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
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
Demir I, Demirbag Z (1999) Biodegradation of polycyclic aromatic hydrocarbons. T J Biol 23:293–302
Cavalieri EL, Rogan EG (1990) Radical cations in aromatic hydrocarbon carcinogenesis. Free Radic Res Commun 11:77–87
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
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
Sun W (2001) Reactive oxygen species and breast cancer carcinogenesis. Breast Cancer 77–222
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
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
Ip C (1998) Lessons from basic research in selenium and cancer prevention. J Nutr 128:1845–1854
Parnham M, Sies H (2000) Ebselen: prospective therapy for cerebral ischaemia. Expert Opin Inv Drug 9:607–619
Arteel GE, Sies H (2001) The biochemistry of selenium and the glutathione system. Environ Toxicol Pharmacol 10:153–158
Mugesh G, Mont WW, Sies H (2001) Chemistry of biologically important synthetic organoselenium compounds. Chem Rev 101:2125–2179
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
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
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
Gok Y, Cetinkaya E (2004) Chalcogeno ureas derived from bis(1,3-diazepan-2-ylidene). Turk J Chem 28:157–162
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
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
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
Luck H (1963) Methods of enzymatic analysis. Verlag Chemie, Academic, New York, pp 885–888
McCord JM, Fridovich I (1969) Superoxide dismutase: an enzymatic function for erythrocuprein (hemocuprein). J Biol Chem 244:6049–6055
Lawrance RA, Burk RF (1976) Glutathione peroxidase activity in selenium-deficient rat liver. Biochem and Biophys Research Comm 71:952–958
Carlberg I, Mannervik B (1985) Glutathione reductase. Methods Enzimol 113:484–490
Theodorus P, Akerboom M, Sies H (1981) Assay of glutathione, glutathione disulfide and glutathione mixed disulfides in biological samples. Methods Enzymol 77:373–383
Beuge JA, Aust SD (1978) Microsomal lipids peroxidation. Methods Enzymol 52:302–310
El-Bayoumy K (2001) The protective role of selenium on genetic damage and on cancer. Mutat Res 475:123–139
Rayman MP (2000) The importance of selenium to human health. Lancet 356:233–241
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
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
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
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
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
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
El-Bayoumy K, Sinha R (2004) Mechanisms of mammary cancer chemoprevention by organoselenium compounds. Mutat Res 551:181–197
Sieja K, Talerczyk M (2004) Selenium as an element in the treatment of ovarian cancer in women receiving chemotherapy. Gynecol Oncol 3:320–327
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
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
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
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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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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DOI: https://doi.org/10.1007/s12011-008-8262-0