13459, G12RR013459)
Topics
  • Physical Sciences › Environmental Science › Health, Toxicology and Mutagenesis › Toxic Organic Pollutants Impact
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Carcinogens and Genotoxicity Assessment
  • Health Sciences › Medicine › Dermatology › Skin Protection and Aging
Keywords
polycyclic aromatic hydrocarbons, photocytotoxicity, HaCaT keratinocytes, skin cancer, excited-state properties, triplet energy, HOMO-LUMO gap, solar simulator irradiation, cell viability, anthracene, benzo[a]pyrene, dibenzo[a,h]anthracene, benzo[ghi]perylene
MeSH terms
Cell Line, Transformed, Cell Survival, Dose-Response Relationship, Drug, Environmental Pollutants, Humans, Mutagenicity Tests, Mutagens, Polycyclic Aromatic Hydrocarbons, Skin, Time Factors, Ultraviolet Rays, United States, United States Environmental Protection Agency, Molecular Structure, Keratinocytes, Toxicity Tests

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