Quercetin, a flavonoid antioxidant, ameliorated procarbazine-induced oxidative damage to murine tissues

Antioxidants

Volumn 4, Issue 2, 2015, Pages 304-321

  Olayinka, Ebenezer Tunde ^a   Ore, Ayokanmi ^a   Adeyemo, Oluwatobi Adewumi ^a   Ola, Olaniyi Solomon ^a   Olotu, Olaoluwa Oluwaseun ^a   Echebiri, Roseline Chinonye ^a  

^a Ajayi Crowther University   (Nigeria)

Author keywords

Antioxidant; Oxidative stress; Procarbazine; Quercetin; Rat

Indexed keywords

EID: 85003380050     PISSN: None     EISSN: 20763921     Source Type: Journal    
DOI: 10.3390/antiox4020304     Document Type: Article

References (82)

1. Fesler, M.J.; Becpker-Koepke, S.; Di Biscegilie, A.M.; Petruska, P.J. Procarbazine-induced hepatotoxicity: Case report and review of the literature. Pharmacotherapy 2010, 30, 540-544.
2. Rodriguez-Antona, C.; Ingelman-Sundberg, M. Cytochrome P450 pharmacogenetics and cancer. Oncogene 2006, 25, 1679-1691.
3. Dunn, D.L.; Lubet, R.A.; Prough, R.A. Oxidative Metabolism of N-lsopropyl-α-(2-methylhydrazino)-Ptoluamide Hydrochloride (Procarbazine) by Rat Liver Microsomes. Cancer Res. 1979, 39, 4555-4563.
4. Swaffar, D.S.; Horstman, M.G.; Jaw, J.; Thrall, B.D.; Meadows, G.G.; Harker, W.G.; Yost, G.S. Methylazoxyprocarbazine, the Active Metabolite Responsible for the Anticancer Activity of Procarbazine against LI 210 Leukemia. Cancer Res. 1989, 49, 2442-2447.
5. Sinha, B.K. Metabolic activation of procarbazine: Evidence for carbin-centered free radical intermediates. Biochem. Pharmacol. 1984, 33, 2777-2781.
6. Goria-Gatti, L.; Iannone, A.; Poli, G.; Albano, E. In vitro and in vivo evidence for the formation of methyl radical from procarbazine: A spin-trapping study. Carcinogenesis 1992, 13, 799-805.
7. Sinha, B.K.; Mason, R.P. Biotransformation of Hydrazine Dervatives in the Mechanism of Toxicity. J. Drug Metab. Toxicol. 2014, 5, 168-171.
8. Wang, J.; Yi, J. Cancer cell killing via ROS: To increase or decrease, that is the question. Cancer Biol. Ther. 2008, 7, 1875-1884.
9. Olayinka, E.T.; Ore, A.; Ola, O.S.; Adeyemo, O.A. Protective Effect of Quercetin on Melphalan-Induced Oxidative Stress and Impaired Renal and Hepatic Functions in Rat. Chemother. Res. Prac. 2014, 2014, 1-8.
10. Fruehauf, J.P.; Meyskens, F.L., Jr. Reactive oxygen species: A breath of life or death? Clin. Cancer Res. 2007, 13, 789-794.
11. Sikic, B.I. Antineoplastic agents. In Mordern Pharmacology with Clinical Applications, 6th ed.; Craig, R., Stitzel, R.E., Eds.; Lippincott Williams & Wilkins: Philadelphia, PA, USA, 2004; p. 651.
12. Price, P.; Thompson, H.; Bessell, E.M.; Bloom, H.J. Renal Impairment following the combined use of high-dose methotrexate and procarbazine. Cancer Chemother. Pharmacol. 1988, 21, 265-267.
13. McMaster, K.R.; Hennigar, G.R. Drug-induced granulomatous hepatitis. Lab. Investig. 1981, 44, 61-73.
14. King, P.D.; Perry, M.C. Hepatotoxicity of Chemotherapy. The Oncol. 2001, 6, 162-176.
15. Yost, G.S.; Horstman, M.G.; El Walily, A.F.; Gordon, W.P.; Nelson, S.D. Procarbazine spermatogenesis toxicity: Deuterium isotope effect point to regioselective metabolism in mice. Toxicol. Appl. Pharmacol. 1985, 80, 316-322.
16. Alp, B.F.; Kesik, V.; Malkoc, E.; Yigit, N.; Saldir, M.; Babacan, O.; Akgul, E.O.; Poyrazoglu, Y.; Korkmazer, N.; Gulgun, M.; Erdem, O. The effect of melatonine on procarbazine induced testicular toxicity on rats. Syst. Biol. Reprod. Med. 2014, 60, 323-328.
17. Valko, M.; Rhodes, C.J.; Moncol, J.; Izakovic, M.; Mazur, M. Free radicals, metals and antioxidants in oxidative stress induced cancer. Chem.Biol. Interact. 2006, 160, 1-40.
18. Sikder, K.; Das, N.; Kesh, S.B.; Dey, S. Quercetin and B-sitosterol prevents high fat diet induced dyslipidemia and hepatotoxicity in swiss albino mice. Indian J. Exp. Biol. 2014, 52, 60-66.
19. Magalingam, K.B.; Radhakrishnan, A.; Haleagrahara, N. Protective effects of flavonol isoquercitrin, against 6-hydroxy dopamine (6-OHDA)-induced toxicity in PC12 cells. BMC Res. Notes 2014, 7, 49-56.
20. Kinker, B.; Comstock, A.T.; Sajjan, U.S. Quercetin: A Promising Treatment for the Common Cold. J. Anc. Dis. Prev. Remedies 2014, 2, 1-3.
21. Maalik, A.; Khan, F.A.; Mumtaz, A.; Mehmood, A.; Azhar, S.; Atif, M.; Karim, S.; Altaf, Y.; Tariq, I. Pharmacological Applications of Quercetin and Its Derivatives: A Short Review. Trop. J. Pharm. Res. 2014, 13, 1561-1566.
22. Ahmad, W.; Shaikh, S.; Nazam, N.; Lone, M.I. Protective Effects of Quercetin against Dimethoate-Induced Cytotoxicity and Genotoxicity in Allium sativum Test. Int. Sch. Res. Not. 2014, 2014, doi:10.1155/2014/632672.
23. Qader, G.I.; Aziz, R.S.; Ahmed, Z.A.; Abdullah, Z.F.; Hussain, S.A. Protective Effects of Quercetin against Isoniazid and Rifampicin Induced Hepatotoxicity in Rats. Am. J. Pharmacol. Sci. 2014, 2, 56-60.
24. Takashima, K.; Matsushima, M.; Hashimoto, K.; Nose, H.; Sato, M.; Hashimoto, N.; Hasegawa, Y.; Kawabe, T. Protective effects of intratracheally administered quercetin on lipopolysaccharide-induced acute lung injury. Respir. Res. 2014, 15, 150-160.
25. Dong, Y.; Wang, J.; Feng, D.; Qin, H.; Wen, H.; Yin, Z.; Gao, G.; Li, C. Protective Effect of Quercetin against Oxidative Stress and Brain Edema in an Experimental Rat Model of Subarachnoid Hemorrhage. Int. J. Med. Sci. 2014, 11, 282-290.
26. Charles, B.; Simone, M.D., II; Nicole, L.; Simone, M.D.; Victoria Simone, R.N.; Charles, B.; Simone, M.D. Antioxidants and other nutrients do not interfere with chemotherapy or radiation therapy and can increase kill and increase Survival, Part 1. Altern. Ther. 2007, 13, 22-28.
27. Sanchez-Gonzalez, P.D.; Lopez-Hernandez, F.J.; Perez-Barriocana, F.; Morales, A.I.; Lopez-Novoa, M. Quercetin reduces cisplatin nephrotoxicity in rats without compromising its anti-tumour activity. Nephrol. Dial. Transplant. 2011, 26, 3484-3495.
28. Sak, K. Chemotherapy and dietary phytochemical agents. Chemother. Res. Prac. 2012, 2012, 1-11.
29. Souliotis, V.L.; Valavanis, C.; Boussiotis, V.A.; Pangalis, G.A.; Kyrtopoulos, S.A. Comparative dosimetry of O6-methylguanine in humans and rodents treated with procarbazine. Carcinogenesis 1994, 15, 1675-1680.
30. National Research Council. Guide for the Care and Use of Laboratory Animals, 8th ed.; The National Academies Press: Washington, DC, USA, 2011.
31. Krishnappa, P.; Venkatarangaiah, K.; Kumar, V.S.; Rajanna, S.; Kashi, R.; Gupta, P. Antioxidant and prophylactic effects of Delonix elata L., stem bark extracts, and flavonoid isolated quercetin against carbon tetrachloride-induced hepatotoxicity in rats. BioMed Res. Int. 2014, 2014, doi:10.1155/2014/507851.
32. Gornall, A.C.; Bardwawill, C.J.; David, M.M. Determination of serum protein by means of the biuret reaction. J. Biol. Chem. 1949, 177, 751-756.
33. Jaffe, E.R. Oxidative Hemolysis, or What Made the Red Cell Break? N. Engl. J. Med. 1972, 286, 156-157.
34. Tietz, N.W. Clinical Guide to Laboratory Tests, 3rd ed.; W.B. Saunders Company: Philadelphia, PA, USA, 1995.
35. Tietz, N.W.; Pruden, E.L.; Siggaard-Andersen, O. Liver function. In Tietz Textbook of Clinical Chemistry, Burtis, A.C., Ashwood, E.R., Eds.; WB Saunders: London, UK, 1994; pp. 1354-1374.
36. Reltman, S.; Frankel, S.A. Colorimetric method for the determination of serum ALT and AST. Am. J. Clin. Pathol. 1957, 28, 56-63.
37. Szasz, G. A kinetic photometric method for serum γ-glutamyl transpeptidase. Clin Chem. 1969, 15, 124-136.
38. Jollow, D.J.; Mitchell, J.R.; Zampaghone, N.; Gillete, J.R. Bromobenzene induced liver necrosis, protective role of glutathione and evidence for 3,4-bromobenzene oxide as the hepatotoxic metabolite. Pharmacology 1974, 11, 151-169.
39. Jagota, S.K.; Dani, H.M. A new colorimetric technique for the estimation of vitamin C using Folin phenol reagent. Anal. Biochem. 1982, 127, 178-182.
40. Habig, W.A.; Pabst, M.J.; Jacoby, W.B. Glutathione trsansferases. The first enzymatic step in mercapturic acid formation. J. Biol. Chem. 1974, 249, 7130-7139.
41. Misra, H.P.; Fridovich, I. The role of superoxide anion in the auto-oxidation of epinephrine and a simple assay for superoxide dismutase. J. Biol. Chem. 1972, 247, 3170-3175.
42. Singha, A.K. Colorimetric assay of catalase. Anal. Biochem. 1972, 47, 389-394.
43. Varshney, R.; Kale, R.K. Effect of calmodulin antagonist on radiation induced lipid peroxidation in microsomes. Int. J. Radiat. Biol. 1990, 58, 733-743.
44. Alrawaiq, N.S.; Abdullah, A. A Review of Flavonoid Quercetin: Metabolism, Bioactivity and Antioxidant Properties. Int. J. PharmTech Res. 2014, 6, 933-941.
45. Kanadaswami, C.; Lee, L.; Lee, P.H.; Hwang, J.; Ke, F.; Huang, Y.; Lee, M. The Antitumor Activities of Flavonoids. In vivo 2005, 19, 895-910.
46. Zhang, H.; Zhang, M.; Yu, L.; Zhao, Y.; He, N.; Yang, X. Antitumor activities of quercetin and quercetin-5′,8-disulfonate in human colon and breast cancer cell lines. Food Chem. Toxicol. 2012, 50, 1589-1599.
47. Priya, E.S.; Selvakumar, K.; Bavithra, S.; Elumalai, P.; Arunkumar, R.; Singh, P.R.; Mercy, A.B.; Arunakaran, J. Anti-cancer activity of quercetin in neuroblastoma: An in vitro approach. Neurol. Sci. 2014, 35, 163-170.
48. Hoffman, M.J.; Fiebig, J.; Winterhalter, H.H.; Berger, B.R.; Grunicke, H. Enhancement of the antiproliferative activity of cis-diamminedichloroplatinum (II) by quercetin. Int. J. Cancer 1990, 45, 536-539.
49. Chen, J.; Kang, J.H. Quercetin and trichostatin A cooperatively kill human leukemia cells. Pharmazie 2005, 60, 856-860.
50. Chan, S.; Yang, N.; Huang, C.; Liao, J.; Yeh, S. Quercetin Enhances the Antitumor Activity of Trichostatin a through Upregulation of p53 Protein Expression In Vitro and In Vivo. PLoS ONE 2013, 8, 1-10.
51. Samuel, T.; Fadlalla, K.; Mosley, L.; Katkoori, V.; Turner, T.; Manne, U. Dual-Mode Interaction between Quercetin and DNA-Damaging Drugs in Cancer Cells. Anticancer Res. 2012, 32, 61-71.
52. Ferguson, M.A.; Waikar, S.S. Established and Emerging Markers of Kidney Function. Clin. Chem. 2012, 58, 4-14.
53. Simsek, A.; Tugcu, V.; Tasci, A.I. New Biomarkers for the Quick Detection of Acute Kidney Injury. ISRN Nephrology 2013, 2013, doi:10.5402/2013/394582.
54. George, G.S.; Wakasi, M.E.; Egoro, E. Creatinine and urea levels as critical markers in end-stage renal failure. Res. Rev.: J. Med. Health Sci. 2014, 3, 41-44.
55. Behling, E.B.; Sendao, M.C.; Francescato, H.D.; Antunes, L.M.; Costa, R.S.; Bianchi Mde, L. Comparative study of multiple dosage of quercetin against cisplatin-induced nephrotoxicity and oxidative stress in rat kidneys. Pharmacol. Rep. 2006, 58, 526-532.
56. Francescato, H.D.; Coimbra, T.M.; Costa, R.S.; Bianchi Mde, L. Protective effect of quercetin on the evolution of cisplatin-induced acute tubular necrosis. Kidney Blood Press Res. 2004, 27, 148-158.
57. Boone, L.; Meyer, D.; Cusick, P.; Ennulat, D.; Bolliger, A.P.; Everds, N.; Meador, V.; Elliott, G.; Honor, D.; Bounous, D., et al. Selection and interpretation of clinical pathology indicators of hepatic injury in preclinical studies. Vet. Clin. Pathol. 2005, 34, 182-188.
58. Singh, A.; Bhat, T.K.; Sharma, O.P. Clinical Biochemistry of Hepatotoxicity. J. Clin. Toxicol. 2011, doi:10.4172/2161-0495.S4-001.
59. Ramaiah, S.K. A toxicologist guide to the diagnostic interpretation of hepatic biochemical parameters. Food Chem. Toxicol. 2007, 45, 1551-1557.
60. Olayinka, E.T.; Ore, A.; Fashiku, K.A. Kolaviron and L-Ascorbic acid Ameliorates Chlorambucil-Induced Hepatic and Renal Toxicity in Rat. Int. J. Toxicol. Appl. Pharmacol. 2014, 4, 23-32.
61. Amacher, D.E. Serum Transaminase Elevations as Indicators of Hepatic Injury Following the Administration of Drugs. Regul. Toxicol. Pharmacol. 1998, 27, 119-130.
62. Hozayen, W.G.; Abou-Seif, H.S.; Amin, S. Protective Effects of Ruitn and/or Hesperidin against Doxorubicin-Induced Hepatotoxicity. Int. J. Clin. Nutr. 2014, 2, 11-17.
63. Yamamoto, T.; Kikkawa, R.; Yamada, H.; Horii, I. Identification of oxidative stress-related proteins for predictive screening of hepatotoxicity using a proteomic approach. J. Toxicol. Sci. 2005, 30, 213-227.
64. Oh, J.M.; Jung, Y.S.; Jeon, B.S.; Yoon, B.I.; Lee, K.S.; Kim, B.H.; Oh, S.J.; Kim, S.K. Evaluation of hepatotoxicity and oxidative stress in rats treated with tert-butyl hydroperoxide. Food Chem. Toxicol. 2012, 50, 1215-1221.
65. Valko, M.; Leibfritz, D.; Moncola, J.; Cronin, M.T.D.; Mazura, M.; Telser, J. Free radicals and antioxidants in normal physiological functions and human disease. Int. J. Biochem. Cell Biol. 2007, 39, 44-84.
66. Sherratt, P.J.; Hayes, J.D. Glutathione S-transferases. In Enzyme Systems that Metabolise Drugs and other Xenobiotics; Ioannides, C., Ed.; John Wiley & Sons: Chichester, UK, 2002; pp. 219-252.
67. Morgenstern, R.; Zhang, J.; Johansson, K. Microsomal glutathione transferase: Mechanism and functional roles. Drug Metab. Rev. 2011, 43, 300-306.
68. Devasagayam, T.P.A.; Tilak, J.C.; Boloor, K.K.; Sane, K.S.; Ghaskadbi, S.S.; Lele, R.D. Free Radicals and Antioxidants in Human Health: Current Status and Future Prospects. JAPI 2004, 52, 794-804.
69. Kojo, S. Vitamin C: Basic metabolism and its function as an index of oxidative stress. Curr. Med. Chem. 2004, 11, 1041-1064.
70. Masella, R.; di Benedetto, R.; Var, R.; Filesi, C.; Giovannini, C. Novel mechanisms of natural antioxidant compounds in biological systems: Involvement of glutathione and glutathionerelated enzymes. J. Nutr. Biochem. 2005, 16, 577-586.
71. Gautam, A.; Vijayaraghavan, R.; Pant, S.C.; Kumar, O.; Singh, S.; Kumar, H.T.S. Protective Effect of Quercetin against Sulphur Mustard-Induced Oxidative Stress in Mice. Def. Sci. J. 2007, 57, 707-720.
72. Hollman, P.C.H.; Trip, J.M.P.V.; Baysman, M.N.C.P.; Cagg, M.S.V.D.; Mengelers, M.J.B.; Vries, J.H.M.D.; Katan, M.B. Relative bioavailability of the antioxidant flavonoid quercetin from various food in man. FEBS Lett. 1997, 418, 152-156.
73. El-Beltagi, H.S.; Mohamed, H.I. Reactive Oxygen Species, Lipid Peroxidation and Antioxidative Defense Mechanism. Not. Bot. Horti Agrobo. 2013, 41, 44-57.
74. Guéraud, F.; Atalay, M.; Bresgen, N.; Cipak, A.; Eckl, P.M.; Huc, L.; Jouanin, I.; Siems, W.; Uchida, K. Chemistry and biochemistry of lipid peroxidation products. Free Rad. Res. 2010, 44, 1098-1124.
75. Ayala, A.; Muñoz, M.F.; Argüelles, S. Lipid Peroxidation: Production, Metabolism, and Signaling Mechanisms of Malondialdehyde and 4-Hydroxy-2-Nonenal. Oxid. Med. Cell. Longev. 2014, 2014, doi:10.1155/2014/360438.
76. Catalá, A. Lipid peroxidation modifies the assembly of biological membranes “The Lipid Whisker Model”. Front. Physiol. 2015, 5, doi:10.3389/fphys.2014.00520.
77. Molina, M.F.; Sanchez-Reus, I.; Iglesias, I.; Benedi, J. Quercetin, a flavonoid antioxidant, prevents and protects against ethanol-induced oxidative stress in mouse liver. Biol. Pharm. Bull. 2003, 26, 1398-1402.
78. Mendes, V.; Costa, V.; Mateus, N. Involvement of the modulation of cancer cell redox status in the anti-tumoral effect of phenolic compounds. RSC Adv. 2015, 5, 1-9.
79. Jimenez, R.; Lopez-Sepulveda, R.; Romero, M.; Toral, M.; Cogolludo, A.; Perez-Vizcaino, F.; Duarte, J. Quercetin and its metabolites inhibit the membrane NADPH oxidase activity in vascular smooth muscle cells from normotensive and spontaneously hypertensive rats. Food Funct. 2015, 6, 409-414.
80. Verstraeten, S.V.; Frag, C.G.; Oteiza, P.I. Interactions of flavan-3-ols and procyanidins with membranes: Mechanisms and the physiological relevance. Food Funct. 2015, 6, 32-40.
81. Chen, X.; Zhang, Y.; Yang, L.; Zu, Y.; Lu, Q. Effects of rosmarinic acid on liver and kidney antioxidant enzymes, lipid peroxidation and tissue ultrastructure in aging mice. Food Funct. 2015, 6, 927-731.
82. Jagetia, G.C.; Rajanikant, G.K. Curcumin Stimulates the Antioxidant Mechanisms in Mouse Skin Exposed to Fractionated γ-Irradiation. Antioxidants 2015, 4, 25-41.