Effects of nitrite and nitrate on DNA damage induced by ultraviolet light

Chemical Research in Toxicology

Volumn 19, Issue 3, 2006, Pages 457-462

  Suzuki, Toshinori ^a   Inukai, Michiyo ^a  

^a SHUJITSU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

DNA; HYDROXYL RADICAL; MALONALDEHYDE; MERCURY; NITRATE; NITRITE; NUCLEIC ACID BASE; SCAVENGER;

ARTICLE; CANCER RISK; CONCENTRATION RESPONSE; DNA DAMAGE; GENOTOXICITY; LIGHT; MERCURY LAMP; RADIATION CARCINOGENESIS; REACTION ANALYSIS; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; RISK FACTOR; SKIN CANCER; SKIN CARCINOGENESIS; SUNLIGHT; ULTRAVIOLET IRRADIATION; ULTRAVIOLET RADIATION;

ANIMALS; CATTLE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DNA DAMAGE; DOSE-RESPONSE RELATIONSHIP, DRUG; FREE RADICAL SCAVENGERS; HYDROGEN-ION CONCENTRATION; MALONDIALDEHYDE; NITRATES; NITRITES; NUCLEOSIDES; SPECTROPHOTOMETRY, ULTRAVIOLET; SUNLIGHT; ULTRAVIOLET RAYS;

EID: 33645469798     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx050347l     Document Type: Article

References (37)

1. Hartman, P. E. (1983) Putative mutagens and carcinogens in foods. I. Nitrate/nitrite ingestion and gastric cancer mortality. Environ. Mutagen. 5, 111-121.
2. Schmid, H., Marchgraber, R., and Dunkl, F. (1937) Messungen der elektrolytischen leitfähigkeit im dienste der thermodynamik der zwischenreaktionen. Z. Elektrochem. 43, 337-340.
3. Zimmermann, F. K. (1977) Genetic effects of nitrous acid. Mutat. Res. 39, 127-148.
4. Suzuki, T., Yamaoka, R., Nishi, M., Ide, H., and Makino, K. (1996) Isolation and characterization of a novel product, 2′-deoxyoxanosine, from 2′-deoxyguanosine, oligodeoxynucleotide, and calf thymus DNA treated by nitrous acid and nitric oxide. J. Am. Chem. Soc. 118, 2515-2516.
5. Suzuki, T., Yoshida, M., Yamada, M., Ide, H., Kobayashi, M., Kanaori, K., Tajima, K., and Makino, K. (1998) Misincorporation of 2′-deoxyoxanosine 5′-triphosphate by DNA polymerases and its implication for mutagenesis. Biochemistry 37, 11592-11598.
6. Correa, P. A. (1988) human model of gastric carcinogenesis. Cancer Res. 48, 3554-3560.
7. Tannenbaum, S. R., Sinskey, A. J., Weisman, M., and Bishop, W. (1974) Nitrite in human saliva. Its possible relationship to nitrosamine formation. J. Natl. Cancer Inst. 53, 79-84.
8. Tannenbaum, S. R., Weisman, M., and Fett, D. (1976) The effect of nitrate intake on nitrite formation in human saliva. Food Cosmet. Toxicol. 14, 549-552.
9. Ananthaswamy, H. N., and Pierceall, W. E. (1990) Molecular mechanisms of ultraviolet radiation carcinogenesis. Photochem. Photobiol. 52, 1119-1136.
10. Cadet, J., and Vigny, P. (1990) The photochemistry and nucleic acids. In Bioorganic Photochemistry (Morrison, H., Ed.) Vol. 1, Photochemistry and Nucleic Acids, pp 1-272, Wiley-Interscience, New York.
11. 4 in aqueous solution. J. Am. Chem. Soc. 92, 5821-5828.
12. Bilski, P., Chignell, C. F., Szychlinski, J., Borkowski, A., Oleksy, E., and Reszka, K. (1992) Photooxidation of organic and inorganic substrates during UV photolysis of nitrite anion in aqueous solution. J. Am. Chem. Soc. 114, 549-556.
13. Reszka, K. J., Bilski, P., and Chignell, C. F. (1996) EPR and spin trapping investigations of nitric oxide (*NO) from UV irradiated nitrite anions an alkaline aqueous solutions. J. Am. Chem. Soc. 118, 8719-8720.
14. Daniels, M., Meyers, R. V., and Belardo, E. V. (1968) Photochemistry of the aqueous nitrate system. I. Excitation in the 300-mμ band. Symp. Inorg. Photochem. 72, 389-399.
15. Warneck, P., and Wurzinger, C. (1988) Product quantum yields for 305-nm photodecomposition of nitrite in aqueous solution. J. Phys. Chem. 92, 6278-6283.
16. Mark, G., Korth H.-G., Schuchmann, H.-P., and von Sonntag, C. (1996) The photochemistry of aqueous nitrate ion revisited. J. Photochem. Photobiol., A 101, 89-103.
17. Madsen, D., Larsen, J., Jensen, S. K., Keiding, S. R., and Thøgersen, J. (2003) The primary photodynamics of aqueous nitrate, formation of peroxynitrite. J. Am. Chem. Soc. 125, 15571-15576.
18. 2 solutions in the UV). Anal. Biochem. 49, 474-478.
19. l4C-labeled tetraethoxypropane to malondialdehyde. Anal. Biochem. 99, 458-463.
20. Marnett, L. J. (2002) Oxy radical, lipid peroxidation and DNA damage. Toxycology 181-182, 219-222.
21. Halliwell, B. (1978) Superoxide-dependent formation of hydroxyl radicals in the presence of iron chelates, is it a mechanism for hydroxyl radical production in biochemical systems? FEBS Lett. 92, 321-326.
22. Yermilov, V., Rubio, J., Becchi, M., Friesen, M. D., Pignatelli, B., and Ohshima, H. (1995) Formation of 8-nitroguanine by the reaction of guanine with peroxynitrite in vitro. Carcinogenesis 16, 2045-2050.
23. Yermilov, V., Rubio, J., and Ohshima, H. (1995) Formation of 8-nitroguanine in DNA treated with peroxynitrite in vitro and its rapid removal from DNA by depurination. FEBS Lett. 376, 207-210.
24. Miyake, T., and Shibamoto, T. (1999) Formation of malonaldehyde and acetaldehyde from the oxidation of 2′-deoxyribonucleosides. J. Agric. Food Chem. 47, 2782-2785.
25. Rashid, R., Langfinger, D., Wagner, R., Schuchmann, H. P., and von Sonntag, C. (1999) Bleomycin versus OH-radical-induced malonaldehydic-product formation in DNA. Int. J. Radiat. Biol. 75, 101-109.
26. Janicek, M. F., Haseltine, W. A., and Henner, W. D. (1985) Malondialdehyde precursors in γ-irradiated DNA, deoxynucleotides and deoxynucleosides. Nucleic Acids Res. 13, 9011-9029.
27. Dedon, P. C., Plastaras, J. P., Rouzer, C. A., and Marnett, L. J. (1998) Indirect mutagenesis by oxidative DNA damage: Formation of the pyrimidopurinone adduct of deoxyguanosine by base propenal. Proc. Natl. Acad. Sci. U.S.A. 95, 11113-11116,
28. Mukai, F. H., and Goldstein, B. D. (1976) Mutagenicity of malonaldehyde, a decomposition product of peroxidized polyunsaturated fatty acids. Science 191, 868-869.
29. Shamberger, R. J., Andreone, T. L., and Willis, C. E. (1974) Antioxidants and cancer. IV. Initiating activity of malonaldehyde as a carcinogen. J. Natl. Cancer Inst. 53, 1771-1773.
30. Seto, H., Okuda, T., Takesue, T., and Ikemura, T. (1983) Reaction of malonaldehyde with nucleic acid. 1. Formation of fluorescent pyrimido-(1,2-α)purin-10(3H)-one nucleosides. Bull. Chem. Soc. Jpn. 56, 1799-1802.
31. Nair, V., Turner, G. A., and Offerman, R. J. (1984) Novel adducts from the modification of nucleic acid bases by malondialdehyde. J. Am. Chem. Soc. 106, 3370-3371.
32. Fink, S. P., Reddy, G. R., and Marnett, L. J. (1997) Mutagenicity in Escherichia coli of the major DNA adduct derived from the endogenous mutagen malondialdehyde. Proc. Natl. Acad. Sci. U.S.A. 94, 8652-8657.
33. McKnight, G. M., Smith, L. M., Drummond, R. S., Duncan, C. W., Golden, M., and Benjamin, N. (1997) Chemical synthesis of nitric oxide in the stomach from dietary nitrate in humans. Gut 40, 211-214.
34. Leone, A. M., Francis, P. L., Rhodes, P., and Moncada, S. (1994) A rapid and simple method for the measurement of nitrite and nitrate in plasma by high performance capillary electrophoresis. Biochem. Biophys. Res. Commun. 200, 951-957.
35. Morcos, E., and Wiklund, N. P. (2001) Nitrite and nitrate measurement in human urine by capillary electrophoresis. Electrophoresis 22, 2763-2768.
36. Weller, R., Pattullo, S., Smith, L., Golden, M., Ormerod, A., and Benjamin, N. (1996) Nitric oxide is generated on the skin surface by reduction of sweat nitrate. J. Invest. Dermatol. 107, 327-331.
37. Paunel, A. N., Dejam, A., Thelen, S., Kirsch, M., Horstjann, M., Gharini, P., Mürtz, M., Kelm, M., de Groot, H., Kolb-Bachofen, V., and Suschek, C. V. (2005) Enzyme-independent nitric oxide formation during UVA challenge of human skin, characterization, molecular sources, and mechanisms. Free Radical Biol. Med. 38, 606-615.