Etheno-DNA adduct formation in rats gavaged with linoleic acid, oleic acid and coconut oil is organ- and gender specific

Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis

Volumn 624, Issue 1-2, 2007, Pages 71-79

  Fang, Qingming ^a   Nair, Jagadeesan ^a   Sun, Xin ^a   Hadjiolov, Dimiter ^b   Bartsch, Helmut ^a  

^a GERMAN CANCER RESEARCH CENTER DKFZ   (Germany)

^b National Oncology Center Bulgaria   (Bulgaria)

Author keywords

Colon carcinogenesis; Etheno DNA adducts; Gender specificity; Linoleic acid; Lipid peroxidation

Indexed keywords

1,N6 ETHENODEOXYADENOSINE; 3,N4 ETHENODEOXYCYTIDINE; 4 HYDROXYESTRADIOL; COCONUT OIL; DEOXYADENOSINE DERIVATIVE; ETHYLENE; LINOLEIC ACID; OLEIC ACID; OMEGA 6 FATTY ACID; PHOSPHORUS 32; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANTIBODY AFFINITY; ANTIBODY SPECIFICITY; ARTICLE; COLON; COLON CARCINOGENESIS; CONTROLLED STUDY; DNA ADDUCT; FAT INTAKE; FEEDING; FEMALE; LEUKOCYTE; LIPID PEROXIDATION; MALE; NONHUMAN; OXIDATION REDUCTION REACTION; PRIORITY JOURNAL; RAT; SEX DIFFERENCE;

ANIMALS; CATTLE; COLON; COLONIC NEOPLASMS; DEOXYADENOSINES; DEOXYCYTIDINE; DNA ADDUCTS; FEMALE; HUMANS; LEUKOCYTES; LINOLEIC ACID; LIPID PEROXIDATION; MALE; OLEIC ACID; ORGAN SPECIFICITY; PLANT OILS; RATS; SEX CHARACTERISTICS;

RATTUS; RODENTIA;

EID: 35348831122     PISSN: 00275107     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.mrfmmm.2007.04.002     Document Type: Article

References (50)

1. Cerutti P.A. Oxy-radicals and cancer. Lancet 44 (1994) 862-863
2. Hussain S.P., Hofseth L.J., and Harris C.C. Radical causes of cancer. Nat. Rev. Cancer 32 (2003) 276-285
3. Bartsch H., and Nair J. Oxidative stress and lipid peroxidationderived DNA-lesions in inflammation driven carcinogenesis. Cancer Detec. Prev. 28 (2004) 386-391
4. Vaca C.E., Wilhelm J., and Harms Ringdahl M. lnteraction of lipid peroxidation products with DNA. Mutat. Res. 195 (1988) 137-149
5. Eckl P.M., Ortner A., and Esterbauer H. Genotoxic properties of 4-hydroxy-alkenals and analogus aldehydes. Mutat. Res. 290 (1993) 183-192
6. Burcham P.C. Internal hazards: baseline DNA damage by endogenous products of normal metabolism. Mutat. Res. 443 (1999) 11-36
7. Marnett L.J. Oxyradicals and DNA damage. Carcinogenesis 21 (2000) 361-370
8. Chen H.-J.C., and Chung F.-L. Epoxidation of trans-4-hydroxy-2-nonenal by fatty acid hydroperoxides and hydrogen peroxide. Chem. Res. Toxicol. 9 (1996) 306-312
9. 2-ethenodeoxyguanosine as a potential marker for DNA adduct formation by trans-4-hydroxy-2-nonenal. Cancer Res. 48 (1988) 320-323
10. Nair J., Barbin A., Velic I., and Bartsch H. Etheno DNA base adducts from endogenous reactive species. Mutat. Res. 424 (1999) 59-69
11. 32P-postlabeling in liver and lung DNA of mice treated with ethyl carbamate (urethane) or its metabolites. Carcinogenesis 17 (1996) 1711-1718
12. Guichard Y., El Ghissassi F., Nair J., Bartsch H., and Barbin A. Formation and accumulation of DNA ethenobases in adult Sprague-Dawliey rats exposed to vinyl chloride. Carcinogenesis 17 (1996) 1553-1559
13. 4-ethenocytosine and 4-amino-5-(imidazol-2-yl)imidazole. Biochemistry 32 (1993) 12793-12801
14. Barbin A. Etheno-adduct-forming chemicals: from mutagenicity testing to tumor mutation spectra. Mutat. Res. 462 (2000) 55-69
15. Reddy B.S., and Sugie S. Effect of different levels of omega-3 and omega-6 fatty acids on azoxymethane-induced colon carcinogenesis in F344 rats. Cancer Res. 48 (1988) 6642-6647
16. Reddy B.S., Burill C., and Rigotty J. Effect of diets high in omega-3 and omega-6 fatty acids on initiation and postinitiation stages of colon carcinogenesis. Cancer Res. 51 (1991) 487-491
17. Reddy B.S. Omega-3 fatty acids in colorectal cancer prevention. Int. J. Cancer 20 112 (2004) 1-7
18. Bartsch H., Nair J., and Owen R.W. Dietary polyunsaturated fatty acids and cancers of the breast and colorectum: emerging evidence for their role as risk modifiers. Carcinogenesis 20 (1999) 2209-2218
19. Fay M.P., Freedman L.S., Clifford C.K., and Midthune D.N. Effect of different types and amounts of fat n the development of mammary tumors in rodents. Cancer Res. 57 (1997) 3979-3988
20. 32P-postlabeling. Carcinogenesis 16 (1995) 613-617
21. Nair J., Vaca C.E., Velic I., Mutanen M., Valsta L.M., and Bartsch H. High dietary ω-6 polyunsaturated fatty acids drastically increase the formation of etheno-DNA adducts in white blood cells of female subjects. Cancer Epidemiol. Biomarkers Prev. 6 (1997) 597-601
22. Davis D.L., Bradlow H.L., Wolff M., Woodruff T., Hoel D.G., and Anton Culver H. Medical hypothesis: xenoestrogens as preventable causes of breast cancer. Environ. Health Perspect. 101 (1993) 372-377
23. Wang M.Y., and Liehr J.G. Induction by estrogens of lipid peroxidation and lipid peroxide-derived malonaldehyde-DNA adducts in male Syrian hamsters: role of lipid peroxidation in estrogen-induced kidney carcinogenesis. Carcinogenesis 16 (1995) 1941-1945
24. Zhu B.T., and Conney A.H. Functional role of estrogen metabolism in target cells: review and perspectives. Carcinogenesis 19 (1998) 1-27
25. Chung F.-L., Pan J., Choudhury S., Roy R., Hu W., and Tang M.-S. Formation of trans-4-hydroxy-2-nonenal- and other enal-derived cyclic DNA adducts from ω-3 and ω-6 polyunsaturated fatty acids and their roles in DNA repair and human p53 gene mutation. Mutat. Res. (2003) 25-36
26. Gago-Dominguez M., Yuan J.M., Sun C.L., Lee H.P., and Yu M.C. Opposing effects of dietary n-3 and n-6 fatty acids on mammary carcinogenesis: the Singapore chinese health study. Br. J. Cancer 89 (2003) 1686-1692
27. Nkondjock A., Shatenstein B., Maisonneuve P., and Ghadirian P. Specific fatty acids and human colorectal cancer: an overview. Cancer Detect. Prev. 27 (2003) 55-66
28. Brink M., Weijenberg M.P., De Goeij A.F., de Goeij A.F.P.M., Schouten L.J., Koedijk F.D.H., Roemen G.M.J.M., Lentjes M.H.F.M., de Bruïne A.P., Goldbohm R.A., and van den Brandt P.A. Fat and K-ras mutations in sporadic colorectal cancer in the Netherlands cohort study. Carcinogenesis 25 (2004) 1619-1629
29. Ghoshal A., Davis C.D., Schut H.A.J., and Snyderwine G. Possible mechanisms for PhIP-DNA adduct formation in the mammary gland of female/Sprague-Dawley rats. Carcinogenesis 16 (1995) 2725-2731
30. Schmid K., Nair J., Winde G., Velic I., and Bartsch H. Increased levels of promutagenic etheno-DNA adducts in colonic polyps of FAP patients. Int. J. Cancer 87 (2000) 1-4
31. Agren J.J., Julkunen A., and Penttila I. Rapid separation of serum lipids for fatty acid analysis by a single aminopropyl column. J. Lipid. Res. 33 (1992) 1871-1876
32. Hamazaki T., and Okuyama H. The Japan Society for lipid nutrition recommends to reduce the intake of linoleic acid. In: Simopoulos A.P., and Cleland L.G. (Eds). Omega-6 / Omega-3 Essential Fatty Acid Ratio: The Scientific Evidence. World Rev. Nutr. Diet vol. 92 (2003), Karger Basel 122-132
33. Nair J., Gansauge F., Beger H., Dolara P., Winde G., and Bartsch H. Increased etheno DNA adducts in affected tissues of patients suffering from Crohn's disease, ulcerative colitis and chronic pancreatitis. Antioxid. Redox Signal. 8 (2006) 1003-1010
34. Marion M.J., Froment O., and Trépo C. Activation of Ki-ras gene by point mutation in human liver angiosarcoma associated with vinyl chloride exposure. Mol. Carcinog. 4 (1991) 450-454
35. Swenberg J.A., Fedtke N., Ciroussel F., Barbin A., and Bartsch H. Etheno adducts formed in DNA of vinyl-chloride-exposed rats are highly persistent in liver. Carcinogenesis 13 (1992) 727-729
36. Leuratti C., Watson M.A., Deag E.J., Welch A., Singh R., Gottschalg E., Marnett L.J., Atkin W., Day N.E., Shuker D.E.G., and Bingham S.A. Detection of malondialdehyde DNA adducts in human colorectal mucosa: relationship with diet and the presence of adenomas. Cancer Epidemiol. Biomarkers Prev. 11 (2002) 267-273
37. -beta-d-erythro-pentofuranosyl)-pyrimido[1,2-alpha]purin-10(3H)one in human tissue samples. Chem. Res. Toxicol. 17 (2004) 268-272
38. Fink S.P., Reddy G.R., and Marnett L.J. Mutagenicity in Escherichia coli of the major DNA adduct derived from the endogenous mutagen malondialdehyde. Proc. Natl. Acad. Sci. U.S.A. 94 (1997) 8652-8657
39. Zhu B.T., and Lee A.J. NADPH-dependent metabolism of 17β-estradiol and estrone to polar and nonpolar metabolites by human tissues and cytochrome P450 isoforms. Steroids 70 (2005) 225-244
40. Gibson P., Gill J.H., Khan P.A., Seargent J.M., Martin S.W., Batman P.A., Griffith J., Bradley C., Double J.A., Bibby M.C., and Loadman P.M. Cytochrome P450 1B1 (CYP1B1) is overexpressed in human colon adenocarcinomas relative to normal colon: implications for drug development. Mol. Cancer Ther. 2 (2003) 527-534
41. Wang M.Y., and Liehr J.G. Induction of estrogens of lipid peroxidation and lipid peroxidation-derived malondialdehyde-DNA adducts in male Syrian hamasters: role of lipid peroxidation in estrogen-induced kidney carcinogeneisis. Carcinogenesis 16 (1995) 1941-1945
42. Han X., and Liehr J.G. Microsome-mediated 8-hydroxylation of guanine bases of DNA by steroid estrogens: correlation of DNA damage by free radicals with metabolic activation to quinones. Carcinogenesis 54 (1994) 5515-5517
43. Riboli E., and Kaaks N. The EPIC project: rationale and study design: european prospective investigation into cancer nutrition. Int. J. Epidemiol. 26 (1997) 6-14
44. Hagenlocher T., Nair J., Becker N., Korfmann A., and Bartsch H. Influence of dietary fatty acid, vegetable, and vitamin intake on Etheno-DNA adducts in white blood cells of healthy female volunteers: a pilot study. Cancer Epidemiol. Biomarkers. Prev. 10 (2001) 1187-1191
45. Eder E., Wacker M., Lutz U., Nair J., Fang X., Bartsch H., Beland F.A., Schlatter J., and Lutz W.K. Oxidative stress related DNA adducts in the liver of female rats fed with sunflower-, rapeseed-, olive- or coconut oil supplemented diets. Chem. Biol. Interact. 159 (2006) 81-89
46. Weisser H., and Krieg M. Fatty acid composition of phospholipids in epithelium and stroma of human benign prostatic hyperplasia. Prostate 36 (1998) 235-245
47. 4-ethenocytosine by lipid peroxidation products and nucleic acid bases. Chem. Res. Toxicol. 8 (1995) 278-283
48. Heshmat M.Y., Kaul L., Kovi J., Jackson M.A., Jackson A.G., Jones G.W., Edson M., Enterline J.P., Worrell R.G., and Perry S.L. Nutrition and prostate cancer: a case-control study. Prostate 6 (1985) 7-17
49. Schuurman A.G., van den Brandt P.A., Dorant E., Brants H.A.M., and Goldbohm R.A. Association of energy and fat intake with prostate carcinoma risk. Cancer 86 (1999) 1019-1027
50. Sowell J., Frei B., and Stevens J.F. Vitamin C conjugates of genotoxic lipid peroxidation products: structural characterization and detection in human plasma. Proc. Natl. Acad. Sci. U.S.A. 101 (2004) 17964-17969