Induction of DNA damage in human urothelial cells by the brominated flame retardant 2,2-bis(bromomethyl)-1,3-propanediol: Role of oxidative stress

Toxicology

Volumn 290, Issue 2-3, 2011, Pages 271-277

  Kong, Weixi ^a   Kuester, Robert K ^a   Gallegos, Alfred ^a   Sipes, I Glenn ^a  

^a UNIVERSITY OF ARIZONA COLLEGE OF MEDICINE   (United States)

Author keywords

2,2 bis(bromomethyl) 1,3 propanediol; Brominated flame retardants; DNA damage; Oxidative stress; UROtsa cell

Indexed keywords

ACETYLCYSTEINE; DIBROMONEOPENTYL GLYCOL; DNA GLYCOSYLTRANSFERASE; FLAME RETARDANT; HEAT SHOCK PROTEIN 70; HUMAN 8 HYDROXYGUANINE D GLYCOSYLASE 1; REACTIVE OXYGEN METABOLITE; TRANSCRIPTION FACTOR NRF2; UNCLASSIFIED DRUG;

ARTICLE; BROMINATION; COMET ASSAY; CONTROLLED STUDY; CYTOTOXICITY; DNA STRAND BREAKAGE; GENOTOXICITY; HUMAN; HUMAN CELL; OXIDATIVE STRESS; PRIORITY JOURNAL; PROTEIN EXPRESSION; UROTHELIUM;

MUS; RATTUS; RODENTIA;

EID: 84858615021     PISSN: 0300483X     EISSN: 18793185     Source Type: Journal    
DOI: 10.1016/j.tox.2011.10.006     Document Type: Article

References (44)

1. Cadet J., Douki T., Ravanat J.L. Oxidatively generated base damage to cellular DNA. Free Radic. Biol. Med. 2010, 49:9-21.
2. Collins A.R., Ma A.G., Duthie S.J. The kinetics of repair of oxidative DNA damage (strand breaks and oxidised pyrimidines) in human cells. Mutat. Res. 1995, 336:69-77.
3. Crespan E., Amoroso A., Maga G. DNA polymerases and mutagenesis in human cancers. Subcell. Biochem. 2010, 50:165-188.
4. Deem A., Keszthelyi A., Blackgrove T., Vayl A., Coffey B., Mathur R., Chabes A., Malkova A. Break-induced replication is highly inaccurate. PLoS Biol. 2011, 9:e1000594.
5. Du Y., Villeneuve N.F., Wang X.J., Sun Z., Chen W., Li J., Lou H., Wong P.K., Zhang D.D. Oridonin confers protection against arsenic-induced toxicity through activation of the Nrf2-mediated defensive response. Environ. Health Perspect. 2008, 116:1154-1161.
6. Dunnick J.K., Heath J.E., Farnell D.R., Prejean J.D., Haseman J.K., Elwell M.R. Carcinogenic activity of the flame retardant, 2,2-bis(bromomethyl)-1,3-propanediol in rodents, and comparison with the carcinogenicity of other NTP brominated chemicals. Toxicol. Pathol. 1997, 25:541-548.
7. Eblin K.E., Bowen M.E., Cromey D.W., Bredfeldt T.G., Mash E.A., Lau S.S., Gandolfi A.J. Arsenite and monomethylarsonous acid generate oxidative stress response in human bladder cell culture. Toxicol. Appl. Pharmacol. 2006, 217:7-14.
8. Eblin K.E., Bredfeldt T.G., Gandolfi A.J. Immortalized human urothelial cells as a model of arsenic-induced bladder cancer. Toxicology 2008, 248:67-76.
9. Elwell M.R., Dunnick J.K., Brown H.R., Montgomery C.A. Kidney and urinary bladder lesions in F344/N rats and B6C3F1 mice after 13 weeks of 2,2-bis(bromomethyl)-1,3-propanediol administration. Fundam. Appl. Toxicol. 1989, 12:480-490.
10. Ezra S., Feinstein S., Yakirevich A., Adar E., Bilkis I. Retardation of organo-bromides in a fractured chalk aquitard. J. Contam. Hydrol. 2006, 86:195-214.
11. Ezra S., Bilkis I., Feinstein S., Adar E., Ganor J. Chemical degradation of 2,2-bis(bromomethyl) propan-1,3-diol (DBNPG) in alkaline conditions. Chemosphere 2010, 79:476-481.
12. Fortini P., Raspaglio G., Falchi M., Dogliotti E. Analysis of DNA alkylation damage and repair in mammalian cells by the comet assay. Mutagenesis 1996, 11:169-175.
13. Goetz M.E., Luch A. Reactive species: a cell damaging rout assisting to chemical carcinogens. Cancer Lett. 2008, 266:73-83.
14. Gomes A., Fernandes E., Lima J.L. Fluorescence probes used for detection of reactive oxygen species. J. Biochem. Biophys. Methods 2005, 65:45-80.
15. Grant C.M. Regulation of translation by hydrogen peroxide. Antioxid. Redox Signal. 2011, 15:191-203.
16. Hoehle S.I., Knudsen G.A., Sanders J.M., Sipes I.G. Absorption, distribution, metabolism, and excretion of 2,2-bis(bromomethyl)-1,3-propanediol in male fischer-344 rats. Drug Metab. Dispos. 2009, 37:408-416.
17. Hwang E.S., Kim G.H. Biomarkers for oxidative stress status of DNA, lipids, and proteins in vitro and in vivo cancer research. Toxicology 2007, 229:1-10.
18. Keyes D.G., Kociba R.J., Schwetz R.W., Wade C.E., Dittenber D.A., Quinn T., Gorzinski S.J., Hermann E.A., Momany J.J., Schwetz B.A. Results of a 2-year toxicity and oncogenic study of rat ingesting diets containing dibromoneopentyl glycol (FR-1138). J. Combust. Toxicol. 1979, 777-798.
19. Larsen E.R. 2,2-Bis(bromomethyl)-1,3-propanediol: a light stable fire retardant monomer for condensation polymers. Org. Coat. Plast. Chem. 1973, 29:375.
20. Li W., Thakor N., Xu E.Y., Huang Y., Chen C., Yu R., Holcik M., Kong A.N. An internal ribosomal entry site mediates redox-sensitive translation of Nrf2. Nucleic Acids Res. 2010, 38:778-788.
21. Liu D., Xu Y. p53 oxidative stress and aging. Antioxid. Redox Signal. 2011, 15:1669-1678.
22. Lu L., Han A.P., Chen J.J. Translation initiation control by heme-regulated eukaryotic initiation factor 2alpha kinase in erythroid cells under cytoplasmic stresses. Mol. Cell. Biol. 2001, 21:7971-7980.
23. McArt D.G., Wasson G.R., McKerr G., Saetzler K., Reed M., Howard C.V. Systematic random sampling of the comet assay. Mutagenesis 2009, 24:373-378.
24. McMahon M., Itoh K., Yamamoto M., Hayes J.D. Keap1-dependent proteasomal degradation of transcription factor Nrf2 contributes to the negative regulation of antioxidant response element-driven gene expression. J. Biol. Chem. 2003, 278:21592-21600.
25. Mihaljevic Z., Ternjej I., Stankovic I., Ivkovic M., Zeljezic D., Mladinic M., Kopjar N. Assessment of genotoxic potency of sulfate-rich surface waters on medicinal leech and human leukocytes using different versions of the Comet assay. Ecotoxicol. Environ. Saf. 2011, 74(5):1416-1426.
26. National Toxicology Program NTP toxicology and carcinogenesis studies of 2,2-bis(bromomethyl)-1,3-propanediol (FR-1138(R)) (CAS No 3296-90-0) in F344 rats and B6C3F1 mice (feed studies). Natl. Toxicol. Prog. Tech. Rep. Ser. 1996, 452:1-465.
27. National Toxicology Program NTP 12th report on carcinogens. Rep. Carcinogen. 2011, 12:70-71.
28. Purdom-Dickinson S.E., Sheveleva E.V., Sun H., Chen Q.M. Translational control of nrf2 protein in activation of antioxidant response by oxidants. Mol. Pharmacol. 2007, 72:1074-1081.
29. Rad G., Hoehle S.I., Kuester R.K., Sipes I.G. In vitro glucuronidation of 2,2-bis(bromomethyl)-1,3-propanediol by microsomes and hepatocytes from rats and humans. Drug Metab. Dispos. 2010, 38:957-962.
30. Rossi M.R., Masters J.R., Park S., Todd J.H., Garrett S.H., Sens M.A., Somji S., Nath J., Sens D.A. The immortalized UROtsa cell line as a potential cell culture model of human urothelium. Environ. Health Perspect. 2001, 109:801-808.
31. Rossi M.R., Somji S., Garrett S.H., Sens M.A., Nath J., Sens D.A. Expression of hsp 27, hsp 60, hsc 70, and hsp 70 stress response genes in cultured human urothelial cells (UROtsa) exposed to lethal and sublethal concentrations of sodium arsenite. Environ. Health Perspect. 2002, 110:1225-1232.
32. Sedelnikova O.A., Redon C.E., Dickey J.S., Nakamura A.J., Georgakilas A.G., Bonner W.M. Role of oxidatively induced DNA lesions in human pathogenesis. Mutat. Res. 2010, 704:152-159.
33. Sens D.A., Park S., Gurel V., Sens M.A., Garrett S.H., Somji S. Inorganic cadmium- and arsenite-induced malignant transformation of human bladder urothelial cells. Toxicol. Sci. 2004, 79:56-63.
34. Siman S.E., Povey A.C., Ward T.H., Margison G.P., Sheffield E. Fern spore extracts can damage DNA. Br. J. Cancer. 2000, 83:69-73.
35. Smith C.C., O'Donovan M.R., Martin E.A. hOGG1 recognizes oxidative damage using the comet assay with greater specificity than FPG or ENDOIII. Mutagenesis 2006, 21:185-190.
36. Tome M.E., Johnson D.B., Samulitis B.K., Dorr R.T., Briehl M.M. Glucose 6-phosphate dehydrogenase overexpression models glucose deprivation and sensitizes lymphoma cells to apoptosis. Antioxid. Redox Signal. 2006, 8:1315-1327.
37. U.S.Environmental Protection Agency An Overview of the Exposure Potential of Commercial Flame Retardants. Contract No. 68-01-6239 1983, Dynamic Corp, Rockville, MD, pp. 192-201.
38. U.S. Environmental Protection Agency, 2002. Test Plan for 2,2-Bis(bromomethyl)-1,3-Propanediol. CAS No. 3296-90-0, High Production Volume (HPV) Chemical Challenge Program, Washington, DC.
39. U.S. Environmental Protection Agency, 2010. Federal Register/Rules and Regulations. 75, 72727-72734. Available at: . http://www.epa.gov/tri/lawsandregs/ntp_chemicals/final.html.
40. Van Loon B., Markkanen E., Hubscher U. Oxygen as a friend and enemy: how to combat the mutational potential of 8-oxo-guanine. DNA Repair (Amst) 2010, 9:604-616.
41. Wang Z. DNA damage-induced mutagenesis: a novel target for cancer prevention. Mol. Interv. 2001, 1:269-281.
42. Wnek S.M., Jensen T.J., Severson P.L., Futscher B.W., Gandolfi A.J. Monomethylarsonous acid produces irreversible events resulting in malignant transformation of a human bladder cell line following 12 weeks of low-level exposure. Toxicol. Sci. 2010, 116:44-57.
43. Yang C.R., Ou Y.C., Kuo J.H., Kao Y.L., Chen C.L., Yean S.Y., Horng Y.Y., Yang C.S. Intracellular glutathione content of urothelial cancer in correlation to chemotherapy response. Cancer Lett. 1997, 119:157-162.
44. Zeiger E., Anderson B., Haworth S., Lawlor T., Mortelmans K. Salmonella mutagenicity tests: V Results from the testing of 311 chemicals. Environ. Mol. Mutagen. 1992, 19(21):2-141.