Influence of novel naphthalimide-based organoselenium on genotoxicity induced by an alkylating agent: the role of reactive oxygen species and selenoenzymes

References

• De Flora S, Izzotti A, Randerath K, Bartsch H, Nair J, Balansky R, et al. DNA adducts and chronic degenerative diseases. Pathogenetic relevance and implications in preventive medicine. Mutat Res 1996;366:197–238.
   PubMed Web of Science ®Google Scholar
• Loft S, Poulsen HE. Cancer risk and oxidative DNA damage in man. J Mol Med 1996;74(6):297–312.
   PubMed Web of Science ®Google Scholar
• Klaunig JE, Xu Y, Isenberg JS, Bachowski S, Kolaja KL, Jiang J, et al. The role of oxidative stress in chemical carcinogenesis. Environ Health Perspect 1998;106(1):289–95.
   PubMedGoogle Scholar
• El-Bayoumy K, Sinha R. Molecular chemoprevention by selenium: a genomic approach. Mutat Res 2005;591:224–6.
   PubMed Web of Science ®Google Scholar
• Flohe L. The glutathione peroxidase reaction: molecular basis of the antioxidant functions of selenium in mammals. Curr Top Cell Regul 1985;27:437–78.
   PubMedGoogle Scholar
• Garcia MS. Organoselenium compounds as potential therapeutic and chemopreventive agents: a review. Curr Med Chem 2004;11:1657–69.
   PubMed Web of Science ®Google Scholar
• Music I, Koziol-Montewka M, Tos-Luty S, Pasternak K, Tokaraska M, Kieczykowska M. Immunomodulatory effect of selenosemicarbazides and selenium inorganic compounds, distribution in organs after selenium supplementation. Bio Metals 1999;12:369–74.
   Google Scholar
• El-Bayoumy K, Chae YH, Upadhyaya P, Meschter C, Cohen LA, Reddy BS. Inhibition of 7,12-dimethylbenz(a)anthracene-induced tumors and DNA adduct formation in the mammary glands of female Sprague-Dawley rats by the synthetic organoselenium compound, 1,4-phenylenebis(methylene)selenocyanate. Cancer Res 1992;52:2402–7.
   PubMed Web of Science ®Google Scholar
• Fraiser LH, Kanekal S, Kehrer JP. Cyclophosphamide toxicity. Characterising and avoiding the problem. Drugs 1991;42:781–95.
   PubMed Web of Science ®Google Scholar
• Selvakumar E, Prahalathan C, Sudharsan PT, Varalakshmi P. Protective effect of lipoic acid on micronuclei induction by cyclophosphamide. Arch Toxicol 2006;80:115–9.
   PubMed Web of Science ®Google Scholar
• Tripathi DN, Jena GB. Ebselen attenuates cyclophosphamide-induced oxidative stress and DNA damage in mice. Free Radic Res 2008;42(11):966–77.
   PubMed Web of Science ®Google Scholar
• Sorsa M, Pyy L, Salomaa S, Nylund L, Yager JW. Biological and environmental monitoring of occupational exposure to cyclophosphamide in industry and hospitals. Mutat Res 1998;204:465–79.
   Google Scholar
• Singha Roy S, Ghosh P, Hossain SU, Chakraborty P, Biswas J, Mandal S, et al. Naphthalimide based novel organoselenocyanates: finding less toxic forms of selenium that would retain protective efficacy. Bioorg Med Chem Lett 2010;20:6951–55.
   PubMed Web of Science ®Google Scholar
• Driver AS, Kodavanti PR, Mundy WR. Age related changes in reactive oxygen species production in rat brain homogenate. Neurotoxicol Teratol 2000;22(2):175–81.
   PubMed Web of Science ®Google Scholar
• Singh NP, McCoy MT, Tice RR, Schneider EL. A simple technique for quantitation of low levels of DNA damage in individual cells. Exp Cell Res 1988;75:184–91.
   Google Scholar
• Preston RJ, Dean BJ, Galloway S, Holden H, McFee AF, Shelby M. Mammalian in vivo cytogenetic assays: analysis of chromosome aberrations in bone marrow cells. Mutat Res 1987;189(2):157–65.
   PubMed Web of Science ®Google Scholar
• Paglia DE, Valentine WN. Studies on the quantitative and qualitative characterization of erythrocyte glutathione peroxidase. J Lab Clin Med 1967;70:158–69.
   PubMed Web of Science ®Google Scholar
• Okhawa H, Ohishi N, Yagi K. Assay for lipid peroxides in animal tissue by thiobarbituric acid reaction. Annal Biochem 1979;95:351–8.
   PubMed Web of Science ®Google Scholar
• Sedlack J, Lindsay RN. Estimation of total protein bound and non-protein sulphydryl groups in tissue with ellman reagent. Anal Biochem 1968;25:192–205.
   PubMed Web of Science ®Google Scholar
• Habig WH, Pabst MJ, Jacoby WB. Glutathione-S-transferase, the first enzymatic step in marcapturic acid formation. J Biol Chem 1974;249:7130–39.
   PubMed Web of Science ®Google Scholar
• Luck H. A spectrophotometric method for estimation of catalase. In: , Bergmeyer HV (ed.) Methods of enzymatic analysis. New York: Acad Press; 1963. p. 886–8.
   Google Scholar
• Marklund S, Marklund G. Involvement of the superoxide anion radical in autooxidation of pyrogallol and a convenient assay for superoxide dismutase. Eur J Biochem 1974;47:469–74.
   PubMedGoogle Scholar
• McCord JM, Fridovich I. Superoxide dismutase: an enzymatic function for erythrocuprein (hemoprotein). J Biol Chem 1969;244:6049–55.
   PubMed Web of Science ®Google Scholar
• Lowry OH, Rosenbrough NJ, Farr AL, Randall RJ. Protein measurement with the folinphenol reagent. J Biol Chem 1951;193:265–76.
   PubMed Web of Science ®Google Scholar
• Lee LK, Harman GS, Hohl RJ, Gingrieh RD. Fatal cyclophosphamide cardiomyopathy: its clinical course and treatment. Bone Marrow Transplant 1996;18:573–7.
   PubMed Web of Science ®Google Scholar
• Povirk LF, Shuker DE. DNA damage and mutagenesis induced by nitrogen mustards. Mutat Res 1994;318:205–26.
   PubMed Web of Science ®Google Scholar
• Talas ZS, Ozdemir I, Yilmaz I, Gok Y, Orun I. The investigation of the antioxidative properties of the novel synthetic organoselenium compounds in some rat tissues. Exp Biol Med. 2008;233:575–9.
   Web of Science ®Google Scholar
• Talas ZS, Ozdemir I, Ates B, Gok Y, Yilmaz I. Modulating effects of selenium in adrenal medulla of rats exposed to 7,12-dimethylbenz[a]anthracene. Toxicol Ind Health. 2012 January 27. [Epub ahead of print].
   PubMed Web of Science ®Google Scholar
• Trueba GP, Sanchez GM, Giuliani A. Oxygen free radical and antioxidant defense mechanism in cancer. Front Biosci 2004;9:2029–44.
   PubMed Web of Science ®Google Scholar
• Schrauzer GN. Anticarcinogenic effects of selenium. Cell Mol Life Sci 2000;57:1864–73.
   PubMed Web of Science ®Google Scholar
• Rubartelli A, Bajetto A, Allavena G, Wollman E, Sitia R. Secretion of thioredoxin by normal and neoplastic cells through a leaderless secretory pathway. J Biol Chem 1992;267:24161–4.
   PubMed Web of Science ®Google Scholar
• Schrauzer GN. Selenomethionine: a review of its nutritional significance, metabolism and toxicity. J Nutr 2000;130:1653–6.
   PubMed Web of Science ®Google Scholar
• Rotruck JT, Pope AL, Gasther HE, Hafeman DG, Hoekstra WG. Selenium biochemical role as a component of glutathione peroxidase. Science 1973;179:588–90.
   PubMed Web of Science ®Google Scholar
• Armstrong RN. Structure, catalytic mechanism, and evolution of the glutathione transferases. Chem Res Toxicol 1997;10(1):2–18.
   PubMed Web of Science ®Google Scholar
• El-Bayoumy K, Narayanan BA, Desai DH, Narayanan NK, Pittman B, Amin SG, et al. Elucidation of molecular targets of mammary cancer chemoprevention in the rat by organoselenium compounds using cDNA microarray. Carcinogenesis 2003;24(9):1505–14.
   PubMed Web of Science ®Google Scholar
• Vadhanavikit S, Ganther HE. Metabolism of methylselenocyanate in the rat. FASEB J 1988;2:A1440.
   Web of Science ®Google Scholar
• Clement Ip, El-Bayoumy K, Upadhyaya P, Ganther H, Vadhanavikit S, Thompson H. Comparative effect of inorganic and organic selenocyanate derivatives in mammary cancer chemoprevention. Carcinogenesis 1994;15(2):187–92.
   PubMed Web of Science ®Google Scholar
• Facompre ND, El-Bayoumy K, Sun Y, Pinto JT, Sinha R. 1,4 phenylenebis(methylene)selenocyanate, but not selenomethionine, inhibits androgen receptor and Akt signaling in human prostate cancer cells. Cancer Prev Res 2010;3:975.
   PubMed Web of Science ®Google Scholar
• Tinggi U. Selenium: its role as antioxidant in human health. Environ Health Prev Med 2008;13:102–8.
   PubMedGoogle Scholar