Chemopreventive evaluation of a schiff base derived copper (II) complex against azoxymethane-induced colorectal cancer in rats

PLoS ONE

Volumn 9, Issue 3, 2014, Pages

  Hajrezaie, Maryam ^a,b   Hassandarvish, Pouya ^a   Moghadamtousi, Soheil Zorofchian ^b   Gwaram, Nura Suleiman ^a   Golbabapour, Shahram ^a,b   NajiHussien, Abdrabuh ^a   Almagrami, Amel Abdullah ^a   Zahedifard, Maryam ^a,b   Rouhollahi, Elham ^a   Karimian, Hamed ^a   Fani, Somaye ^a   Kamalidehghan, Behnam ^a   Majid, Nazia Abdul ^b   Ali, Hapipah Mohd ^a   Abdulla, Mahmood Ameen ^a  

^a UNIVERSITY OF MALAYA   (Malaysia)

^b UNIVERSITY OF MALAYA   (Malaysia)

Author keywords

[No Author keywords available]

Indexed keywords

2 HYDROXYACETOPHENONE SCHIFF BASE LIGAND COPPER COMPLEX; AZOXYMETHANE; CATALASE; COPPER COMPLEX; CYCLINE; CYCLOOXYGENASE 2 INHIBITOR; FLUOROURACIL; GLUTATHIONE PEROXIDASE; MALONALDEHYDE; PROTEIN BAX; PROTEIN BCL 2; SCHIFF BASE; SUPEROXIDE DISMUTASE; UNCLASSIFIED DRUG; CARCINOGEN; COPPER;

ABERRANT CRYPT FOCUS; ADULT; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTIOXIDANT ACTIVITY; APOPTOSIS; ARTICLE; BODY WEIGHT; CANCER INHIBITION; CHEMOPROPHYLAXIS; COLORECTAL CANCER; CONTROLLED STUDY; DOWN REGULATION; DRUG MECHANISM; DRUG SCREENING; ENZYME ACTIVITY; ENZYME REGULATION; FEMALE; IMMUNOHISTOCHEMISTRY; LIVER FUNCTION; MALE; NONHUMAN; PROTEIN EXPRESSION; RAT; TUMOR VOLUME; UPREGULATION; WESTERN BLOTTING; ABERRANT CRYPT FOCI; ANIMAL; BLOOD ANALYSIS; CHEMICALLY INDUCED; CHEMISTRY; COLORECTAL NEOPLASMS; DISEASE MODEL; DRUG EFFECTS; KIDNEY; LIVER; METABOLISM; OXIDATION REDUCTION REACTION; PATHOLOGY; TOXICITY TESTING;

ABERRANT CRYPT FOCI; ANIMALS; AZOXYMETHANE; BLOOD CHEMICAL ANALYSIS; BODY WEIGHT; CARCINOGENS; CHEMOPREVENTION; COLORECTAL NEOPLASMS; COPPER; DISEASE MODELS, ANIMAL; FEMALE; KIDNEY; LIVER; MALE; OXIDATION-REDUCTION; PROLIFERATING CELL NUCLEAR ANTIGEN; RATS; SCHIFF BASES; TOXICITY TESTS, ACUTE;

EID: 84897474888     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0091246     Document Type: Article

References (56)

1. Hu B, Elinav E, Huber S, Booth CJ, Strowig T, et al. (2010) Inflammation-induced tumorigenesis in the colon is regulated by caspase-1 and NLRC4. P. Natl. A. Sci. India A. 107, 21635-21640.
2. Beaver LM, Yu TW, Sokolowski EI, Williams DE, Dashwood, et al. (2012) 3, 3′-diindolylmethane, but not indol-3-carbinol, inhibits histone deacetylase activity in prostate cancer cells. Toxicol. Appl. Pharm. 3: 345-351.
3. Janakiram NB, Steele VE, Rao CV (2009) Estrogen receptor-β as a potential target for colon cancer prevention: chemoprevention of azoxymethane-induced colon carcinogenesis by raloxifene in F344 rats. Cancer Prev. Res. 2: 52-59.
4. Paul S, DeCastro AJ, Lee HJ, Smolarek AK, So JY, et al. (2010) Dietary intake of pterostilbene, a constituent of blueberries, inhibits the β-catenin/p65 downstream signaling pathway and colon carcinogenesis in rats. Carcinogenesis. 31: 1272-1278.
5. Tammali R, Reddy AB (2009) Aldose reductase deficiency in mice prevents azoxymethane-induced colonic preneoplastic aberrant crypt foci formation. Carcinogenesis.30(5): 799-807.
6. Poudyal D, Le PM (2012) A Hexane fraction of American ginseng suppresses mouse colitis and associated colon cancer: anti-inflammatory and proapoptotic mechanisms. Cancer Prev. Res.4, 685-696.
7. Kostova I (2006) Gold coordination complexes as anticancer agents. Anticancer Agents Med Chem Chemistry 6: 19-32.
8. Milacic V, Chen D, Ronconi L, Landis-Piwowar KR, Fregona D, et al. (2006) A novel anticancer gold (III) dithiocarbamate compound inhibits the activity of a purified 20S proteasome and 26S proteasome in human breast cancer cell cultures and xenografts. Cancer Res J 66:10478-10486. (Pubitemid 44799769)
9. Rosenberg B, Vancamp L (1969) Platinum compounds: a new class of potent antitumour agents. Nature 222: 385-386.
10. Ma ZY, Qiao X, Xie CZ, Shao J, Xu JY (2012) Activities of a novel Schiff Base copper (II) complex on growth inhibition and apoptosis induction toward MCF-7 human breast cancer cells via mitochondrial pathway. J. Inorg. Biochem. 117: 1-9
11. Easmon J, Pürstinger G, Heinisch G, Roth T, Fiebig HH, et al. (2001) Synthesis, cytotoxicity, and antitumor activity of copper (II) and iron (II) complexes of 4 N-azabicyclo [3.2. 2] nonanethiosemicarbazones derived from acyl diazines. J of med. chem 44: 2164-2171. (Pubitemid 32861775)
12. Liang F, Wu C, Lin H, Li T, Gao D, et al. (2003) Copper complex of hydroxyl-substituted triazamacrocyclic ligand and its antitumor activity. Bioorg Med ChemLett 13: 2469-2472. (Pubitemid 36830752)
13. Filomeni G, Cerchiaro G, Ferreira AMDC, De Martino A, Pedersen JZ (2007) Pro-apoptotic activity of novel Isatin-Schiff base copper (II) complexes depends on oxidative stress induction and organelle-selective damage. J. Biol. Chem 282: 12010-12021. (Pubitemid 47100713)
14. Qiao X, Ma ZY, Xie CZ, Xue F, Zhang YW, et al. (2011) Study on potential antitumor mechanism of a novel Schiff Base copper (II) complex: synthesis, crystal structure, DNA binding, cytotoxicity and apoptosis induction activity. J BiolInorgChem 105: 728-737.
15. Hajrezaie M, Golbabapour S, Hassandarvish P, Gwaram NS, Hadi AH, et al. (2012) Acute toxicity and gastroprotection studies of a new schiff base derived copper (II) complex against ethanol-induced acute gastric lesions in rats. PloS one 7, e51537.
16. Sheikhshoaie I, Saeednia S (2010) Synthesis, Characterization and Nonlinear Optical Properties of Four Novel Schiff Base Compounds. Arab J. Sci. Eng. 35: 53-60.
17. Datta R (2012) Biologically Important Schiff Bases and Their Transition Metal Complexes. Mapana-J. Sci. 11: 57-72.
18. Vančo J, Marek J, Trávníček Z, Račanská E, Muselík J, et al. (2008) Synthesis, structural characterization, antiradical and antidiabetic activities of copper (II) and zinc (II) Schiff base complexes derived from salicylaldehyde and β-alanine. J. Inorg. Biochem.102: 595-605. (Pubitemid 351375024)
19. da Silveira VC, Luz JS, Oliveira CC, Graziani I, Ciriolo MR, et al. (2008) Double-strand DNA cleavage induced by oxindole-Schiff base copper (II) complexes with potential antitumor activity. J. InorgBiochem. 102: 1090-1103.
20. Rey NA, Neves A, Silva PP, Paula F, Silveira JN, et al. (2009) A synthetic dinuclear copper (II) hydrolase and its potential as antitumoral: Cytotoxicity, cellular uptake, and DNA cleavage. J. Inorg. Biochem. 103: 1323-1330.
21. Chakraborty A, Kumar P, Ghosh K, Roy P (2010) Evaluation of a Schiff base copper complex compound as potent anticancer molecule with multiple targets of action. Eur. J. Pharmacol. 647: 1-12.
22. Majumder A, Rosair GM, Mallick A, Chattopadhyay N, Mitra S (2006) Synthesis, structures and fluorescence of nickel, zinc and cadmium complexes with the N, N, O-tridentate Schiff base-N-2-pyridylmethylidene-2- hydroxyphenylamine. Polyhedron. 25: 1753-1762.
23. Adsule S, Barve V, Chen D, Ahmed F, Dou QP, et al. (2006) Novel Schiff base copper complexes of quinoline-2 carboxaldehyde as proteasome inhibitors in human prostate cancer cells. J. Med. Chem.49: 7242-7246. (Pubitemid 44886011)
24. Illán-Cabeza NA, Hueso-Ureña F, Moreno-Carretero MN, Martínez-Martos JM, Ramírez-Expósito JM (2008) Synthesis, characterization and antiproliferative activity of metal complexes with the Schiff base derived from the condensation 1: 2 of 2, 6-diformyl-4-methylphenol and 5, 6-diamino-1, 3-dimethyluracil. J. Inorg. Biochem. 102: 647-655.
25. Sujarania S, Sironmani TA, Ramu A (2012) Synthesis, characterization and toxicity studies of schiff bases [2-(2, 2-diphenylethylimino) methyl) phenols] anchored silver nanoparticles. Dig. J. Nanomater. Bios.7:1843-1857.
26. Bawa S, Kumar S (2009) Synthesis of Schiff's bases of 8-methyltetrazolo (1, 5-a) quinoline as potential anti-inflammatory and antimicrobial agents. Indian J. Chem. Section B, Organic including medicinal 48:142.
27. Sondhi SM, Singh N, Kumar A, Lozach O, Meijer L (2006) Synthesis, anti-inflammatory, analgesic and kinase (CDK-1, CDK-5 and GSK-3) inhibition activity evaluation of benzimidazole/benzoxazole derivatives and some Schiff's bases. Bioorgan. Med. Chem. 14: 3758-3765.
28. Chemicals dofo. (2005) OECD Guideline for testing of chemicals. Available: http://www.oecd.org/chemicalsafety/testingofchemicals/Oecd guidelines for the testing of chemicals and related documents.htm. Accessed 2012 Nov 13.
29. Garber J, Barbee R, Bielitzki J, Clayton L, Donovan J, et al. (2010) Guide for the care and use of laboratory animals. Washington DC: National Academic Press.220 p.
30. Hanahan D, Weinberg RA (2011) Hallmarks of cancer: the next generation. Cell. 144: 646-674.
31. Chakraborty A, Kumar P, Ghosh K, Roy P (2010) Evaluation of a Schiff base copper complex compound as potent anticancer molecule with multiple targets of action. Eur. J. Pharmacol. 647: 1-12.
32. Gupta SC, Kim JH, Prasad S, Aggarwal BB (2010) Regulation of survival, proliferation, invasion, angiogenesis, and metastasis of tumor cells through modulation of inflammatory pathways by nutraceuticals. Cancer Metast Rev 29: 405-434.
33. Misra S, Toole BP, Ghatak S (2006) Hyaluronan constitutively regulates activation of multiple receptor tyrosine kinases in epithelial and carcinoma cells. J Biol Chem 281: 34936-34941. (Pubitemid 46036532)
34. Yang H, Chen D, Cui QC, Yuan X, Dou QP (2006) Celastrol, a triterpene extracted from the Chinese "Thunder of God Vine," is a potent proteasome inhibitor and suppresses human prostate cancer growth in nude mice. Cancer research 66: 4758-4765.
35. Dou QP, Li B (1999) Proteasome inhibitors as potential novel anticancer agents. Drug Resist Update 2: 215-223. (Pubitemid 29526245)
36. Xiao Y, Bi C, Fan Y, Cui C, Zhang X., et al. (2008) L-glutamine Schiff base copper complex as a proteasome inhibitor and an apoptosis inducer in human cancer cells. Int. J. Oncol 33: 1073-1079.
37. Faris Me, AI E, Takruri HR, Shomaf MS, Bustanji YK (2009) Chemopreventive effect of raw and cooked lentils (Lens culinaris L) and soybeans (Glycine max) against azoxymethane-induced aberrant crypt foci. Nutr. Res. 29: 355-362.
38. Velmurugan B, Singh RP, Agarwal R, Agarwal C (2010) Dietary-feeding of grape seed extract prevents azoxymethane-induced colonic aberrant crypt foci formation in fischer 344 rats. Mol Carcinogen. 49: 641-652.
39. Takayama T. Katsuki S, Takahashi Y. Ohi M, Nojiri S, et al. (1998) Aberrant crypt foci of the colon as precursors of adenoma and cancer. New Engl. J. Med. 339: 1277-1284 (Pubitemid 28496193)
40. Karthik Kumar V, Vennila S, Nalini N (2010) Inhibitory effect of morin on DMH-induced biochemical changes and aberrant crypt foci formation in experimental colon carcinogenesis. Environ Toxicol. Phar. 29:50-57.
41. Suzuki R, Kohno H, Sugie S, Sasaki K, Yoshimura, et al. (2004) Preventive effects of extract of leaves of ginkgo (Ginkgo biloba) and its component bilobalide on azoxymethane-induced colonic aberrant crypt foci in rats. Cancer letters 210: 159-169. (Pubitemid 38748686)
42. Kohno H, Maeda M, Honjo S, Murakami M, Shimada R, et al. (1999) Prevention of Colonic Preneoplasic Lesions by the β-Cryptoxanthin and Hesperidin Rich Powder Prepared from Citrus Unshiu Marc. Juice in Male F344 Rats. J. Toxicol. Pathol.12:209.
43. Carrer A, Giacca M, Giacca M (2013) Molecular Parameters for Prognostic and Predictive Assessment in Colorectal Cancer. In Rectal Cancer. 41-62.
44. Lipkin M, Blattner WE, Fraumeni JF, Lynch HT, Deschner E (1983) Tritiated thymidine (Qp, Qh) labeling distribution as a marker for hereditary predisposition to colon cancer. Cancer Res 43: 1899-1904. (Pubitemid 13122601)
45. de Leon MP, Roncucci L, Di Donato P, Tassi L, Smerieri O (1988) Pattern of epithelial cell proliferation in colorectal mucosa of normal subjects and of patients with adenomatous polyps or cancer of the large bowel. Cancer Res 48: 4121-4126.
46. Deschner EE, Long FC, Hakissian M, Herrmann SL (1983) Differential susceptibility of AKR, C57BL/6J, and CF1 mice to 1, 2-dimethylhydrazine-induced colonic tumor formation predicted by proliferative characteristics of colonic epithelial cells. J Natl Cancer Inst 70: 279-282. (Pubitemid 13164023)
47. Al-Numair NS, Martin AC (2013) The SAAP pipeline and database: tools to analyze the impact and predict the pathogenicity of mutations. Bmc Genomics. 14: 1-11.
48. Komiya M, Fujii G, Takahashi M, Iigo M, Mutoh M (2013) Prevention and Intervention Trials for Colorectal Cancer. Jpn. J. Clin.Oncol.
49. Bocci V (2013) new method for the activation of the cellular antioxidant systemOxid.Antioxid. Med. Sci. 2(3):149-154.
50. Essa MM, Guillemin GJ, Waly MI., Al-Sharbati MM, Al-Farsi YM, et al. (2012) Increased markers of oxidative stress in autistic children of the sultanate of oman. Biol. Trace Elem. Res. 147, 25-27.
51. Ha H, Shin HJ, Feitelson MA, Yu DY (2010) Oxidative stress and antioxidants in hepatic pathogenesis. World J. Gastroenterol. 16: 6035.
52. Lee JS, Jung WK, Jeong MH, Yoon TR, Kim HK (2012) Sanguinarine induces apoptosis of HT-29 human colon cancer cells via the regulation of Bax/Bcl-2 ratio and caspase-9-dependent pathway. Int.J. Toxicol 31, 70-77.
53. Carroll RE, Goodlad RA, Poole AJ, Tyner AL, Robey RB, et al. (2009) Reduced susceptibility to azoxymethane-induced aberrant crypt foci formation and colon cancer in growth hormone deficient rats. Growth Horm IGF Res.19, 447-456.
54. Jääskeläine M, Nieminen A, Pökkylä RM, Kauppinen M, Liakka A, et al. (2010) Regulation of cell death in human fetal and adult ovaries - Role of Bok and Bcl-2.Mol. Cell Endocrinol. 330, 17-24.
55. Khare S, Mustafi R, Cerda S, Yuan W, Jagadeeswaran S, et al. (2008) Ursodeoxycholic acid suppresses COX-2 expression in colon cancer: roles of Ras, p38, and CCAAT/enhancer-binding protein. NutrCancer 60, 389-400. (Pubitemid 351601376)
56. Zhang X, Bi C, Fan Y, Cui Q, Chen D (2008) Induction of tumor cell apoptosis by taurine Schiff base copper complex is associated with the inhibition of proteasomal activity. International journal of molecular medicine 22: 677-682.