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Volumn 231, Issue , 2015, Pages 1-9

A novel pyrazolone-based derivative induces apoptosis in human esophageal cells via reactive oxygen species (ROS) generation and caspase-dependent mitochondria-mediated pathway

Author keywords

Apoptosis; Cadmium; Eca 109 cells; Mitochondrial pathway; Pyrazolone based derivative

Indexed keywords

CASPASE; CASPASE 3; CASPASE 9; FLUORESCEIN ISOTHIOCYANATE; LIPOCORTIN 5; NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE; PYRAZOLONE DERIVATIVE; REACTIVE OXYGEN METABOLITE; ANTINEOPLASTIC AGENT; CADMIUM; PYRAZOLONE;

EID: 84923915424     PISSN: 00092797     EISSN: 18727786     Source Type: Journal    
DOI: 10.1016/j.cbi.2015.02.004     Document Type: Article
Times cited : (28)

References (35)
  • 1
    • 0014691619 scopus 로고
    • Platinum compounds: A new class of potent antitumour agents
    • B. Rosenberg, L. VanCamp, J.E. Trosko, and V.H. Mansour Platinum compounds: a new class of potent antitumour agents Nature 222 1969 385 386
    • (1969) Nature , vol.222 , pp. 385-386
    • Rosenberg, B.1    Vancamp, L.2    Trosko, J.E.3    Mansour, V.H.4
  • 2
    • 0036273321 scopus 로고    scopus 로고
    • Vanadium in cancer treatment
    • A.M. Evangelou Vanadium in cancer treatment Crit. Rev. Oncol. Hematol. 42 2002 249 265 10.1016/S1040-8428(01)00221-9
    • (2002) Crit. Rev. Oncol. Hematol. , vol.42 , pp. 249-265
    • Evangelou, A.M.1
  • 4
    • 0034502646 scopus 로고    scopus 로고
    • Crystal structure and antitumor activity of some rare earth metal complexes with schiff base
    • Z.Y. Yang, R.D. Yang, F.S. Li, and K.B. Yu Crystal structure and antitumor activity of some rare earth metal complexes with schiff base Polyhedron 19 2000 2599 2604 10.1016/S0277-5387(00)00562-3
    • (2000) Polyhedron , vol.19 , pp. 2599-2604
    • Yang, Z.Y.1    Yang, R.D.2    Li, F.S.3    Yu, K.B.4
  • 5
    • 84883885582 scopus 로고    scopus 로고
    • A new pyrazolone based ternary Cu(II) complex: Synthesis, characterization, crystal structure, DNA binding, protein binding and anti-cancer activity towards A549 human lung carcinoma cells with a minimum cytotoxicity to non-cancerous cells
    • K.M. Vyas, R.N. Jadeja, D. Patel, R.V. Devkar, and V.K. Gupta A new pyrazolone based ternary Cu(II) complex: synthesis, characterization, crystal structure, DNA binding, protein binding and anti-cancer activity towards A549 human lung carcinoma cells with a minimum cytotoxicity to non-cancerous cells Polyhedron 65 2013 262 274 10.1016/j.poly.2013.08.051
    • (2013) Polyhedron , vol.65 , pp. 262-274
    • Vyas, K.M.1    Jadeja, R.N.2    Patel, D.3    Devkar, R.V.4    Gupta, V.K.5
  • 6
    • 84876709161 scopus 로고    scopus 로고
    • Syntheses, crystal structures and luminescent properties of four Zn(II) coordination polymers with pyrazolone derivatives and 4,4′-bipyridine
    • G.C. Xu, L. Zhang, Y.H. Zhang, J.X. Guo, M.Q. Shi, and D.Z. Jia Syntheses, crystal structures and luminescent properties of four Zn(II) coordination polymers with pyrazolone derivatives and 4,4′-bipyridine CrystEngComm 15 2013 2873 2880 10.1039/C3CE27049A
    • (2013) CrystEngComm , vol.15 , pp. 2873-2880
    • Xu, G.C.1    Zhang, L.2    Zhang, Y.H.3    Guo, J.X.4    Shi, M.Q.5    Jia, D.Z.6
  • 7
    • 84874403478 scopus 로고    scopus 로고
    • Syntheses, structure diversity and properties of complexes with 4-acyl pyrazolone salicylidene hydrazide derivatives
    • L. Zhang, G.C. Xu, Y. Yang, J.X. Guo, and D.Z. Jia Syntheses, structure diversity and properties of complexes with 4-acyl pyrazolone salicylidene hydrazide derivatives Dalton Trans. 42 2013 4248 4257 10.1039/c2dt32641h
    • (2013) Dalton Trans. , vol.42 , pp. 4248-4257
    • Zhang, L.1    Xu, G.C.2    Yang, Y.3    Guo, J.X.4    Jia, D.Z.5
  • 8
    • 37349075840 scopus 로고    scopus 로고
    • Syntheses, characterization and crystal structures of mixed-ligand Cu(II), Ni(II) and Mn(II) complexes of N-(1-phenyl-3-methyl-4-propenylidene-5-pyrazolone)-salicylidene hydrazide containing ethanol or pyridine as a co-ligand
    • G.C. Xu, L. Zhang, L. Liu, G.F. Liu, and D.Z. Jia Syntheses, characterization and crystal structures of mixed-ligand Cu(II), Ni(II) and Mn(II) complexes of N-(1-phenyl-3-methyl-4-propenylidene-5-pyrazolone)-salicylidene hydrazide containing ethanol or pyridine as a co-ligand Polyhedron 27 2008 12 24 10.1016/j.poly.2007.08.045
    • (2008) Polyhedron , vol.27 , pp. 12-24
    • Xu, G.C.1    Zhang, L.2    Liu, L.3    Liu, G.F.4    Jia, D.Z.5
  • 9
    • 72049100952 scopus 로고    scopus 로고
    • Anticancer activity, structure, and theoretical calculation of N-(1-phenyl-3-methyl-4-propyl-pyrazolone-5)-salicylidene hydrazone and its copper(II) complex
    • Y.H. Zhang, L. Zhang, L. Liu, J.X. Guo, D.L. Wu, G.C. Xu, X.H. Wang, and D.Z. Jia Anticancer activity, structure, and theoretical calculation of N-(1-phenyl-3-methyl-4-propyl-pyrazolone-5)-salicylidene hydrazone and its copper(II) complex Inorg. Chim. Acta 363 2010 289 293 10.1016/j.ica.2009.08.017
    • (2010) Inorg. Chim. Acta , vol.363 , pp. 289-293
    • Zhang, Y.H.1    Zhang, L.2    Liu, L.3    Guo, J.X.4    Wu, D.L.5    Xu, G.C.6    Wang, X.H.7    Jia, D.Z.8
  • 10
    • 27744457386 scopus 로고    scopus 로고
    • Synthesis and biological activity of N,N-dialkylaminoalkyl-substituted bisindolyl and diphenyl pyrazolone derivatives
    • M.F. Brana, A. Gradillas, A.G. Ovalles, B. Lopez, N. Acero, F. Llinares, and D.M. Mingarro Synthesis and biological activity of N,N-dialkylaminoalkyl-substituted bisindolyl and diphenyl pyrazolone derivatives Bioorg. Med. Chem. 14 2006 9 16 10.1016/j.bmc.2005.09.059
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 9-16
    • Brana, M.F.1    Gradillas, A.2    Ovalles, A.G.3    Lopez, B.4    Acero, N.5    Llinares, F.6    Mingarro, D.M.7
  • 11
    • 67651121887 scopus 로고    scopus 로고
    • Synthesis, biological evaluation, and SAR study of novel pyrazole analogues as inhibitors of Mycobacterium tuberculosis: Part 2. Synthesis of rigid pyrazolones
    • D. Castagnolo, F. Manetti, M. Radi, B. Bechi, M Pagano, A. De Logu, R. Meleddu, M. Saddi, and M. Botta Synthesis, biological evaluation, and SAR study of novel pyrazole analogues as inhibitors of Mycobacterium tuberculosis: Part 2. Synthesis of rigid pyrazolones Bioorg. Med. Chem. 17 2009 5716 5721 10.1016/j.bmc.2009.05.058
    • (2009) Bioorg. Med. Chem. , vol.17 , pp. 5716-5721
    • Castagnolo, D.1    Manetti, F.2    Radi, M.3    Bechi, B.4    Pagano, M.5    De Logu, A.6    Meleddu, R.7    Saddi, M.8    Botta, M.9
  • 13
    • 35348888465 scopus 로고    scopus 로고
    • New series of antiprion compounds: Pyrazolone derivatives have the potent activity of inhibiting protease-resistant prion protein accumulation
    • A. Kimata, H. Nakagawa, R. Ohyama, T. Fukuuchi, S. Ohta, T. Suzuki, and N. Miyata New series of antiprion compounds: pyrazolone derivatives have the potent activity of inhibiting protease-resistant prion protein accumulation J. Med. Chem. 50 2007 5053 5056 10.1021/Jm070688r
    • (2007) J. Med. Chem. , vol.50 , pp. 5053-5056
    • Kimata, A.1    Nakagawa, H.2    Ohyama, R.3    Fukuuchi, T.4    Ohta, S.5    Suzuki, T.6    Miyata, N.7
  • 14
    • 79955816511 scopus 로고
    • A cell-based screen for anticancer activity of 13 pyrazolone derivatives
    • doi: 1944-446X201012980 [pii]
    • X.H. Wang, X.K. Wang, Y.J. Liang, Z. Shi, J.Y. Zhang, L.M. Chen, and L.W. Fu A cell-based screen for anticancer activity of 13 pyrazolone derivatives Chin. J. Cancer 29 2010 1944 980 987 doi: 1944-446X201012980 [pii]
    • (1944) Chin. J. Cancer , vol.29 , Issue.2010 , pp. 980-987
    • Wang, X.H.1    Wang, X.K.2    Liang, Y.J.3    Shi, Z.4    Zhang, J.Y.5    Chen, L.M.6    Fu, L.W.7
  • 16
    • 33947363752 scopus 로고    scopus 로고
    • Lgf-YL-9 induces apoptosis in human epidermoid carcinoma KB cells and multidrug resistant KBv200 cells via reactive oxygen species-independent mitochondrial pathway
    • X.H. Wang, D.Z. Jia, Y.J. Liang, S.L. Yan, Y. Ding, L.M. Chen, Z. Shi, M.S. Zeng, G.F. Liu, and L.W. Fu Lgf-YL-9 induces apoptosis in human epidermoid carcinoma KB cells and multidrug resistant KBv200 cells via reactive oxygen species-independent mitochondrial pathway Cancer Lett. 249 2007 256 270 10.1016/j.canlet.2006.09.008
    • (2007) Cancer Lett. , vol.249 , pp. 256-270
    • Wang, X.H.1    Jia, D.Z.2    Liang, Y.J.3    Yan, S.L.4    Ding, Y.5    Chen, L.M.6    Shi, Z.7    Zeng, M.S.8    Liu, G.F.9    Fu, L.W.10
  • 17
    • 84890607580 scopus 로고    scopus 로고
    • 2+) exposure differentially elicits both cell proliferation and cell death related responses in SK-RC-45
    • 2+) exposure differentially elicits both cell proliferation and cell death related responses in SK-RC-45 Toxicol. In Vitro 28 2014 307 318 10.1016/j.tiv.2013.11.011
    • (2014) Toxicol. in Vitro , vol.28 , pp. 307-318
    • Sinha, K.1    Pal, P.B.2    Sil, P.C.3
  • 18
    • 43649083069 scopus 로고    scopus 로고
    • Disulfiram promotes the conversion of carcinogenic cadmium to a proteasome inhibitor with pro-apoptotic activity in human cancer cells
    • L. Li, H. Yang, D. Chen, C. Cui, and Q.P. Dou Disulfiram promotes the conversion of carcinogenic cadmium to a proteasome inhibitor with pro-apoptotic activity in human cancer cells Toxicol. Appl. Pharmacol. 229 2008 206 214 10.1016/j.taap.2008.01.022
    • (2008) Toxicol. Appl. Pharmacol. , vol.229 , pp. 206-214
    • Li, L.1    Yang, H.2    Chen, D.3    Cui, C.4    Dou, Q.P.5
  • 20
    • 0001557370 scopus 로고
    • The synthesis of 1-phenyl-3-methl-4-acyl-pyrazolones-5
    • B.S. Jensen The synthesis of 1-phenyl-3-methl-4-acyl-pyrazolones-5 Acta Chem. Scand. 13 1959 1668 1670
    • (1959) Acta Chem. Scand. , vol.13 , pp. 1668-1670
    • Jensen, B.S.1
  • 21
    • 26444487696 scopus 로고    scopus 로고
    • Crystal structure of a novel compound: 1-phenyl-3-ethyl-4-(salicylidene hydrazide)-propenylidene-pyrazolone-5
    • URL: ://000232148100021
    • H. Cai, G.F. Liu, L. Liu, and D.Z. Jia Crystal structure of a novel compound: 1-phenyl-3-ethyl-4-(salicylidene hydrazide)-propenylidene-pyrazolone-5 Chin. J. Struct. Chem. 9 2005 1091 1095 URL: ://000232148100021
    • (2005) Chin. J. Struct. Chem. , vol.9 , pp. 1091-1095
    • Cai, H.1    Liu, G.F.2    Liu, L.3    Jia, D.Z.4
  • 22
    • 0001250004 scopus 로고    scopus 로고
    • Synthesis, spectral and X-ray structural characterization of [cis-MoO2(L)(solv)] (L=salicylidene salicyloyl hydrazine) and its use as catalytic oxidant
    • S.N. Rao, K.N. Munshi, N.N. Rao, M.M. Bhadbhade, and E. Suresh Synthesis, spectral and X-ray structural characterization of [cis-MoO2(L)(solv)] (L=salicylidene salicyloyl hydrazine) and its use as catalytic oxidant Polyhedron 18 1999 2491 2497 10.1016/S0277-5387(99)00139-4
    • (1999) Polyhedron , vol.18 , pp. 2491-2497
    • Rao, S.N.1    Munshi, K.N.2    Rao, N.N.3    Bhadbhade, M.M.4    Suresh, E.5
  • 23
    • 0034502646 scopus 로고    scopus 로고
    • Crystal structure and antitumor activity of some rare earth metal complexes with Schiff base
    • Z.Y. Yang, R.D. Yang, F.S. Li, and K.B. Yu Crystal structure and antitumor activity of some rare earth metal complexes with Schiff base Polyhedron 19 2000 2599 2604 10.1016/S0277-5387(00)00562-3
    • (2000) Polyhedron , vol.19 , pp. 2599-2604
    • Yang, Z.Y.1    Yang, R.D.2    Li, F.S.3    Yu, K.B.4
  • 24
    • 84883349245 scopus 로고    scopus 로고
    • Antihyperglycemic drug Gymnema sylvestre also shows anticancer potentials in human melanoma A375 cells via reactive oxygen species generation and mitochondria-dependent caspase pathway
    • D. Chakraborty, S. Ghosh, K. Bishayee, A. Mukherjee, S. Sikdar, and A.R. Khuda-Bukhsh Antihyperglycemic drug Gymnema sylvestre also shows anticancer potentials in human melanoma A375 cells via reactive oxygen species generation and mitochondria-dependent caspase pathway Integr. Cancer Ther. 12 2013 433 441 10.1177/1534735413485419
    • (2013) Integr. Cancer Ther. , vol.12 , pp. 433-441
    • Chakraborty, D.1    Ghosh, S.2    Bishayee, K.3    Mukherjee, A.4    Sikdar, S.5    Khuda-Bukhsh, A.R.6
  • 25
    • 33846995139 scopus 로고    scopus 로고
    • In vitro cancer chemotherapeutic activity of 1,10-phenanthroline (phen), [Ag2(phen)3(mal)]x2H2O, [Cu(phen)2(mal)]x2H2O and [Mn(phen)2(mal)]x2H2O (malH2=malonic acid) using human cancer cells
    • C. Deegan, M. McCann, M. Devereux, B. Coyle, and D.A. Egan In vitro cancer chemotherapeutic activity of 1,10-phenanthroline (phen), [Ag2(phen)3(mal)]x2H2O, [Cu(phen)2(mal)]x2H2O and [Mn(phen)2(mal)]x2H2O (malH2=malonic acid) using human cancer cells Cancer Lett. 247 2007 224 233 10.1016/j.canlet.2006.04.006
    • (2007) Cancer Lett. , vol.247 , pp. 224-233
    • Deegan, C.1    McCann, M.2    Devereux, M.3    Coyle, B.4    Egan, D.A.5
  • 26
    • 33750824308 scopus 로고    scopus 로고
    • In vitro anti-tumour effect of 1,10-phenanthroline-5,6-dione (phendione), [Cu(phendione)3](ClO4)2.4H2O and [Ag(phendione)2]ClO4 using human epithelial cell lines
    • C. Deegan, B. Coyle, M. McCann, M. Devereux, and D.A. Egan In vitro anti-tumour effect of 1,10-phenanthroline-5,6-dione (phendione), [Cu(phendione)3](ClO4)2.4H2O and [Ag(phendione)2]ClO4 using human epithelial cell lines Chem. Biol. Interact. 164 2006 115 125 10.1016/j.cbi.2006.08.025
    • (2006) Chem. Biol. Interact. , vol.164 , pp. 115-125
    • Deegan, C.1    Coyle, B.2    McCann, M.3    Devereux, M.4    Egan, D.A.5
  • 28
    • 0033997757 scopus 로고    scopus 로고
    • Induction of apoptosis by a novel copper-based anticancer compound, casiopeina II, in L1210 murine leukaemia and CH1 human ovarian carcinoma cells
    • A. De Vizcaya-Ruiz, A. Rivero-Muller, L. Ruiz-Ramirez, G.E. Kass, L.R. Kelland, R.M. Orr, and M. Dobrota Induction of apoptosis by a novel copper-based anticancer compound, casiopeina II, in L1210 murine leukaemia and CH1 human ovarian carcinoma cells Toxicol. In Vitro 14 2000 1 5 10.1016/S0887-2333(99)00082-X
    • (2000) Toxicol. in Vitro , vol.14 , pp. 1-5
    • De Vizcaya-Ruiz, A.1    Rivero-Muller, A.2    Ruiz-Ramirez, L.3    Kass, G.E.4    Kelland, L.R.5    Orr, R.M.6    Dobrota, M.7
  • 29
    • 79953234182 scopus 로고    scopus 로고
    • Study on potential antitumor mechanism of a novel Schiff Base copper(II) complex: Synthesis, crystal structure, DNA binding, cytotoxicity and apoptosis induction activity
    • X. Qiao, Z.Y. Ma, C.Z. Xie, F. Xue, Y.W. Zhang, J.Y. Xu, Z.Y. Qiang, J.S. Lou, G.J. Chen, and S.P. Yan Study on potential antitumor mechanism of a novel Schiff Base copper(II) complex: synthesis, crystal structure, DNA binding, cytotoxicity and apoptosis induction activity J. Inorg. Biochem. 105 2011 728 737 10.1016/j.jinorgbio.2011.01.004
    • (2011) J. Inorg. Biochem. , vol.105 , pp. 728-737
    • Qiao, X.1    Ma, Z.Y.2    Xie, C.Z.3    Xue, F.4    Zhang, Y.W.5    Xu, J.Y.6    Qiang, Z.Y.7    Lou, J.S.8    Chen, G.J.9    Yan, S.P.10
  • 30
    • 0032775550 scopus 로고    scopus 로고
    • Cupric nitrilotriacetate-induced apoptosis in HL-60 cells association with lipid peroxidation, release of cytochrome C from mitochondria, and activation of caspase-3
    • Y. Ma, T. Ogino, T. Kawabata, J. Li, K. Eguchi, and S. Okada Cupric nitrilotriacetate-induced apoptosis in HL-60 cells association with lipid peroxidation, release of cytochrome C from mitochondria, and activation of caspase-3 Free Radic. Biol. Med. 27 1999 227 233 10.1016/S0891-5849(99)00083-0
    • (1999) Free Radic. Biol. Med. , vol.27 , pp. 227-233
    • Ma, Y.1    Ogino, T.2    Kawabata, T.3    Li, J.4    Eguchi, K.5    Okada, S.6
  • 32
    • 84874914619 scopus 로고    scopus 로고
    • A novel synthetic microtubule inhibitor, MPT0B214 exhibits antitumor activity in Human tumor cells through mitochondria-dependent intrinsic pathway
    • N.J. Chiang, C.I. Lin, J.P. Liou, C.C. Kuo, C.Y. Chang, L.T. Chen, and J.Y. Chang A novel synthetic microtubule inhibitor, MPT0B214 exhibits antitumor activity in Human tumor cells through mitochondria-dependent intrinsic pathway PLoS ONE 8 2013 e58953 10.1371/journal.pone.0058953
    • (2013) PLoS ONE , vol.8 , pp. e58953
    • Chiang, N.J.1    Lin, C.I.2    Liou, J.P.3    Kuo, C.C.4    Chang, C.Y.5    Chen, L.T.6    Chang, J.Y.7
  • 33
    • 84867299726 scopus 로고    scopus 로고
    • Matrine induces apoptosis in human acute myeloid leukemia cells via the mitochondrial pathway and Akt inactivation
    • S.H. Zhang, Y. Zhang, Y. Zhuang, J.J. Wang, J.Q. Ye, S. Zhang, J.B. Wu, K. Yu, and Y.X. Han Matrine induces apoptosis in human acute myeloid leukemia cells via the mitochondrial pathway and Akt inactivation PLoS ONE 7 2012 e46853 10.1371/journal.pone.0046853
    • (2012) PLoS ONE , vol.7 , pp. e46853
    • Zhang, S.H.1    Zhang, Y.2    Zhuang, Y.3    Wang, J.J.4    Ye, J.Q.5    Zhang, S.6    Wu, J.B.7    Yu, K.8    Han, Y.X.9
  • 34
    • 77951474131 scopus 로고    scopus 로고
    • Aesculetin-induced apoptosis through a ROS-mediated mitochondrial dysfunction pathway in human cervical cancer cells
    • J. Yang, Y.L. Xiao, X.R. He, G.F. Qiu, and X.M. Hu Aesculetin-induced apoptosis through a ROS-mediated mitochondrial dysfunction pathway in human cervical cancer cells J. Asian Nat. Prod. Res. 12 2010 185 193 10.1080/10286020903427336
    • (2010) J. Asian Nat. Prod. Res. , vol.12 , pp. 185-193
    • Yang, J.1    Xiao, Y.L.2    He, X.R.3    Qiu, G.F.4    Hu, X.M.5
  • 35
    • 84893840548 scopus 로고    scopus 로고
    • Shikonin time-dependently induced necrosis or apoptosis in gastric cancer cells via generation of reactive oxygen species
    • M.J. Lee, S.H. Kao, J.E. Hunag, G.T. Sheu, C.W. Yeh, Y.C. Hseu, C.J. Wang, and L.S. Hsu Shikonin time-dependently induced necrosis or apoptosis in gastric cancer cells via generation of reactive oxygen species Chem. Biol. Interact. 211 2014 44 53 10.1016/j.cbi.2014.01.008
    • (2014) Chem. Biol. Interact. , vol.211 , pp. 44-53
    • Lee, M.J.1    Kao, S.H.2    Hunag, J.E.3    Sheu, G.T.4    Yeh, C.W.5    Hseu, Y.C.6    Wang, C.J.7    Hsu, L.S.8


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