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Effect of 3-(1H-Pyrrol-2-yl)-1H-Indazole on the Antioxidant Status of Rats

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Abstract

The influence of injection periods of 3-(1H-pyrrol-2-yl)-1H-indazole regarding vitamins A, E, C, selenium (Se), malondialdehyde (MDA) levels, and glutathione peroxidase (GSH-Px) activity in rats has been investigated. The substance was given by subcutaneous injection at 20 mg/kg every other day for a total of 15 injections. At the end of the treatment, Se levels in serum were determined by fluorimetry, and those of vitamins A, E, C, and malondialdehyde in serum, liver, and kidney were determined by high-performance liquid chromatography. GSH-Px activities in erythrocytes were determined spectrophotometrically. Vitamins A, E, C, and Se levels were generally lower than in the controls, while GSH-Px activity at the third injection period was maximally increased, with the activities after the other injection periods being higher than in the control group. In addition, vitamins A, E, and C levels were generally lower than the control groups, while serum, liver, and kidney MDA levels gradually increased depending on injection periods. On the other hand, GSH-Px activity was higher than in the control group. Thus, the results show that while vitamins A, E, C, and Se levels decreased, MDA levels and GSH-Px activities increased after administration of 3-(1H-pyrrol-2-yl)-1H-indazole to the rats. These findings might be related to the increased amount of free radicals caused by 3-(1H-pyrrol-2-yl)-1H-indazole injection.

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References

  1. Peruncheralathan S, Khan TA, Ila H, Junjappa H (2004) α-Oxoketene dithioacetals mediated heteroaromatic annulation protocol for benzoheterocycles: an efficient regiocontrolled synthesis of highly substituted and annulated indazoles. Tetrahedron 60:3457–3464

    Article  CAS  Google Scholar 

  2. Tash JS, Attardi B, Hild SA, Chakrasali R, Jakkaraj SR, Georg GI (2008) A novel potent indazole carboxylic acid derivative blocks spermatogenesis and is contraceptive in rats after a single oral dose. Biol Reprod 78:1127–1138

    Article  CAS  PubMed  Google Scholar 

  3. Mosti L, Menozzi G, Schenone P, Molinario L, Conte F, Montanario C, Marmoe E (1988) Acetic acids bearing the 1-phenyl-1H-indazole nucleus with analgesic and antiinflammatory activity. Farmaco [Sci] 43:763–774

    CAS  Google Scholar 

  4. Schindler R, Hoefgen N, Heinecke K, Poppe H, Szelenyi I (2000) Indazole-3-oles and indazole-2-ones with anti-inflammatory activity. Pharmazie 55:857

    CAS  PubMed  Google Scholar 

  5. Mosti L, Sansebastiano L, Fossa P, Schenone P, Mattioli F (1992) 1-Phenyl-1H-indazole derivatives with analgesic and anti-inflammatory activities. Farmaco 47:357–365

    CAS  PubMed  Google Scholar 

  6. Rosati O, Curini M, Marcotullio MC, Macchiarulo A, Perfumi M, Mattioli L, Rismondo F, Cravotto G (2007) Synthesis, docking studies and anti-inflammatory activity of 4, 5, 6, 7-tetrahydro-2H-indazole derivatives. Bioorg Med Chem 15:3463–3473

    Article  CAS  PubMed  Google Scholar 

  7. Mosti L, Menozzi G, Fossa P, Schenone P, Lampa E, Parrillo C, D’Amisco M, Rossi F (1992) 4-Substituted 1-methyl-1H-indazoles with analgesic, antiinflammatory and antipyretic activities. Farmaco 47:567–584

    CAS  PubMed  Google Scholar 

  8. Mosti L, Menozzi G, Fossa P, Filippelli W, Gessi S, Rinaldi B, Falcone G (2000) Synthesis and preliminary biological evaluation of novel N-substituted 1-amino-3-[1-methyl(phenyl)-1H-indazol-4-yloxy]-propan-2-ols interesting as potential antiarrhythmic, local anaesthetic and analgesic agents. Arzneimittelforschung 50:963–972

    CAS  PubMed  Google Scholar 

  9. Tanitame A, Oyamada Y, Ofuji K, Kyoya Y, Suzuki K, Ito H, Kawasaki M, Nagai K, Wachi M, Yamagishi J (2004) Design, synthesis and structure–activity relationship studies of novel indazole analogues as DNA gyrase inhibitors with Gram-positive antibacterial activity. Bioorg Med Chem Lett 14:2857–2862

    Article  CAS  PubMed  Google Scholar 

  10. Yildiz AK, Rehse K, Stasch JP, Bischoff E (2004) New antithrombotics with an indazole structure. Arch Pharm (Weinheim) 337:311–316

    Article  CAS  Google Scholar 

  11. Gopalakrishnan M, Sureshkumar P, Thanusu J, Kanagarajan V (2008) Synthesis, spectral analysis, antibacterial and antifungal activities of some 4,6-diaryl-4,5-dihydro-3-hydroxy-2[H]-indazole—a novel fused indazole derivative. J Enzyme Inhib Med Chem 23:974–979

    Article  CAS  PubMed  Google Scholar 

  12. Kingsbury WD, Gyurik RJ, Theodorides VJ, Parish RC, GJr G (1976) Synthesis of 1- and 2-substituted indazoles as anthelmintic agents. J Med Chem 19:839–840

    Article  CAS  PubMed  Google Scholar 

  13. De Lucca GV, Kim UT, Liang J, Cordova B, Klabe RM, Garber S, Bacheler LT, Lam GN, Wright MR, Logue KA, Erickson-Viitanen S, Ko SS, Trainor GL (1998) Nonsymmetric P2/P2' cyclic urea HIV protease inhibitors. Structure–activity relationship, bioavailability, and resistance profile of monoindazole-substituted P2 analogues. J Med Chem 41:2411–2423

    Article  PubMed  Google Scholar 

  14. Beyer B, Raga AC, Urbina C, Hurtado I (1984) Antiallergic activity of some indazole derivatives. Acta Cient Venez 35:103–106

    CAS  PubMed  Google Scholar 

  15. Thomas B, Saravanan KS, Kochupurackal P, Mohanakumar KP (2008) In vitro and in vivo evidences that antioxidant action contributes to the neuroprotective effects of the neuronal nitric oxide synthase and monoamine oxidase-B inhibitor, 7-nitroindazole. Neurochem Int 52:990–1001

    Article  CAS  PubMed  Google Scholar 

  16. Liu ZW, Zhang T, Yang Z (2007) Involvement of nitric oxide in spatial memory deficits in status epilepticus rats. Neurochem Res 32:1875–1883

    Article  CAS  PubMed  Google Scholar 

  17. Servi S, Akgun ZR (2002) A novel and efficient synthesis of 3-aryl and 3-heteroaryl substituted-1H-indazoles and their Mannich derivatives. Synthetic Communications 32:3399–3405

    Article  CAS  Google Scholar 

  18. Miller KW, Lorr NA, Yang CS (1984) Simultaneous determination of plasma retinol, α-tocopherol, lycopene, α-carotene, and β-carotene by high performance liquid-chromatography. Anal Biochem 138:340–345

    Article  CAS  PubMed  Google Scholar 

  19. Cerhata D, Bauerová A, Ginter B (1994) Determination of ascorbic acid in blood serum using high performance liquid chromatography and its correlation with spectrophotometric (colorimetric) determination. Ceska Slov Farm 43:166–168 Slovak

    CAS  PubMed  Google Scholar 

  20. Tavazzi B, Lazzarino G, Di-Piero D, Giardina B (1992) Malondialdehyde production and ascorbate decrease are associated to the reperfusion of the isolated postischemic rat heart. Free Radic Biol Med 13:75–78

    Article  CAS  PubMed  Google Scholar 

  21. Karatas F, Karatepe M, Baysar A (2002) Determination of free malondialdehyde in human serum by high performance liquid chromatography. Anal Biochem 311:76–79

    Article  CAS  PubMed  Google Scholar 

  22. Whetter PA, Ullrey DE (1978) Improved fluorometric method for determining selenium. J Assoc Anal Chem 61:927–930

    CAS  Google Scholar 

  23. Fairbanks VF, Klee GG (1999) Biochemical aspects of hematology. In: Burtis CA, Ashwood ER (eds) Tietz textbook of clinical chemistry, 3rd edn. WB Saunders, Philadelphia

    Google Scholar 

  24. Paglia DE, Valentine WN (1967) Studies on quantitative and qualitative characteristics of eryhtrocyte glutathione peroxidase. J Lab Clinl Med 70:158–169

    CAS  Google Scholar 

  25. Sarkar S, Yadav P, Bhatnagar DJ (1997) Cadmium-induced lipid peroxidation and the antioxidant system in rat erythrocytes: the role of antioxidants. Trace Elem Med Biol 11:8–13

    CAS  Google Scholar 

  26. Jacob RA, Burri BJ (1996) Oxidative damage and defense. Am J Clin Nutr 63:985–990

    Google Scholar 

  27. Pawlak W, Kedziora J, Zolynski K, Kedziora-Kornatowska K, Blaszczyk J, Witkowski P, Zieleniewski J (1998) Effect of long term bed rest in men on enzymatic antioxidative defence and lipid peroxidation in erythrocytes. J Gravit Physiol 5:163–164

    Google Scholar 

  28. Cheesman KH, Slater TF (1993) Introduction to free radical biochemistry. Br Med Bull 49:481–493

    Google Scholar 

  29. Karatas F, Kara H, Servi S, Kıran TR, Saydam S (2008) Investigation of oxidative status of the 2-furan-2-yl-1H-benzimidazole in rats. Biol Trace Elem Res 126:214–221

    Article  CAS  PubMed  Google Scholar 

  30. Karatas F, Koca M, Kara H, Servi S (2006) Synthesis and oxidant properties of novel (5-bromobenzofuran-2-yl) (3-methyl-3-mesitylcyclobutyl) ketonethiosemicarbazone. Eur J Med Chem 41:664–669

    Article  CAS  PubMed  Google Scholar 

  31. Walsh SW, Wong Y (1993) Deficient GSH-Px activity in preeclampsia. Am J Obstet Gynecol 196:1456–1462

    Google Scholar 

  32. Halliwell B (1994) Free radical antioxidants in human disease. Curiosity cause or consequence. Lancet 344:721–724

    Article  CAS  PubMed  Google Scholar 

  33. Ognjanovic BJ, Pavlovic SZ, Maletic SD, Zikic RV, Stajn AS, Radojicic RM, Saicic ZS, Petrovic VM (2003) Protective influence of vitamin E on antioxidant defense system in the blood of rats treated with cadmium. Physiol Res 52:563–570

    CAS  PubMed  Google Scholar 

  34. Wu JH, Croft KD (2007) Vitamin E metabolism. Review. Mol Aspects Med 28:437–452

    Article  CAS  PubMed  Google Scholar 

  35. Lu SH, Ohshima H, Fu HM, Tian Y, Li FM, Blettner M, Wahrendorf J, Bartsch H (1986) Urinary excretion of N-nitrosamino acids and nitrate by inhabitants of high- and low-risk areas for esophageal cancer in Northern China: endogenous formation of nitrosoproline and its inhibition by vitamin C. Cancer Res 46:1485–1491

    CAS  PubMed  Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Arts and Sciences, University of Firat, 23119, Elazig, Turkey

    Fikret Karatas, Ebru Coteli & Suleyman Servi

  2. Department of Biochemistry and Clinical Biochemistry, School of Medicine, Firat University, Firat Medical Center, Elazig, Turkey

    Suleyman Aydin

  3. Elazig School of Health Sciences, University of Firat, 23119, Elazig, Turkey

    Haki Kara

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  1. Fikret Karatas
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  2. Ebru Coteli
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  4. Suleyman Servi
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  5. Haki Kara
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Correspondence to Fikret Karatas.

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Karatas, F., Coteli, E., Aydin, S. et al. Effect of 3-(1H-Pyrrol-2-yl)-1H-Indazole on the Antioxidant Status of Rats. Biol Trace Elem Res 136, 79–86 (2010). https://doi.org/10.1007/s12011-009-8517-4

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