Protective Role of CYP2E1 Inhibitor diallyl disulfide (DADS) on Alcohol-induced malondialdehyde-deoxyguanosine (M1dG) adduct formation

Alcoholism: Clinical and Experimental Research

Volumn 38, Issue 6, 2014, Pages 1550-1558

  Sapkota, Muna ^a   Hottor, Tete K ^a   Devasure, Jane M ^b   Wyatt, Todd A ^a,b,c   Mccaskill, Michael L ^a  

^a UNIVERSITY OF NEBRASKA MEDICAL CENTER   (United States)

^b UNIVERSITY OF NEBRASKA MEDICAL CENTER   (United States)

^c VA NEBRASKA WESTERN IOWA HEALTH CARE SYSTEM   (United States)

Author keywords

CYP2E1; DADS; EtOH; M1dG; Malondialdehyde

Indexed keywords

ALCOHOL; CIGARETTE SMOKE; DEOXYGUANOSINE; DIALLYL DISULFIDE; DRINKING WATER; MALONALDEHYDE; 3-(2'-DEOXY-BETA-D-ERYTHRO-PENTOFURANOSYL)PYRIMIDO(1,2-ALPHA)PURIN-10(3H)-ONE; ALLYL COMPOUND; CYTOCHROME P450 2E1 INHIBITOR; DISULFIDE; PURINE NUCLEOSIDE;

ANIMAL TISSUE; ARTICLE; BRONCHUS MUCOSA; COMET ASSAY; COMPARATIVE STUDY; CONTROLLED STUDY; DNA ADDUCT; DNA DAMAGE; FEMALE; HUMAN; HUMAN CELL; LUNG ALVEOLUS CELL; LUNG HOMOGENATE; LUNG PARENCHYMA; MOUSE; NONHUMAN; NORMAL HUMAN; PRIORITY JOURNAL; ANIMAL; C57BL MOUSE; CELL CULTURE; DRUG EFFECTS; ENZYME LINKED IMMUNOSORBENT ASSAY; METABOLISM; RESPIRATORY TRACT MUCOSA; SMOKING;

MUS;

ALLYL COMPOUNDS; ANIMALS; CELLS, CULTURED; CYTOCHROME P-450 CYP2E1 INHIBITORS; DISULFIDES; DNA DAMAGE; ENZYME-LINKED IMMUNOSORBENT ASSAY; ETHANOL; FEMALE; HUMANS; MICE, INBRED C57BL; PURINE NUCLEOSIDES; RESPIRATORY MUCOSA; SMOKING;

EID: 84901939858     PISSN: 01456008     EISSN: 15300277     Source Type: Journal    
DOI: 10.1111/acer.12439     Document Type: Article

References (42)

1. Akingbade D, Kingsley PJ, Shuck SC, Cooper T, Carnahan R, Szekely J, Marnett LJ (2012) Selection of monoclonal antibodies against 6-oxo-M1dG and their use in an LC-MS/MS assay for the presence of 6-oxo-M1dG in vivo. Chem Res Toxicol 25:454-461.
2. Bobo JK, Husten C (2000) Sociocultural influences on smoking and drinking. Alcohol Res Health 24:225-232.
3. Cederbaum AI (2001) Introduction-serial review: alcohol, oxidative stress and cell injury. Free Radical Biol Med 31:1524-1526.
4. Cigremis Y, Turkoz Y, Akgoz M, Sozmen M (2004) The effects of chronic exposure to ethanol and cigarette smoke on the level of reduced glutathione and malondialdehyde in rat kidney. Urol Res 32:213-218.
5. Del Rio D, Stewart AJ, Pellegrini N (2005) A review of recent studies on malondialdehyde as toxic molecule and biological marker of oxidative stress. Nutr Metab Cardiovasc Dis 15:316-328.
6. Ehnert S, Braun K, Buchholz A, Freude T, Egana J, Schenck T, Schyschka L, Neumaier M, Döbele S, Stöckle U (2012) Diallyl-disulphide is the effective ingredient of garlic oil that protects primary human osteoblasts from damage due to cigarette smoke. Food Chem 132:724-729.
7. Ellickson PL, Hays RD, Bell RM (1992) Stepping through the drug use sequence: longitudinal scalogram analysis of initiation and regular use. J Abnorm Psychol 101:441-451.
8. French SW, Morimoto M, Reitz RC, Koop D, Klopfenstein B, Estes K, Clot P, Ingelman-Sundberg M, Albano E (1997) Lipid peroxidation, CYP2E1 and arachidonic acid metabolism in alcoholic liver disease in rats. J Nutr 127:907S-911S.
9. Gould NS, Min E, Gauthier S, Martin RJ, Day BJ (2011) Lung glutathione adaptive responses to cigarette smoke exposure. Respir Res 12:133.
10. Hoberg A, Otteneder M, Marnett LJ, Poulsen HE (2004) Measurement of the malondialdehyde-2'-deoxyguanosine adduct in human urine by immuno-extraction and liquid chromatography/atmospheric pressure chemical ionization tandem mass spectrometry. J Mass Spectrom 39:38-42.
11. Kharbanda KK, Shubert KA, Wyatt TA, Sorrell MF, Tuma DJ (2002) Effect of malondialdehyde-acetaldehyde-protein adducts on the protein kinase C-dependent secretion of urokinase-type plasminogen activator in hepatic stellate cells. Biochem Pharmacol 63:553-562.
12. Leuratti C, Singh R, Lagneau C, Farmer PB, Plastaras JP, Marnett LJ, Shuker D (1998) Determination of malondialdehyde-induced DNA damage in human tissues using an immunoslot blot assay. Carcinogenesis 19:1919-1924.
13. Liu X, Conner H, Kobayashi T, Kim H, Wen F, Abe S, Fang Q, Wang X, Hashimoto M, Bitterman P, Rennard SI (2005) Cigarette smoke extract induces DNA damage but not apoptosis in human bronchial epithelial cells. Am J Respir Cell Mol Biol 33:121-129.
14. Lykkesfeldt J (2007) Malondialdehyde as biomarker of oxidative damage to lipids caused by smoking. Clin Chim Acta 380:50-58.
15. Manivasagam T, Subramanian P, Suthakar G, Essa MM (2005) The chemopreventive effect of diallyl disulphide on N-nitrosodiethylamine induced heptocarcinogenesis. J Appl Biomedicine 3:187-191.
16. McCaskill ML, Kharbanda KK, Tuma DJ, Reynolds JD, DeVasure JM, Sisson JH, Wyatt TA (2011) Hybrid malondialdehyde and acetaldehyde protein adducts form in the lungs of mice exposed to alcohol and cigarette smoke. Alcohol Clin Exp Res 35:1106-1113.
17. Mermelstein R (2003) Teen smoking cessation. Tob Control 12:i25-i34.
18. Osna NA, White RL, Todero S, Mc Vicker BL, Thiele GM, Clemens DL, Tuma DJ, Donohue TM (2007) Ethanol-induced oxidative stress suppresses generation of peptides for antigen presentation by hepatoma cells. Hepatology 45:53-61.
19. Park SC, Lim J, Jeen YT, Keum B, Seo YS, Kim YS, Lee SJ, Lee HS, Chun HJ, Um SH (2012) Ethanol-induced DNA damage and repair-related molecules in human intestinal epithelial Caco-2 cells. Mol Med Rep 5:1027-1032.
20. Pöschl G, Seitz HK (2004) Alcohol and cancer. Alcohol Alcohol 39:155-165.
21. Pullman A, Pullman B (1981) Molecular electrostatic potential of the nucleic acids. Q Rev Biophys 14:289-380.
22. Runge DM, Stock TW, Lehmann T, Taege C, Bernauer U, Stolz DB, Hofmann S, Foth H (2001) Expression of cytochrome P450 2E1 in normal human bronchial epithelial cells and activation by ethanol in culture. Arch Toxicol 75:335-345.
23. Salaspuro V, Salaspuro M (2004) Synergistic effect of alcohol drinking and smoking on in vivo acetaldehyde concentration in saliva. Int J Cancer 111:480-483.
24. Shimada M, Liu L, Nussler N, Jonas S, Langrehr JM, Ogawa T, Kaminishi M, Neuhaus P, Nussler AK (2006) Human hepatocytes are protected from ethanol-induced cytotoxicity by DADS via CYP2E1 inhibition. Toxicol Lett 163:242-249.
25. Simet SM, Sisson JH, Pavlik JA, DeVasure JM, Boyer C, Liu X, Kawasaki S, Sharp JG, Rennard SI, Wyatt TA (2010) Long-term cigarette smoke exposure in a mouse model of ciliated epithelial cell function. Am J Respir Cell Mol Biol 43:635-640.
26. Simet SM, Wyatt TA, DeVasure J, Yanov D, Allen-Gipson D, Sisson JH (2012) Alcohol increases the permeability of airway epithelial tight junctions in Beas2B and NHBE cells. Alcohol Clin Exp Res 36:432-442.
27. Sisson JH (2007) Alcohol and airways function in health and disease. Alcohol 41:293-307.
28. Song J, Lee SK, Kim KM, Park SE, Park S, Kim KH, Ahn SC, Park YC (2009) Molecular mechanism of diallyl disulfide in cell cycle arrest and apoptosis in HCT-116 colon cancer cells. J Biochem Mol Toxicol 23:71-79.
29. Song K, Coleman RA, Zhu X, Alber C, Ballas ZK, Waldschmidt TJ, Cook RT (2002) Chronic ethanol consumption by mice results in activated splenic T cells. J Leukoc Biol 72:1109-1116.
30. Spitzer JH, Meadows GG (1999) Modulation of perforin, granzyme A, and granzyme B in murine natural killer (NK), IL2 stimulated NK, and lymphokine-activated killer cells by alcohol consumption. Cell Immunol 194:205-212.
31. Sun X, Nair J, Bartsch H (2004) A modified immuno-enriched 32P-postlabeling method for analyzing the malondialdehyde-deoxyguanosine adduct, 3-(2-deoxy-β-d-erythro-pentofuranosyl)-pyrimido [1, 2-α] purin-10 (3 H) one in human tissue samples. Chem Res Toxicol 17:268-272.
32. Swaminathan K, Clemens DL, Dey A (2013) Inhibition of CYP2E1 leads to decreased malondialdehyde-acetaldehyde adduct formation in VL-17A cells under chronic alcohol exposure. Life Sci 92:325-336.
33. Tang Y, Kassie F, Qian X, Ansha B, Turesky RJ (2013) DNA adduct formation of 2-amino-9H-pyrido [2, 3-b] indole and 2-amino-3, 4-dimethylimidazo [4, 5-f] quinoline in mouse liver and extrahepatic tissues during a subchronic feeding study. Toxicol Sci 133:248-258.
34. Tuma DJ (2002) Role of malondialdehyde-acetaldehyde adducts in liver injury. Free Radical Biol Med 32:303-308.
35. Tuma DJ, Casey CA (2003) Dangerous byproducts of alcohol breakdown-focus on adducts. Alcohol Research and Health 27:285-290.
36. Wang H, Marnett LJ, Harris TM, Rizzo CJ (2004) A novel synthesis of malondialdehyde adducts of deoxyguanosine, deoxyadenosine, and deoxycytidine. Chem Res Toxicol 17:144-149.
37. Wang MY, Liehr JG (1995) Lipid hydroperoxide-induced endogenous DNA adducts in hamsters: possible mechanism of lipid hydroperoxide-mediated carcinogenesis. Arch Biochem Biophys 316:38-46.
38. Wang MY, Peng L, Jensen CJ, Deng S, West BJ (2013) Noni juice reduces lipid peroxidation-derived DNA adducts in heavy smokers. Food Science & Nutrition 1:141-149.
39. Wyatt TA, Kharbanda KK, McCaskill ML, Tuma DJ, Yanov D, DeVasure J, Sisson JH (2012) Malondialdehyde-acetaldehyde-adducted protein inhalation causes lung injury. Alcohol 46:51-59.
40. Wyatt TA, Kharbanda KK, Tuma DJ, Sisson JH, Spurzem JR (2005) Malondialdehyde-acetaldehyde adducts decrease bronchial epithelial wound repair. Alcohol 36:31-40.
41. Wyatt TA, Spurzem JR, May K, Sisson JH (1998) Regulation of ciliary beat frequency by both PKA and PKG in bovine airway epithelial cells. Am J Physiol 275:L827-L835.
42. Yua H, Oyama T, Isse T, Kitagawa K, Pham T, Tanaka M, Kawamoto T (2010) Formation of acetaldehyde-derived DNA adducts due to alcohol exposure. Chem Biol Interact 188:367-375.