Lipid peroxidation dominates the chemistry of DNA adduct formation in a mouse model of inflammation

Carcinogenesis

Volumn 28, Issue 8, 2007, Pages 1807-1813

  Pang, Bo ^a   Zhou, Xinfeng ^a,c   Yu, Hongbin ^a,d   Dong, Min ^a,e   Taghizadeh, Koli ^b   Wishnok, John S ^a,b   Tannenbaum, Steven R ^a,b   Dedon, Peter C ^a,b  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

^b Massachusetts Institute of Technology Cambridge   (United States)

^c Federal Service for Surveillance on Consumer Rights Protection and Human Well Being   (United States)

^d BOEHRINGER INGELHEIM PHARMACEUTICALS INC   (United States)

^e NOVARTIS PHARMA AG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

1,N2 ETHENODEOXYGUANOSINE; 1,N6 ETHENODEOXYADENOSINE; 5 GUANIDINO 4 NITROIMIDAZOLE; 8 HYDROXYDEOXYGUANOSINE; DEOXYINOSINE; DEOXYOXANOSINE; DEOXYURIDINE; DEOXYXANTHOSINE; GENE PRODUCT; GUANIDINOHYDANTOIN; NITRIC OXIDE; OXAZOLONE; SPIROIMINODIHYDANTOIN; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BIOCHEMICAL COMPOSITION; CHRONIC INFLAMMATION; CONTROLLED STUDY; DEAMINATION; DNA ADDUCT; DNA DAMAGE; IMMUNOBLOTTING; IN VIVO STUDY; LIPID PEROXIDATION; LIQUID CHROMATOGRAPHY; MACROPHAGE ACTIVATION; MASS SPECTROMETRY; MOUSE; NITROSATIVE STRESS; NONHUMAN; OXIDATIVE STRESS; PATHOPHYSIOLOGY; PRIORITY JOURNAL; QUANTITATIVE ANALYSIS; SWISS JAMES LAMBERT MOUSE;

ANIMALS; CELL LINE; DEOXYGUANOSINE; DISEASE MODELS, ANIMAL; DNA ADDUCTS; DNA DAMAGE; INFLAMMATION; LIPID PEROXIDATION; LYMPHOMA, LARGE-CELL; MICE; MICE, INBRED STRAINS; NITRIC OXIDE;

EID: 34548179680     PISSN: 01433334     EISSN: 14602180     Source Type: Journal    
DOI: 10.1093/carcin/bgm037     Document Type: Article

References (44)

1. Ohshima,H. (2003) Genetic and epigenetic damage induced by reactive nitrogen species: Implications in carcinogenesis. Toxicol. Lett., 140-141, 99-104.
2. Shacter,E. et al. (2002) Chronic inflammation and cancer. Oncology (Huntingt), 16, 217-226.
3. Klaunig,J.E. et al. (2004) The role of oxidative stress in carcinogenesis. Annu. Rev. Pharmacol. Toxicol., 44, 239-267.
4. Ohshima, H. et al. (1994) Chronic infections and inflammatory processes as cancer risk factors: Possible role of nitric oxide in carcinogenesis. Mutat. Res., 305, 253-264.
5. Dedon,P.C. et al. (2004) Reactive nitrogen species in the chemical biology of inflammation. Arch. Biochem Biophys., 423, 12-22.
6. Ohshima,H. et al. (2003) Chemical basis of inflammation-induced carcinogenesis. Arch. Biochem Biophys., 417, 3-11.
7. Dong,M. et al. (2003) Absence of 2′-deoxyoxanosine and presense of abasic sites in DNA exposed to nitric oxide at controlled physiological concentrations. Chem Res. Toxicol., 16, 1044-1055.
8. Tretyakova,N.Y. et al. (2000) Peroxynitrite-induced DNA damage in the supF gene: Correlation with the mutational spectrum. Mutat Res. 447, 287-303.
9. Bartsch,H et al. (2004) Oxidative stress and lipid peroxidation-derived DNA-lesions in inflammation driven carcinogenesis. Cancer Detect. Prev., 28 385-391.
10. Marnett,L.J. (2002) Oxy radicals, lipid peroxidation and DNA damage. Toxicology, 181-182, 219-222.
11. Lee,S.H. et al. (2005) 4-hydroperoxy-2-nonenal-induced formation of 1,N2-etheno-2′-deoxyguanosine adducts. Chem. Res. Toxicol., 18, 780-786.
12. Williams,M.V. et al. (2006) Endogenous lipid hydroperoxide-mediated DNA-adduct formation in min mice. J. Biol Chem. 281, 10127-10133.
13. Nair,J. et al. (1999) Etheno DNA-base adducts from endogenous reactive species. Mutat. Res., 424, 59-69.
14. Gal,A et al. (1996) Nitric oxide production in SJL mice bearing the RcsX lymphoma: A model for in vivo toxicological evaluation of NO. Proc. Natl Acad. Sci. USA, 93, 11499-11503.
15. Gal,A. et al. (1996) Mutagenesis associated with nitric oxide production in transgenic SJL mice. Proc. Natl Acad. Sci. USA, 93, 15102-15107.
16. Tamir,S. et al. (1995) Nitric oxide production in relation to spontaneous B-cell lymphoma and myositis in SJL mice. Cancer Res., 55, 4391-4397.
17. Gal,A. et al. (1997) Nitrotyrosine formation, apoptosis, and oxidative damage: Relationships to nitric oxide production in SJL mice hearing the RcsX minor. Cancer Res., 57, 1823-1828.
18. Nair,J. et al. (1998) Etheno adducts in spleen DNA of SJL mice stimulated to overproduce nitric oxide. Carcinogenesis, 19, 2081-2084.
19. Yu,H. et al. (2005) Quantitation of four guanine oxidation products from reaction of DNA with varying doses of peroxynitrite. Chem. Res. Toxicol., 18, 1849-1857.
20. Gu,F. et al. (2002) Peroxynitrite-induced reactions of synthetic oligo 2′-deoxynucleotides and DNA containing guanine: Formation and stability of a 5-guanidino-4-nitroimidazole lesion. Biochemistry, 41, 7508-7518.
21. Bobalova,J. et al. (2002) High-performance liquid chromatographic technique for detection of a fluorescent analogue of ADP-ribose in isolated blood vessel preparations. Anal. Biochem., 305, 269-276.
22. Chen,H.J. et al. (2001) Analysis of 3,N(4)-ethenocytosine in DNA and in human urine by isotope dilution gas chromatography/negative ion chemical ionization/mass spectrometry. Chem. Res. Toxicol., 14 1612-1619.
23. Dong,M. et al. (2006) Relatively small increases in the steady-state levels of nucleobase deamination products in DNA from human TK6 cells exposed to toxic levels of nitric oxide. Chem. Res. Toxicol., 19, 50-57.
24. 1dG adduct in cellular DNA. J. Biol. Chem., 280, 25377-25382.
25. Glaser,R. et al. (2005) Cytosine catalysis of nitrosative guanine deamination and interstrand cross-link formation. J. Am. Chem. Soc. 127, 7346-7358.
26. Cade,J. et al. (1998) Facts and artifacts in the measurement of oxidative base damage to DNA. Free Radic. Res., 29, 541-550.
27. Cadet,J. et al. (1997) Artifacts associated with the measurement of oxidized DNA bases. Environ. Health Perspect., 105, 1034-1039.
28. Lim,K.S. et al. (2006) Potential artifacts in the measurement of DNA deamination. Free Radic. Biol. Med., 40, 1939-1948.
29. Jeong,Y.C. et al. (2005) Pyrimido[1,2-a]-purin-10(3H)-one, M1G, is less prone to artifact than base oxidation. Nucleic Acids Res., 33, 6426-6434.
30. Collins,A.R. et al. (2004) Are we sure we know how to measure 8-oxo-7,8-dihydroguanine in DNA from human cells? Arch. Biochem. Biophys., 423, 57-65.
31. Feig,D.I. et al. (1994) Reactive oxygen species in tumorigenesis. Cancer Res., 54, 1890s-1894s.
32. Frelon,S. et al. (2000) High-performance liquid chromatography-tandem mass spectrometry measurement of radiation induced base damage to isolated and cellular DNA. Chem. Res. Toxicol., 13, 1002-1010.
33. Kadlubar,F.F. et al. (1998) Comparison of DNA adduct levels associated with oxidative stress in human pancreas. Mutat. Res., 405, 125-133.
34. Laval,F. et al. (1994) Inhibition by nitric oxide of the repair protein, O6-methylguanine-DNA-methyltransferase. Carcinogenesis, 15, 443-447.
35. Laval,F. et al. (1997) A discussion of mechanisms of NO genotoxicity: Implication of inhibition of DNA repair proteins. Rev. Physiol. Biochem. Pharmacol., 131, 175-191.
36. Liu,L. et al. (2002) Inactivation and degradation O(6)-alkylguanine-DNA alkyltransferase after reaction with nitric oxide. Cancer Res., 62, 3037-3043.
37. Jaiswal,M. et al. (2001) Human ogg1, a protein involved in the repair of 8-oxoguanine, is inhibited by nitric oxide. Cancer Res., 61, 6388-6393.
38. Sidorkina,O et al. (2003) Inhibition of poly(ADP-ribose) polymerase (PARP) by nitric oxide and reactive nitrogen oxide species. Free Radic. Biol. Med., 35, 1431-1438.
39. Dix,T.A. et al. (1993) Mechanisms and biological relevance of lipid peroxidation initiation. Chem. Res. Toxicol., 6, 2-18.
40. 2 within the hydrophobic interior of biological membranes. Proc Natl Acad. Sci. USA, 95, 2175-2179.
41. Nair,J. et al. (1998) Lipid peroxidation-induced etheno-DNA adducts in the liver of patients with the genetic metal storage disorders Wilson's disease and primary hemochromatosis. Cancer Epidemiol. Biomarkers Prev., 7, 435-440.
42. Nair,J. et al. (1996) Copper-dependent formation of miscoding etheno-DNA adducts in the liver of Long Evans cinnamon (LEC) rats developing hereditary hepatitis and hepatocellular carcinoma. Cancer Res., 56, 1267-1271.
43. Schmid,K. et al. (2000) Increased levels of promutagenic etheno-DNA adducts in colonic polyps of fap patients. Int. J. Cancer 87, 1-4.
44. Li,C.Q. et al. (2005) Biological role of glutathione in nitric oxide-induced toxicity in cell culture and animal models. Free Radic. Biol. Med., 39, 1489-1498.