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Role of Synthesized Organoselenium Compounds on Protection of Rat Erythrocytes from DMBA-Induced Oxidative Stress

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Abstract

Formation of free radicals is not limited to normal cellular process but also occur upon exposure to certain chemicals (polycyclic aromatic hydrocarbon, cadmium, lead, etc.), cigarette smoke, radiation, and high-fat diet. Free-radical damage is an important factor in many pathological and toxicological processes. Selenium, an essential micronutrient, is a associated with antioxidant functions, physiological defense mechanisms against different diseases including several types of cancers. Search for new selenium compounds with more chemopreventive activities and less toxicities are in progress. In addition, there has been a growing interest in the synthesis of organoselenium compounds with respect to their use in enzymology and bioorganic chemistry. In the present study, adult female Wistar rats were treated with 7,12-dimethylbenz[a]anthracene (DMBA) and the organoselenium compounds [1-isopropyl-3-methylbenzimidazole-2-selenone (Se I) and 1, 3-di-p-methoxybenzylpyrimidine-2-selenone (Se II)] in determined doses. The protective effects of synthetic organoselenium compounds (Se I and Se II) against DMBA-induced changes in antioxidant enzyme (superoxide dismutase, glutathione peroxidase (GSH-Px), catalase (CAT), glutathione reductase (GR)) activities, total GSH, and malondialdehyde (MDA) levels of rat erythrocyte were investigated. The DMBA-treated group exhibited significant decreases in the levels of erythrocyte GSH-Px, CAT, and GR activities, an increase in MDA levels, and a decrease in total GSH level compared to the control. Se I and Se II fully or partially restored enzyme activity. Lipid peroxidation was also decreased in Se-I- and Se-II-treated groups.

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Abbreviations

DMBA:

7,12-dimethylbenz[a]anthracene

PAH:

polycyclic aromatic hydrocarbon

SOD:

superoxide dismutase

GSH-Px:

glutathione peroxidase

CAT:

catalase

GR:

glutathione reductase

Total GSH:

total glutathione

MDA:

malondialdehyde

NADPH:

nicotinamide adenine dinucleotide phosphate

TNB:

5-thio-2-nitrobenzoate

ROS:

reactive oxygen species

References

  1. Scheibmeir HD, Christensen K, Whitaker SH, Jegaethesan J, Clancy R, Pierce JD (2005) A review of free radicals and antioxidants for critical care nurses. Intensive Crit Care Nurs 21:24–28

    Article  PubMed  Google Scholar 

  2. Demir I, Demirbag Z (1999) Biodegradation of polycyclic aromatic hydrocarbons. T J Biol 23:293–302

    CAS  Google Scholar 

  3. Cavalieri EL, Rogan EG (1990) Radical cations in aromatic hydrocarbon carcinogenesis. Free Radic Res Commun 11:77–87

    Article  PubMed  CAS  Google Scholar 

  4. Desai GV, Casciano D, Feuers JR, Aidoo A (2001) Activity profile of glutathione dependent enzymes and respiratory chain complexes in rats supplemented with antioxidants and treated with carcinogens. Arch Biochem Biophys 394:255–264

    Article  PubMed  CAS  Google Scholar 

  5. El-Mofty MM, Abdelmeguid NE, Sadek IA, Essawy AE, Alem AEA (2000) Induction of leukaemia in chloramphenicol-treated toads. East Mediterr Health J 6:1026–1034

    PubMed  CAS  Google Scholar 

  6. Sun W (2001) Reactive oxygen species and breast cancer carcinogenesis. Breast Cancer 77–222

  7. Devillers I, Dive G, De Tollenaere C, Falmagne B, de Wergifosse B, Rees JF, Marchand-Brynaert J (2001) Imidazolopyrazinones as potential antioxidants. Bioorg Med Chem Lett 11:2305–2309

    Article  PubMed  CAS  Google Scholar 

  8. Perottoni J, Rodrigues OED, Paixão MW, Zeni G, Lobato LP, Braga AL, Rocha JBT, Emanuelli T (2004) Renal and hepatic ALA-D activity and selected oxidative stress parameters of rats exposed to inorganic mercury and organoselenium compounds. Food and Chem Toxicol 42:17–28

    Article  CAS  Google Scholar 

  9. Ip C (1998) Lessons from basic research in selenium and cancer prevention. J Nutr 128:1845–1854

    PubMed  CAS  Google Scholar 

  10. Parnham M, Sies H (2000) Ebselen: prospective therapy for cerebral ischaemia. Expert Opin Inv Drug 9:607–619

    Article  CAS  Google Scholar 

  11. Arteel GE, Sies H (2001) The biochemistry of selenium and the glutathione system. Environ Toxicol Pharmacol 10:153–158

    Article  CAS  Google Scholar 

  12. Mugesh G, Mont WW, Sies H (2001) Chemistry of biologically important synthetic organoselenium compounds. Chem Rev 101:2125–2179

    Article  PubMed  CAS  Google Scholar 

  13. Das RK, Ghosh S, Sengupta A, Das S, Bhattacharya S (2004) Inhibition of DMBA/croton oil induced two-stage mouse skin carcinogenesis by selenocyanate. Eur J Cancer Prev 13:411–417

    Article  PubMed  CAS  Google Scholar 

  14. El-Demerdash FM (2004) Antioxidant effect of vitamin E and selenium on lipid peroxidation, enzyme activities and biochemical parameters in rats exposed to aluminium. J Trace Elem Med Biol 18:113–121

    Article  PubMed  CAS  Google Scholar 

  15. Aygun M, Cetinkaya E, Gok Y, Kendi E, Cetinkaya B (2003) Synthesis and crystal structure of hexahydrobis[(1,3-p-dimethylaminobenzyl)-1,3-diazepine]-2-selenone, C23H32N4Se. Anal Sci 19:1093–1094

    Article  PubMed  Google Scholar 

  16. Gok Y, Cetinkaya E (2004) Chalcogeno ureas derived from bis(1,3-diazepan-2-ylidene). Turk J Chem 28:157–162

    Google Scholar 

  17. Gok Y, Cetinkaya E, Ozdemir I, Cetinkaya B, Lappert MF (2004) Synthesis and characterisation of N- functionalized enetetramines, and their properties. Acta Chim Slov 51:437–446

    CAS  Google Scholar 

  18. Drabkin DL, Austin JM (1932) Spectrophotometric studies, spectrophotometric constants for common haemoglobin derivatives in human, dog and rabbit blood. J Biol Chem 98:719–733

    CAS  Google Scholar 

  19. Chandra Mohan KVP, Nagini S (2003) Dose-response effects of tomato lycopene on lipid peroxidation and enzymic antioxidants in the hamster buccal pouch carcinogenesis model. Nutr Res 23:1403–1416

    Article  CAS  Google Scholar 

  20. Luck H (1963) Methods of enzymatic analysis. Verlag Chemie, Academic, New York, pp 885–888

    Google Scholar 

  21. McCord JM, Fridovich I (1969) Superoxide dismutase: an enzymatic function for erythrocuprein (hemocuprein). J Biol Chem 244:6049–6055

    PubMed  CAS  Google Scholar 

  22. Lawrance RA, Burk RF (1976) Glutathione peroxidase activity in selenium-deficient rat liver. Biochem and Biophys Research Comm 71:952–958

    Article  Google Scholar 

  23. Carlberg I, Mannervik B (1985) Glutathione reductase. Methods Enzimol 113:484–490

    Article  CAS  Google Scholar 

  24. Theodorus P, Akerboom M, Sies H (1981) Assay of glutathione, glutathione disulfide and glutathione mixed disulfides in biological samples. Methods Enzymol 77:373–383

    Article  Google Scholar 

  25. Beuge JA, Aust SD (1978) Microsomal lipids peroxidation. Methods Enzymol 52:302–310

    Article  Google Scholar 

  26. El-Bayoumy K (2001) The protective role of selenium on genetic damage and on cancer. Mutat Res 475:123–139

    PubMed  CAS  Google Scholar 

  27. Rayman MP (2000) The importance of selenium to human health. Lancet 356:233–241

    Article  PubMed  CAS  Google Scholar 

  28. Liu JZ, Zhang BZ, Milner JA (1994) Dietary selenite modifies glutathione metabolism and 7,12-dimethylbenz(a)anthracene conjugation in rats. J Nutr 124:172–180

    PubMed  CAS  Google Scholar 

  29. Clark LC, Combs GF, Turnbull BW, Slate EH, Chalker DK, Chow J, Davis LS, Glover RA, Graham GF, Gross EG, Krongrad A, Lesher JL, Park HK, Sanders BB, Smith CL, Taylor PR (1996) Effects of selenium supplementation for cancer prevention in patients with carcinoma of the skin. Jama 276:1957–1963

    Article  PubMed  CAS  Google Scholar 

  30. Clark LC, Dalkin B, Krongrad A, Combs GF, Turnbull BW, Slate EH, Witherington R, Herlong JH, Janosko E, Carpenter D, Borosso C, Falk S, Rounder J (1998) Decreased incidence of prostate cancer with selenium supplementation: results of a double-blind cancer prevention trial. Br J Urol 81:730–734

    PubMed  CAS  Google Scholar 

  31. Duffield-Lillico AJ, Reid ME, Turnbull BW, Combs GF, Slate EH, Fischbach LA, Marshall JR, Clark LC (2002) Baseline characteristics and the effect of selenium supplementation on cancer incidence in a randomized clinical trial: a summary report of the nutritional prevention of cancer trial. Cancer Epid Biomarkers Prev 11:630–639

    CAS  Google Scholar 

  32. El-Bayoumy K, Rao CV, Reddy BS (2001) Multiorgan sensitivity to anticarcinogenesis by the organoselenium 1,4-phenylenebis (methylene) selenocyanate. Nutr Cancer 40:18–27

    Article  PubMed  CAS  Google Scholar 

  33. El-Bayoumy K, Das A, Boyiri T, Desai D, Sinha R, Pittman B, Amin S (2003) Comparative action of 1,4-phenylenebis(methylene)selenocyanate and its metabolites against 7,12-dimethylbenz[a]anthracene-DNA adduct formation in the rat and cell proliferation in rat mammary tumor cells. Chem Biol Interact 190:146–179

    Google Scholar 

  34. El-Bayoumy K, Sinha R (2004) Mechanisms of mammary cancer chemoprevention by organoselenium compounds. Mutat Res 551:181–197

    PubMed  CAS  Google Scholar 

  35. Sieja K, Talerczyk M (2004) Selenium as an element in the treatment of ovarian cancer in women receiving chemotherapy. Gynecol Oncol 3:320–327

    Article  Google Scholar 

  36. Ozdemir I, Talas ZS, Gul M, Ates B, Gok Y, Esrefoglu M, Yilmaz I (2006) Inhibition of DMBA induced rat mammary duct damage by novel synthetic organoselenium compounds. Exp Anim 55(5):449–455

    Article  PubMed  CAS  Google Scholar 

  37. Orun I, Talas ZS, Ozdemir I, Alkan A, Erdogan K (2008) Antioxidative role of selenium on some tissues of heavy metal (Cd, Cr)-induced rainbow trout (Oncorhynchus mykiss Walbaum, 1792). Ecotox Environ Safe 71:71–75

    Article  CAS  Google Scholar 

  38. Talas ZS, Ozdemir I, Yilmaz I, Gok Y, Orun I (2008) The investigation of the antioxidative properties of the novel synthetic organoselenium compounds in the some rat tissues. Exp Biol Med 233:575–579

    Article  CAS  Google Scholar 

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Acknowledgement

We thank Technological and Scientific Research Council of Turkey TUBITAK TBAG-2259 (102T185) for the financial support of this work.

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Correspondence to Zeliha Selamoglu Talas.

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Selamoglu Talas, Z., Yilmaz, I., Ozdemir, I. et al. Role of Synthesized Organoselenium Compounds on Protection of Rat Erythrocytes from DMBA-Induced Oxidative Stress. Biol Trace Elem Res 128, 167–175 (2009). https://doi.org/10.1007/s12011-008-8262-0

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