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Volumn 63, Issue , 2013, Pages 589-602

Novel quinolone substituted thiazolidin-4-ones as anti-inflammatory, anticancer agents: Design, synthesis and biological screening

Author keywords

Anti inflammatory; Anticancer; Docking; NF B; Quinolone; Thiazolidin 4 one

Indexed keywords

3 (4 METHYL 2 OXO 1,2 DIHYDROQUINOLIN 7 YL) 2 (THIOPHEN 2 YL)THIAZOLIDIN 4 ONE; 3 (4 METHYL 2 OXO 1,2 DIHYDROQUINOLIN 7 YL) 2 PHENYLTHIAZOLIDIN 4 ONE; ANTIINFLAMMATORY AGENT; ANTINEOPLASTIC AGENT; CARRAGEENAN; CISPLATIN; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; PROTEIN BAX; PROTEIN BCL 2; QUINOLONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 84875384373     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2013.03.011     Document Type: Article
Times cited : (85)

References (49)
  • 1
    • 44449113312 scopus 로고    scopus 로고
    • Structure-based discovery of novel non-nucleosidic DNA alkyltransferase inhibitors: Virtual screening and in vitro and in vivo activities
    • F.M. Ruiz, R. Gil-Redondo, A. Morreale, A.R. Ortiz, C. Fabrega, and J. Bravo Structure-based discovery of novel non-nucleosidic DNA alkyltransferase inhibitors: virtual screening and in vitro and in vivo activities J. Chem. Inf. Model. 48 2008 844 854
    • (2008) J. Chem. Inf. Model. , vol.48 , pp. 844-854
    • Ruiz, F.M.1    Gil-Redondo, R.2    Morreale, A.3    Ortiz, A.R.4    Fabrega, C.5    Bravo, J.6
  • 2
    • 0037180757 scopus 로고    scopus 로고
    • Inflammation and cancer
    • L.M. Coussens, and Z. Werb Inflammation and cancer Nature 420 2002 860 867
    • (2002) Nature , vol.420 , pp. 860-867
    • Coussens, L.M.1    Werb, Z.2
  • 3
    • 11244334168 scopus 로고    scopus 로고
    • Nonsteroidal anti-inflammatory agents differ in their ability to suppress NF-κB activation, inhibition of expression of cyclooxygenase-2 and cyclin D1, and abrogation of tumor cell proliferation
    • Y. Takada, A. Bhardwaj, P. Potdar, and B.B. Aggarwal Nonsteroidal anti-inflammatory agents differ in their ability to suppress NF-κB activation, inhibition of expression of cyclooxygenase-2 and cyclin D1, and abrogation of tumor cell proliferation Oncogene 23 2004 9247 9258
    • (2004) Oncogene , vol.23 , pp. 9247-9258
    • Takada, Y.1    Bhardwaj, A.2    Potdar, P.3    Aggarwal, B.B.4
  • 8
    • 0038115765 scopus 로고    scopus 로고
    • Upregulation of cyclooxygenase-2 is accompanied by increased expression of nuclear factor-κB and IκB kinase-α in human colorectal cancer epithelial cells
    • M.P. Charalambous, C. Maihofner, U. Bhambra, T. Lightfoot, and N.J. Gooderham Upregulation of cyclooxygenase-2 is accompanied by increased expression of nuclear factor-κB and IκB kinase-α in human colorectal cancer epithelial cells Br. J. Cancer 88 2003 1598 1604
    • (2003) Br. J. Cancer , vol.88 , pp. 1598-1604
    • Charalambous, M.P.1    Maihofner, C.2    Bhambra, U.3    Lightfoot, T.4    Gooderham, N.J.5
  • 9
    • 0028047951 scopus 로고
    • Characterization of the genomic structure, chromosomal location and promoter of human prostaglandin H synthase-2 gene
    • R. Tazawa, X.M. Xu, K.K. Wu, and L.H. Wang Characterization of the genomic structure, chromosomal location and promoter of human prostaglandin H synthase-2 gene Biochem. Biophys. Res. Commun. 203 1994 190 199
    • (1994) Biochem. Biophys. Res. Commun. , vol.203 , pp. 190-199
    • Tazawa, R.1    Xu, X.M.2    Wu, K.K.3    Wang, L.H.4
  • 14
    • 0021738869 scopus 로고
    • Non-steroidal antiinflammatory agents. 2. Synthesis of 4-hydroxy-1-methyl-2-oxo dihydroquinolin-3-yl acetic acid and related tetrazolyl derivatives
    • K. Faber, and T. Kappe Non-steroidal antiinflammatory agents. 2. Synthesis of 4-hydroxy-1-methyl-2-oxo dihydroquinolin-3-yl acetic acid and related tetrazolyl derivatives J. Heterocycl. Chem. 21 1984 1881 1883
    • (1984) J. Heterocycl. Chem. , vol.21 , pp. 1881-1883
    • Faber, K.1    Kappe, T.2
  • 16
    • 43049161063 scopus 로고    scopus 로고
    • 4-Thiazolidinone - A biologically active scaffold
    • A. Verma, and S.K. Saraf 4-Thiazolidinone - a biologically active scaffold Eur. J. Med. Chem. 43 2008 897 905
    • (2008) Eur. J. Med. Chem. , vol.43 , pp. 897-905
    • Verma, A.1    Saraf, S.K.2
  • 17
    • 0036165295 scopus 로고    scopus 로고
    • Guanosine phosphate binding protein coupled receptors in prostate cancer: A review
    • G.V. Raj, L. Barki-Harrington, P.F. Kue, and Y. Daaka Guanosine phosphate binding protein coupled receptors in prostate cancer: a review J. Urol. 167 2002 1458 1463
    • (2002) J. Urol. , vol.167 , pp. 1458-1463
    • Raj, G.V.1    Barki-Harrington, L.2    Kue, P.F.3    Daaka, Y.4
  • 18
    • 17144395159 scopus 로고    scopus 로고
    • Discovery of 2-arylthiazolidine-4-carboxylic acid amides as a new class of cytotoxic agents for prostate cancer
    • V. Gududuru, E. Hurh, J.T. Dalton, and D.D. Miller Discovery of 2-arylthiazolidine-4-carboxylic acid amides as a new class of cytotoxic agents for prostate cancer J. Med. Chem. 48 2005 2584 2588
    • (2005) J. Med. Chem. , vol.48 , pp. 2584-2588
    • Gududuru, V.1    Hurh, E.2    Dalton, J.T.3    Miller, D.D.4
  • 25
    • 30444439411 scopus 로고    scopus 로고
    • Chroman/catechol hybrids: Synthesis and evaluation of their activity against oxidative stress induced cellular damage
    • M. Koufaki, E. Theodorou, D. Galaris, L. Nousis, E.S. Katsanou, and M.N. Alexis Chroman/catechol hybrids: synthesis and evaluation of their activity against oxidative stress induced cellular damage J. Med. Chem. 49 2006 300 306
    • (2006) J. Med. Chem. , vol.49 , pp. 300-306
    • Koufaki, M.1    Theodorou, E.2    Galaris, D.3    Nousis, L.4    Katsanou, E.S.5    Alexis, M.N.6
  • 26
    • 33751005304 scopus 로고    scopus 로고
    • Multitarget-directed drug design strategy: A novel molecule designed to block epidermal growth factor receptor (EGFR) and to exert proapoptotic effects
    • A. Antonello, A. Tarozzi, F. Morroni, A. Cavalli, M. Rosini, P. Hrelia, M.L. Bolognesi, and C. Melchiorre Multitarget-directed drug design strategy: a novel molecule designed to block epidermal growth factor receptor (EGFR) and to exert proapoptotic effects J. Med. Chem. 49 2006 6642 6645
    • (2006) J. Med. Chem. , vol.49 , pp. 6642-6645
    • Antonello, A.1    Tarozzi, A.2    Morroni, F.3    Cavalli, A.4    Rosini, M.5    Hrelia, P.6    Bolognesi, M.L.7    Melchiorre, C.8
  • 29
    • 0242298225 scopus 로고    scopus 로고
    • Synthesis of some newer derivatives of 2-amino benzoic acid aspotent anti-inflammatory and analgesic agents
    • A. Kumar, D. Bansal, K. Bajaj, S. Sharma, Archana, and V.K. Srivastava Synthesis of some newer derivatives of 2-amino benzoic acid aspotent anti-inflammatory and analgesic agents Bioorg. Med. Chem. 11 2003 5281 5291
    • (2003) Bioorg. Med. Chem. , vol.11 , pp. 5281-5291
    • Kumar, A.1    Bansal, D.2    Bajaj, K.3    Sharma, S.4    Archana5    Srivastava, V.K.6
  • 30
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays
    • T. Mosmann Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays J. Immunol. Methods 65 1983 55 63
    • (1983) J. Immunol. Methods , vol.65 , pp. 55-63
    • Mosmann, T.1
  • 32
    • 68149122167 scopus 로고    scopus 로고
    • Apoptosis and cell cycle arrest of human colorectal cancer cell line HT-29 induced by vanillin
    • K.L. Ho, L.S. Yazan, N. Ismail, and M. Ismail Apoptosis and cell cycle arrest of human colorectal cancer cell line HT-29 induced by vanillin Cancer Epidemiol. 33 2009 155 160
    • (2009) Cancer Epidemiol. , vol.33 , pp. 155-160
    • Ho, K.L.1    Yazan, L.S.2    Ismail, N.3    Ismail, M.4
  • 33
    • 78149248535 scopus 로고    scopus 로고
    • Anthocyanins extracted from Chinese blueberry (Vaccinium uliginosum L.) and its anticancer effects on DLD-1 and COLO205 cells
    • X.Y. Zu, Z.Y. Zhang, X.W. Zhang, M. Yoshioka, Y.N. Yang, and j. Li Anthocyanins extracted from Chinese blueberry (Vaccinium uliginosum L.) and its anticancer effects on DLD-1 and COLO205 cells Chin. Med. J. 123 2010 2714 2719
    • (2010) Chin. Med. J. , vol.123 , pp. 2714-2719
    • Zu, X.Y.1    Zhang, Z.Y.2    Zhang, X.W.3    Yoshioka, M.4    Yang, Y.N.5    Li, J.6
  • 36
    • 34447640381 scopus 로고    scopus 로고
    • A new role for NF-κB in angiogenesis inhibition
    • S.P. Tabruyn, and A.W. Griffioen A new role for NF-κB in angiogenesis inhibition Cell Death Differ. 14 2007 1393 1397
    • (2007) Cell Death Differ. , vol.14 , pp. 1393-1397
    • Tabruyn, S.P.1    Griffioen, A.W.2
  • 37
    • 50349098189 scopus 로고    scopus 로고
    • Targeting nuclear factor-κB activation pathway by thymoquinone: Role in suppression of antiapoptotic gene products and enhancement of apoptosis
    • G. Sethi, K.S. Ahn, and B.B. Aggarwal Targeting nuclear factor-κB activation pathway by thymoquinone: role in suppression of antiapoptotic gene products and enhancement of apoptosis Mol. Cancer Res. 6 2008 1059 1070
    • (2008) Mol. Cancer Res. , vol.6 , pp. 1059-1070
    • Sethi, G.1    Ahn, K.S.2    Aggarwal, B.B.3
  • 38
    • 36949010362 scopus 로고    scopus 로고
    • Synthesis, structure, electrochemistry, and spectral characterization of bis-isatin thiocarbohydrazone metal complexes and their antitumor activity against Ehrlich ascites carcinoma in Swiss albino mice
    • M.P. Sathisha, V.K. Revankar, and K.S.R. Pai Synthesis, structure, electrochemistry, and spectral characterization of bis-isatin thiocarbohydrazone metal complexes and their antitumor activity against Ehrlich ascites carcinoma in Swiss albino mice Met. Based Drugs 2008 2008 1 11
    • (2008) Met. Based Drugs , vol.2008 , pp. 1-11
    • Sathisha, M.P.1    Revankar, V.K.2    Pai, K.S.R.3
  • 41
    • 0037333432 scopus 로고    scopus 로고
    • Synthesis and bioactivity of 4,10-dimethyl-pyridino[2,3-h]quinolin-2(1H)- one-9-carboxylic acid and its esters
    • Q. Zhang, Y. Chen, Y.Q. Zheng, P. Xia, Y. Xia, and Z.Y. Yang Synthesis and bioactivity of 4,10-dimethyl-pyridino[2,3-h]quinolin-2(1H)-one-9-carboxylic acid and its esters Bioorg. Med. Chem. 11 2003 1031 1034
    • (2003) Bioorg. Med. Chem. , vol.11 , pp. 1031-1034
    • Zhang, Q.1    Chen, Y.2    Zheng, Y.Q.3    Xia, P.4    Xia, Y.5    Yang, Z.Y.6
  • 44
    • 67249094291 scopus 로고
    • Carrageenin-induced edema in hind paw of the rat as an assay for antiinflammatory drugs
    • C.A. Winter, E.A. Risley, and G.W. Nuss Carrageenin-induced edema in hind paw of the rat as an assay for antiinflammatory drugs Proc. Soc. Exp. Biol. Med. 111 1962 544 547
    • (1962) Proc. Soc. Exp. Biol. Med. , vol.111 , pp. 544-547
    • Winter, C.A.1    Risley, E.A.2    Nuss, G.W.3
  • 45
    • 0003085779 scopus 로고
    • Indian Pharmacological Society, Scientific Book Agency Calcutta
    • M.N. Ghosh Fundamentals of Experimental Pharmacology vol. 2 1984 Indian Pharmacological Society, Scientific Book Agency Calcutta 153
    • (1984) Fundamentals of Experimental Pharmacology , vol.2 , pp. 153
    • Ghosh, M.N.1
  • 46
    • 72049092931 scopus 로고    scopus 로고
    • Synthesis, structure, electrochemistry and spectral characterization of (d-glucopyranose)-4-phenylthiosemicarbazide metal complexes and their antitumor activity against Ehrlich Ascites Carcinoma in Swiss albino mice
    • M.P. Sathisha, S. Budagumpi, N.V. Kulkarni, G.S. Kurdekar, V.K. Revankar, and K.S.R. Pai Synthesis, structure, electrochemistry and spectral characterization of (d-glucopyranose)-4-phenylthiosemicarbazide metal complexes and their antitumor activity against Ehrlich Ascites Carcinoma in Swiss albino mice Eur. J. Med. Chem. 45 2010 106 113
    • (2010) Eur. J. Med. Chem. , vol.45 , pp. 106-113
    • Sathisha, M.P.1    Budagumpi, S.2    Kulkarni, N.V.3    Kurdekar, G.S.4    Revankar, V.K.5    Pai, K.S.R.6
  • 47
    • 73449147352 scopus 로고    scopus 로고
    • Virtual screening against p50 NF-kappaB transcription factor for the identification of inhibitors of the NF-kappaB-DNA interaction and expression of NF-kappaB upregulated genes
    • L. Piccagli, E. Fabbri, M. Borgatti, N. Bianchi, V. Bezzerri, I. Mancini, E. Nicolis, C.M. Dechecchi, I. Lampronti, G. Cabrini, and R. Gambari Virtual screening against p50 NF-kappaB transcription factor for the identification of inhibitors of the NF-kappaB-DNA interaction and expression of NF-kappaB upregulated genes Chem. Med. Chem. 4 2009 2024 2033
    • (2009) Chem. Med. Chem. , vol.4 , pp. 2024-2033
    • Piccagli, L.1    Fabbri, E.2    Borgatti, M.3    Bianchi, N.4    Bezzerri, V.5    Mancini, I.6    Nicolis, E.7    Dechecchi, C.M.8    Lampronti, I.9    Cabrini, G.10    Gambari, R.11
  • 48
    • 78249265983 scopus 로고    scopus 로고
    • Virtual screening against nuclear factor kB (NF-κB) of a focus library: Identification of bioactive furocoumarin derivatives inhibiting NF-κB dependent biological functions involved in cystic fibrosis
    • L. Piccagli, M. Borgatti, E. Nicolis, N. Bianchi, I. Mancini, I. Lampronti, D. Vevaldi, F. Dall'Acqua, G. Cabrini, and R. Gambari Virtual screening against nuclear factor kB (NF-κB) of a focus library: identification of bioactive furocoumarin derivatives inhibiting NF-κB dependent biological functions involved in cystic fibrosis Bioorg. Med. Chem. 18 2010 8341 8349
    • (2010) Bioorg. Med. Chem. , vol.18 , pp. 8341-8349
    • Piccagli, L.1    Borgatti, M.2    Nicolis, E.3    Bianchi, N.4    Mancini, I.5    Lampronti, I.6    Vevaldi, D.7    Dall'Acqua, F.8    Cabrini, G.9    Gambari, R.10


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