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Volumn 65, Issue 3, 2013, Pages 411-422

N′-Formyl-2-(5-nitrothiophen-2-yl)benzothiazole-6-carbohydrazide as a potential anti-tumour agent for prostate cancer in experimental studies

Author keywords

anti tumour effect; benzothiazole derivatives; neoangiogenesis; prostate cancer

Indexed keywords

ANTINEOPLASTIC AGENT; BENZOTHIAZOLE DERIVATIVE; GELATINASE B; N' FORMYL 2 (5 NITROTHIOPHEN 2 YL)BENZOTHIAZOLE 6 CARBOHYDRAZIDE; UNCLASSIFIED DRUG; ANGIOGENESIS INHIBITOR; HYDRAZINE DERIVATIVE; MMP9 PROTEIN, HUMAN; N'-FORMYL-2-(5-NITROTHIOPHEN-2-YL)BENZOTHIAZOLE-6-CARBOHYDRAZIDE;

EID: 84873079915     PISSN: 00223573     EISSN: 20427158     Source Type: Journal    
DOI: 10.1111/j.2042-7158.2012.01607.x     Document Type: Article
Times cited : (11)

References (48)
  • 1
    • 84855792427 scopus 로고    scopus 로고
    • Cancer statistics, 2012
    • Siegel R, et al. Cancer statistics, 2012. CA Cancer J Clin 2012; 62: 10-29.
    • (2012) CA Cancer J Clin , vol.62 , pp. 10-29
    • Siegel, R.1
  • 2
    • 33748470123 scopus 로고    scopus 로고
    • Defining biochemical recurrence of prostate cancer after radical prostatectomy: A proposal for a standardized definition
    • Stephenson AJ, et al. Defining biochemical recurrence of prostate cancer after radical prostatectomy: a proposal for a standardized definition. J Clin Oncol 2006; 24: 3973-3978.
    • (2006) J Clin Oncol , vol.24 , pp. 3973-3978
    • Stephenson, A.J.1
  • 3
    • 79952253824 scopus 로고    scopus 로고
    • EAU guidelines on prostate cancer. Part II: Treatment of advanced, relapsing, and castration-resistant prostate cancer
    • Mottet N, et al. EAU guidelines on prostate cancer. Part II: treatment of advanced, relapsing, and castration-resistant prostate cancer. Eur Urol 2011; 59: 572-583.
    • (2011) Eur Urol , vol.59 , pp. 572-583
    • Mottet, N.1
  • 4
    • 7044264531 scopus 로고    scopus 로고
    • Synthesis of new benzothiazole incorporated sulphonamides as potent anticonvulsants. Indian
    • Alam M, Siddiqui N,. Synthesis of new benzothiazole incorporated sulphonamides as potent anticonvulsants. Indian. J Heterocycl Chem 2004; 13: 361-364.
    • (2004) J Heterocycl Chem , vol.13 , pp. 361-364
    • Alam, M.1    Siddiqui, N.2
  • 5
    • 17444363340 scopus 로고    scopus 로고
    • Structural modifications and antimicrobial activity of N-cycloalkenyl-2-acylalkylidene-2,3-dihydro-1,3-benzothiazoles
    • Latrofa A, et al. Structural modifications and antimicrobial activity of N-cycloalkenyl-2-acylalkylidene-2,3-dihydro-1,3-benzothiazoles. Farmaco 2005; 60: 291-297.
    • (2005) Farmaco , vol.60 , pp. 291-297
    • Latrofa, A.1
  • 6
    • 84859729348 scopus 로고    scopus 로고
    • Recent advances on structural modifications of benzothiazoles and their conjugate systems as potential chemotherapeutics
    • Ahmed K, et al. Recent advances on structural modifications of benzothiazoles and their conjugate systems as potential chemotherapeutics. Expert Opin Investig Drugs 2012; 21: 619-635.
    • (2012) Expert Opin Investig Drugs , vol.21 , pp. 619-635
    • Ahmed, K.1
  • 7
    • 33745113189 scopus 로고    scopus 로고
    • 2-(4-aminophenyl) benzothiazole: A potent and selective pharmacophore with novel mechanistic action towards various tumour cell lines
    • Dubey R, et al. 2-(4-aminophenyl) benzothiazole: a potent and selective pharmacophore with novel mechanistic action towards various tumour cell lines. Mini Rev Med Chem 2006; 6: 633-637.
    • (2006) Mini Rev Med Chem , vol.6 , pp. 633-637
    • Dubey, R.1
  • 8
    • 79956189825 scopus 로고    scopus 로고
    • Inhibition of TNF-alpha-mediated inflammatory responses by a benzodioxolylacetylamino-linked benzothiazole analog in human fibroblast-like synoviocytes
    • Lee YR, et al. Inhibition of TNF-alpha-mediated inflammatory responses by a benzodioxolylacetylamino-linked benzothiazole analog in human fibroblast-like synoviocytes. Biochem Biophys Res Commun 2011; 408: 625-629.
    • (2011) Biochem Biophys Res Commun , vol.408 , pp. 625-629
    • Lee, Y.R.1
  • 9
    • 0035000670 scopus 로고    scopus 로고
    • Proteases in invasion: Matrix metalloproteinases
    • Stetler-Stevenson WG, Yu AE,. Proteases in invasion: matrix metalloproteinases. Semin Cancer Biol 2001; 11: 143-152.
    • (2001) Semin Cancer Biol , vol.11 , pp. 143-152
    • Stetler-Stevenson, W.G.1    Yu, A.E.2
  • 10
    • 0022445670 scopus 로고
    • Rapid colorimetric assay for cell growth and survival. Modifications to the tetrazolium dye procedure giving improved sensitivity and reliability
    • Denizot F, Lang R,. Rapid colorimetric assay for cell growth and survival. Modifications to the tetrazolium dye procedure giving improved sensitivity and reliability. J Immunol Methods 1986; 89: 271-277.
    • (1986) J Immunol Methods , vol.89 , pp. 271-277
    • Denizot, F.1    Lang, R.2
  • 11
    • 79955578453 scopus 로고    scopus 로고
    • New 4-maleamic acid and 4-maleamide peptidyl chalcones as potential multitarget drugs for human prostate cancer
    • Rodrigues J, et al. New 4-maleamic acid and 4-maleamide peptidyl chalcones as potential multitarget drugs for human prostate cancer. Pharm Res 2011; 28: 907-919.
    • (2011) Pharm Res , vol.28 , pp. 907-919
    • Rodrigues, J.1
  • 12
    • 37549007617 scopus 로고    scopus 로고
    • Cytotoxic and apoptosis-inducing effect of ent-15-oxo-kaur-16-en-19-oic acid, a derivative of grandiflorolic acid from Espeletia schultzii
    • Ruiz Y, et al. Cytotoxic and apoptosis-inducing effect of ent-15-oxo-kaur-16-en-19-oic acid, a derivative of grandiflorolic acid from Espeletia schultzii. Phytochemistry 2008; 69: 432-438.
    • (2008) Phytochemistry , vol.69 , pp. 432-438
    • Ruiz, Y.1
  • 13
    • 29144478789 scopus 로고    scopus 로고
    • Dynamic monitoring of cell adhesion and spreading on microelectronic sensor arrays
    • Atienza JM, et al. Dynamic monitoring of cell adhesion and spreading on microelectronic sensor arrays. J Biomol Screen 2005; 10: 795-805.
    • (2005) J Biomol Screen , vol.10 , pp. 795-805
    • Atienza, J.M.1
  • 14
    • 21644435059 scopus 로고    scopus 로고
    • Wound-healing assay
    • Rodriguez LG, et al. Wound-healing assay. Methods Mol Biol 2005; 294: 23-29.
    • (2005) Methods Mol Biol , vol.294 , pp. 23-29
    • Rodriguez, L.G.1
  • 15
    • 77954175051 scopus 로고    scopus 로고
    • Novel compounds with antiangiogenic and antiproliferative potency for growth control of testicular germ cell tumours
    • Nitzsche B, et al. Novel compounds with antiangiogenic and antiproliferative potency for growth control of testicular germ cell tumours. Br J Cancer 2010; 103: 18-28.
    • (2010) Br J Cancer , vol.103 , pp. 18-28
    • Nitzsche, B.1
  • 16
    • 33749005083 scopus 로고    scopus 로고
    • Resistance to ursodeoxycholic acid-induced growth arrest can also result in resistance to deoxycholic acid-induced apoptosis and increased tumorgenicity
    • Powell AA, et al. Resistance to ursodeoxycholic acid-induced growth arrest can also result in resistance to deoxycholic acid-induced apoptosis and increased tumorgenicity. BMC Cancer 2006; 6: 219.
    • (2006) BMC Cancer , vol.6 , pp. 219
    • Powell, A.A.1
  • 17
    • 0021345457 scopus 로고
    • Liposomal amphotericin B is toxic to fungal cells but not to mammalian cells
    • Mehta R, et al. Liposomal amphotericin B is toxic to fungal cells but not to mammalian cells. Biochim Biophys Acta 1984; 770: 230-234.
    • (1984) Biochim Biophys Acta , vol.770 , pp. 230-234
    • Mehta, R.1
  • 18
    • 0000345763 scopus 로고
    • Bench-top bioassay for the discovery of bioactive natural products: An update
    • McLaughlin JL, et al. Bench-top bioassay for the discovery of bioactive natural products: an update. In:, Rahman A, ed. Studies in Natural Products Chemistry. Amsterdam: Elsevier, 1991: 383-409.
    • (1991) Studies in Natural Products Chemistry , pp. 383-409
    • McLaughlin, J.L.1
  • 19
    • 0027241159 scopus 로고
    • A microwell cytotoxicity assay using Artemia salina (brine shrimp)
    • Solis PN, et al. A microwell cytotoxicity assay using Artemia salina (brine shrimp). Planta Med 1993; 59: 250-252.
    • (1993) Planta Med , vol.59 , pp. 250-252
    • Solis, P.N.1
  • 20
    • 0036145133 scopus 로고    scopus 로고
    • Recommendations for the health monitoring of rodent and rabbit colonies in breeding and experimental units
    • Nicklas W, et al. Recommendations for the health monitoring of rodent and rabbit colonies in breeding and experimental units. Lab Anim 2002; 36: 20-42.
    • (2002) Lab Anim , vol.36 , pp. 20-42
    • Nicklas, W.1
  • 21
    • 79955613321 scopus 로고    scopus 로고
    • A mathematical model for tumor volume evaluation using two-dimensions
    • Feldman JP, et al. A mathematical model for tumor volume evaluation using two-dimensions. J Appl Quant Methods 2009; 4: 455-462.
    • (2009) J Appl Quant Methods , vol.4 , pp. 455-462
    • Feldman, J.P.1
  • 22
    • 84866738808 scopus 로고    scopus 로고
    • Effect of quinolinyl acrylate derivatives on prostate cancer in vitro and in vivo
    • Rodrigues JR, et al. Effect of quinolinyl acrylate derivatives on prostate cancer in vitro and in vivo. Invest New Drugs 2011; 30: 1426-1433.
    • (2011) Invest New Drugs , vol.30 , pp. 1426-1433
    • Rodrigues, J.R.1
  • 23
    • 34249814317 scopus 로고    scopus 로고
    • Dequalinium induces cell death in human leukemia cells by early mitochondrial alterations which enhance ROS production
    • Sancho P, et al. Dequalinium induces cell death in human leukemia cells by early mitochondrial alterations which enhance ROS production. Leuk Res 2007; 31: 969-978.
    • (2007) Leuk Res , vol.31 , pp. 969-978
    • Sancho, P.1
  • 24
    • 79957908426 scopus 로고    scopus 로고
    • The use of mitochondrial targeting resveratrol liposomes modified with a dequalinium polyethylene glycol-distearoylphosphatidyl ethanolamine conjugate to induce apoptosis in resistant lung cancer cells
    • Wang XX, et al. The use of mitochondrial targeting resveratrol liposomes modified with a dequalinium polyethylene glycol-distearoylphosphatidyl ethanolamine conjugate to induce apoptosis in resistant lung cancer cells. Biomaterials 2011; 32: 5673-5687.
    • (2011) Biomaterials , vol.32 , pp. 5673-5687
    • Wang, X.X.1
  • 25
    • 40949159866 scopus 로고    scopus 로고
    • Oxidative stress is inherent in prostate cancer cells and is required for aggressive phenotype
    • Kumar B, et al. Oxidative stress is inherent in prostate cancer cells and is required for aggressive phenotype. Cancer Res 2008; 68: 1777-1785.
    • (2008) Cancer Res , vol.68 , pp. 1777-1785
    • Kumar, B.1
  • 26
    • 0016318441 scopus 로고
    • Cellular tumorigenicity in nude mice: Correlation with cell growth in semi-solid medium
    • Freedman VH, Shin SI,. Cellular tumorigenicity in nude mice: correlation with cell growth in semi-solid medium. Cell 1974; 3: 355-359.
    • (1974) Cell , vol.3 , pp. 355-359
    • Freedman, V.H.1    Shin, S.I.2
  • 27
    • 77955551619 scopus 로고    scopus 로고
    • Synthesis and antimicrobial activity of some new thiazole, thiophene and pyrazole derivatives containing benzothiazole moiety
    • Bondock S, et al. Synthesis and antimicrobial activity of some new thiazole, thiophene and pyrazole derivatives containing benzothiazole moiety. Eur J Med Chem 2010; 45: 3692-3701.
    • (2010) Eur J Med Chem , vol.45 , pp. 3692-3701
    • Bondock, S.1
  • 28
    • 33645999638 scopus 로고    scopus 로고
    • Anti-tumor drug candidate 2-(4-amino-3-methylphenyl)-5- fluorobenzothiazole induces single-strand breaks and DNA-protein cross-links in sensitive MCF-7 breast cancer cells
    • Brantley E, et al. Anti-tumor drug candidate 2-(4-amino-3-methylphenyl)- 5-fluorobenzothiazole induces single-strand breaks and DNA-protein cross-links in sensitive MCF-7 breast cancer cells. Cancer Chemother Pharmacol 2006; 58: 62-72.
    • (2006) Cancer Chemother Pharmacol , vol.58 , pp. 62-72
    • Brantley, E.1
  • 29
    • 79959748949 scopus 로고    scopus 로고
    • Benzisothiazolyliminothiazolidin-4-ones with chondroprotective properties: Searching for potent and selective inhibitors of MMP-13
    • Vicini P, et al. Benzisothiazolyliminothiazolidin-4-ones with chondroprotective properties: searching for potent and selective inhibitors of MMP-13. ChemMedChem 2011; 6: 1199-1202.
    • (2011) ChemMedChem , vol.6 , pp. 1199-1202
    • Vicini, P.1
  • 30
    • 79952188471 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of imidazolo[2,1-b]benzothiazole derivatives, as potential p53 inhibitors
    • Christodoulou MS, et al. Synthesis and biological evaluation of imidazolo[2,1-b]benzothiazole derivatives, as potential p53 inhibitors. Bioorg Med Chem 2011; 19: 1649-1657.
    • (2011) Bioorg Med Chem , vol.19 , pp. 1649-1657
    • Christodoulou, M.S.1
  • 31
    • 0037334157 scopus 로고    scopus 로고
    • Genotoxic profiling of MCF-7 breast cancer cell line elucidates gene expression modifications underlying toxicity of the anticancer drug 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole
    • Monks A, et al. Genotoxic profiling of MCF-7 breast cancer cell line elucidates gene expression modifications underlying toxicity of the anticancer drug 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole. Mol Pharmacol 2003; 63: 766-772.
    • (2003) Mol Pharmacol , vol.63 , pp. 766-772
    • Monks, A.1
  • 32
    • 41649089282 scopus 로고    scopus 로고
    • Synthesis and anti-cancer activity of benzothiazole containing phthalimide on human carcinoma cell lines
    • Kok SH, et al. Synthesis and anti-cancer activity of benzothiazole containing phthalimide on human carcinoma cell lines. Bioorg Med Chem 2008; 16: 3626-3631.
    • (2008) Bioorg Med Chem , vol.16 , pp. 3626-3631
    • Kok, S.H.1
  • 33
    • 77955472125 scopus 로고    scopus 로고
    • Synthesis, and biological evaluation of 2-(4-aminophenyl)benzothiazole derivatives as photosensitizing agents
    • Hu WP, et al. Synthesis, and biological evaluation of 2-(4-aminophenyl)benzothiazole derivatives as photosensitizing agents. Bioorg Med Chem 2010; 18: 6197-6207.
    • (2010) Bioorg Med Chem , vol.18 , pp. 6197-6207
    • Hu, W.P.1
  • 34
    • 77953773495 scopus 로고    scopus 로고
    • Evaluation of Re and (99m)Tc complexes of 2-(4′-aminophenyl) benzothiazole as potential breast cancer radiopharmaceuticals
    • Tzanopoulou S, et al. Evaluation of Re and (99m)Tc complexes of 2-(4′-aminophenyl)benzothiazole as potential breast cancer radiopharmaceuticals. J Med Chem 2010; 53: 4633-4641.
    • (2010) J Med Chem , vol.53 , pp. 4633-4641
    • Tzanopoulou, S.1
  • 35
    • 0034695110 scopus 로고    scopus 로고
    • Assessment of potential mutagenic activities of a novel benzothiazole MAO-A inhibitor E2011 using Salmonella typhimurium YG1029
    • Sato G, et al. Assessment of potential mutagenic activities of a novel benzothiazole MAO-A inhibitor E2011 using Salmonella typhimurium YG1029. Mutat Res 2000; 472: 163-169.
    • (2000) Mutat Res , vol.472 , pp. 163-169
    • Sato, G.1
  • 36
    • 5144222916 scopus 로고    scopus 로고
    • Constitutive and inducible expression of cytochromes P4501A (CYP1A1 and CYP1A2) in normal prostate and prostate cancer cells
    • Sterling KM, Jr, Cutroneo KR,. Constitutive and inducible expression of cytochromes P4501A (CYP1A1 and CYP1A2) in normal prostate and prostate cancer cells. J Cell Biochem 2004; 91: 423-429.
    • (2004) J Cell Biochem , vol.91 , pp. 423-429
    • Sterling, Jr.K.M.1    Cutroneo, K.R.2
  • 37
    • 84865478212 scopus 로고    scopus 로고
    • Cytochrome P450 1A1-mediated anticancer drug discovery: In silico findings
    • Nandekar PP, Sangamwar AT,. Cytochrome P450 1A1-mediated anticancer drug discovery: in silico findings. Expert Opin Drug Discov 2012; 7: 771-789.
    • (2012) Expert Opin Drug Discov , vol.7 , pp. 771-789
    • Nandekar, P.P.1    Sangamwar, A.T.2
  • 38
    • 0036463840 scopus 로고    scopus 로고
    • Preclinical evaluation of amino acid prodrugs of novel antitumor 2-(4-amino-3-methylphenyl)benzothiazoles
    • Bradshaw TD, et al. Preclinical evaluation of amino acid prodrugs of novel antitumor 2-(4-amino-3-methylphenyl)benzothiazoles. Mol Cancer Ther 2002; 1: 239-246.
    • (2002) Mol Cancer Ther , vol.1 , pp. 239-246
    • Bradshaw, T.D.1
  • 39
    • 12344263872 scopus 로고    scopus 로고
    • In vitro, in vivo, and in silico analyses of the antitumor activity of 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazoles
    • Leong CO, et al. In vitro, in vivo, and in silico analyses of the antitumor activity of 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazoles. Mol Cancer Ther 2004; 3: 1565-1575.
    • (2004) Mol Cancer Ther , vol.3 , pp. 1565-1575
    • Leong, C.O.1
  • 40
    • 66649084074 scopus 로고    scopus 로고
    • Assessing the metabolic competence of sandwich-cultured mouse primary hepatocytes
    • Mathijs K, et al. Assessing the metabolic competence of sandwich-cultured mouse primary hepatocytes. Drug Metab Dispos 2009; 37: 1305-1311.
    • (2009) Drug Metab Dispos , vol.37 , pp. 1305-1311
    • Mathijs, K.1
  • 41
    • 3242805932 scopus 로고    scopus 로고
    • The role of cell adhesion molecule in cancer progression and its application in cancer therapy
    • Okegawa T, et al. The role of cell adhesion molecule in cancer progression and its application in cancer therapy. Acta Biochim Pol 2004; 51: 445-457.
    • (2004) Acta Biochim Pol , vol.51 , pp. 445-457
    • Okegawa, T.1
  • 42
    • 0036734093 scopus 로고    scopus 로고
    • A reevaluation of integrins as regulators of angiogenesis
    • Hynes RO,. A reevaluation of integrins as regulators of angiogenesis. Nat Med 2002; 8: 918-921.
    • (2002) Nat Med , vol.8 , pp. 918-921
    • Hynes, R.O.1
  • 43
    • 6344231716 scopus 로고    scopus 로고
    • Guiding cell migration through directed extension and stabilization of pseudopodia
    • Chodniewicz D, Klemke RL,. Guiding cell migration through directed extension and stabilization of pseudopodia. Exp Cell Res 2004; 301: 31-37.
    • (2004) Exp Cell Res , vol.301 , pp. 31-37
    • Chodniewicz, D.1    Klemke, R.L.2
  • 44
    • 0030890708 scopus 로고    scopus 로고
    • Manipulating angiogenesis. from basic science to the bedside
    • Pepper MS,. Manipulating angiogenesis. From basic science to the bedside. Arterioscler Thromb Vasc Biol 1997; 17: 605-619.
    • (1997) Arterioscler Thromb Vasc Biol , vol.17 , pp. 605-619
    • Pepper, M.S.1
  • 45
    • 0027474009 scopus 로고
    • Matrix metalloproteinases: A review
    • Birkedal-Hansen H, et al. Matrix metalloproteinases: a review. Crit Rev Oral Biol Med 1993; 4: 197-250.
    • (1993) Crit Rev Oral Biol Med , vol.4 , pp. 197-250
    • Birkedal-Hansen, H.1
  • 46
    • 5444219883 scopus 로고    scopus 로고
    • Matrix metalloproteinases in cancer: From new functions to improved inhibition strategies
    • Folgueras AR, et al. Matrix metalloproteinases in cancer: from new functions to improved inhibition strategies. Int J Dev Biol 2004; 48: 411-424.
    • (2004) Int J Dev Biol , vol.48 , pp. 411-424
    • Folgueras, A.R.1
  • 47
    • 0037036679 scopus 로고    scopus 로고
    • Contributions of stromal metalloproteinase-9 to angiogenesis and growth of human ovarian carcinoma in mice
    • Huang S, et al. Contributions of stromal metalloproteinase-9 to angiogenesis and growth of human ovarian carcinoma in mice. J Natl Cancer Inst 2002; 94: 1134-1142.
    • (2002) J Natl Cancer Inst , vol.94 , pp. 1134-1142
    • Huang, S.1
  • 48
    • 2642595021 scopus 로고
    • Correlation of patterns of anchorage-independent growth with in vivo behavior of cells from a murine fibrosarcoma
    • Cifone MA, Fidler IJ,. Correlation of patterns of anchorage-independent growth with in vivo behavior of cells from a murine fibrosarcoma. Proc Natl Acad Sci U S A 1980; 77: 1039-1043.
    • (1980) Proc Natl Acad Sci U S A , vol.77 , pp. 1039-1043
    • Cifone, M.A.1    Fidler, I.J.2


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