메뉴 건너뛰기




Volumn 55, Issue 11, 2012, Pages 5413-5424

Antitumor agents. 293. Nontoxic dimethyl-4,4′-dimethoxy-5,6,5′, 6′-dimethylenedioxybiphenyl-2,2′-dicarboxylate (DDB) analogues chemosensitize multidrug-resistant cancer cells to clinical anticancer drugs

Author keywords

[No Author keywords available]

Indexed keywords

(4,4 DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(3,4 DIMETHOXYBENZOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2 'DIYL)BIS(METHYLENE)BIS(2,2 DIMETHYLPROPANOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(2 METHYLBUTANOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(2 METHYLPENTANOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(2 METHYLPROPANOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(2,3,4 TRIMETHOXYBENZOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(3 METHYLBUT 2 ENOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(3 METHYLBUTANOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(4 CYANOBENZOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(4 METHOXYBENZOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(4 METHYLBENZOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(4 NITROBENZOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(BUT 2 ENOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)BIS(HEXA 2,4 DIENOATE); (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)DIACETATE; (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)DIBENZOATE; (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)DIBUTYRATE; (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)DICYCLOHEXANECARBOXYLATE; (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)DICYCLOPENTANECARBOXYLATE; (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)DIDODECANOATE; (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)DIPENTANOATE; (4,4' DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DIYL)BIS(METHYLENE)DIPROPIONATE; ANTINEOPLASTIC AGENT; DIMETHYL 4,4'DIMETHOXY 5,6,5',6' DIMETHYLENEDIOXYBIPHENYL 2,2' DICARBOXYLATE; DOXORUBICIN; GLYCOPROTEIN P; PACLITAXEL; UNCLASSIFIED DRUG; UNINDEXED DRUG; VERAPAMIL; VINCRISTINE;

EID: 84862285321     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm300378k     Document Type: Article
Times cited : (30)

References (25)
  • 2
    • 78650313335 scopus 로고    scopus 로고
    • Antitumor agents. 286. Design, synthesis, and structure-activity relationships of 3′ R,4′ R -disubstituted-2′,2′- dimethyldihydropyrano[2,3- f ]chromone (DSP) analogues as potent chemosensitizers to overcome multidrug resistance
    • Zhou, T.; Shi, Q.; Bastow, K. F.; Lee, K. H. Antitumor agents. 286. Design, synthesis, and structure-activity relationships of 3′ R,4′ R -disubstituted-2′,2′-dimethyldihydropyrano[2,3- f ]chromone (DSP) analogues as potent chemosensitizers to overcome multidrug resistance J. Med. Chem. 2010, 53, 8700-8708
    • (2010) J. Med. Chem. , vol.53 , pp. 8700-8708
    • Zhou, T.1    Shi, Q.2    Bastow, K.F.3    Lee, K.H.4
  • 3
    • 79954524112 scopus 로고    scopus 로고
    • Mechanism of cell adaptation: When and how do cancer cells develop chemoresistance?
    • Fodale, V.; Pierobon, M.; Liotta, L.; Petricoin, E. Mechanism of cell adaptation: when and how do cancer cells develop chemoresistance? Cancer J. 2011, 17, 89-95
    • (2011) Cancer J. , vol.17 , pp. 89-95
    • Fodale, V.1    Pierobon, M.2    Liotta, L.3    Petricoin, E.4
  • 4
    • 77956178360 scopus 로고    scopus 로고
    • EMT, cancer stem cells and drug resistance: An emerging axis of evil in the war on cancer
    • Singh, A.; Settleman, J. EMT, cancer stem cells and drug resistance: an emerging axis of evil in the war on cancer Oncogene 2010, 29, 4741-4751
    • (2010) Oncogene , vol.29 , pp. 4741-4751
    • Singh, A.1    Settleman, J.2
  • 5
    • 72549112702 scopus 로고    scopus 로고
    • Novel dihydro-β-agarofuran sesquiterpenes as potent modulators of human P-glycoprotein dependent multidrug resistance
    • Torres-Romero, D.; Munoz-Martinez, F.; Jimenez, I. A.; Castanys, S.; Gamarro, F.; Bazzocchi, I. L. Novel dihydro-β-agarofuran sesquiterpenes as potent modulators of human P-glycoprotein dependent multidrug resistance Org. Biomol. Chem. 2009, 7, 5166-5172
    • (2009) Org. Biomol. Chem. , vol.7 , pp. 5166-5172
    • Torres-Romero, D.1    Munoz-Martinez, F.2    Jimenez, I.A.3    Castanys, S.4    Gamarro, F.5    Bazzocchi, I.L.6
  • 6
    • 70349638919 scopus 로고    scopus 로고
    • Structure-activity relationship and molecular mechanisms of ethyl 2-amino-4-(2-ethoxy-2-oxoethyl)-6-phenyl-4h-chromene-3-carboxylate (sha 14-1) and its analogues
    • Das, S. G.; Doshi, J. M.; Tian, D.; Addo, S. N.; Srinivasan, B.; Hermanson, D. L.; Xing, C. Structure-activity relationship and molecular mechanisms of ethyl 2-amino-4-(2-ethoxy-2-oxoethyl)-6-phenyl-4h-chromene-3- carboxylate (sha 14-1) and its analogues J. Med. Chem. 2009, 52, 5937-5949
    • (2009) J. Med. Chem. , vol.52 , pp. 5937-5949
    • Das, S.G.1    Doshi, J.M.2    Tian, D.3    Addo, S.N.4    Srinivasan, B.5    Hermanson, D.L.6    Xing, C.7
  • 7
    • 37849030454 scopus 로고    scopus 로고
    • Modulation of apoptosis to reverse chemoresistance
    • Mor, G.; Montagna, M. K.; Alvero, A. B. Modulation of apoptosis to reverse chemoresistance Methods Mol. Biol. 2008, 414, 1-12
    • (2008) Methods Mol. Biol. , vol.414 , pp. 1-12
    • Mor, G.1    Montagna, M.K.2    Alvero, A.B.3
  • 8
    • 77954709180 scopus 로고    scopus 로고
    • Design and syntheses of permethyl ningalin B analogues: Potent multidrug resistance (MDR) reversal agents of cancer cells
    • Zhang, P. Y.; Wong, I. L.; Yan, C. S.; Zhang, X. Y.; Jiang, T.; Chow, L. M.; Wan, S. B. Design and syntheses of permethyl ningalin B analogues: potent multidrug resistance (MDR) reversal agents of cancer cells J. Med. Chem. 2010, 53, 5108-5120
    • (2010) J. Med. Chem. , vol.53 , pp. 5108-5120
    • Zhang, P.Y.1    Wong, I.L.2    Yan, C.S.3    Zhang, X.Y.4    Jiang, T.5    Chow, L.M.6    Wan, S.B.7
  • 9
    • 39749135394 scopus 로고    scopus 로고
    • Inhibition of P-glycoprotein (ABCB1)- and multidrug resistance-associated protein 1 (ABCC1)-mediated transport by the orally administered inhibitor, CBT-1
    • Robey, R. W.; Shukla, S.; Finley, E. M.; Oldham, R. K.; Barnett, D.; Ambudkar, S. V.; Fojo, T.; Bates, S. E. Inhibition of P-glycoprotein (ABCB1)- and multidrug resistance-associated protein 1 (ABCC1)-mediated transport by the orally administered inhibitor, CBT-1 Biochem. Pharmacol. 2008, 75, 1302-1312
    • (2008) Biochem. Pharmacol. , vol.75 , pp. 1302-1312
    • Robey, R.W.1    Shukla, S.2    Finley, E.M.3    Oldham, R.K.4    Barnett, D.5    Ambudkar, S.V.6    Fojo, T.7    Bates, S.E.8
  • 10
    • 33845643674 scopus 로고    scopus 로고
    • A dual inhibitor of P-glycoprotein and multidrug resistance-associated protein 1
    • Sun, M.; Xu, X.; Lu, Q.; Pan, Q.; Hu, X.; Schisandrin, B. A dual inhibitor of P-glycoprotein and multidrug resistance-associated protein 1 Cancer Lett. 2007, 246, 300-307
    • (2007) Cancer Lett. , vol.246 , pp. 300-307
    • Sun, M.1    Xu, X.2    Lu, Q.3    Pan, Q.4    Hu, X.5    Schisandrin, B.6
  • 12
    • 33846233855 scopus 로고    scopus 로고
    • Dibenzocyclooctadiene lignans - A class of novel inhibitors of multidrug resistance-associated protein 1
    • Li, L.; Pan, Q.; Sun, M.; Lu, Q.; Hu, X. Dibenzocyclooctadiene lignans - A class of novel inhibitors of multidrug resistance-associated protein 1 Life Sci. 2007, 80, 741-748
    • (2007) Life Sci. , vol.80 , pp. 741-748
    • Li, L.1    Pan, Q.2    Sun, M.3    Lu, Q.4    Hu, X.5
  • 13
    • 27744519300 scopus 로고    scopus 로고
    • Chemopreventive effect of dimethyl dicarboxylate biphenyl on malignant transformation of WB-F344 rat liver epithelial cells
    • Sun, H.; Liu, G. T. Chemopreventive effect of dimethyl dicarboxylate biphenyl on malignant transformation of WB-F344 rat liver epithelial cells Acta Pharmacol. Sin. 2005, 26, 1339-1344
    • (2005) Acta Pharmacol. Sin. , vol.26 , pp. 1339-1344
    • Sun, H.1    Liu, G.T.2
  • 14
    • 33845880643 scopus 로고    scopus 로고
    • The anti-hepatitis drug DDB chemosensitizes multidrug resistant cancer cells in vitro and in vivo by inhibiting P-gp and enhancing apoptosis
    • Jin, J.; Sun, H.; Wei, H.; Liu, G. The anti-hepatitis drug DDB chemosensitizes multidrug resistant cancer cells in vitro and in vivo by inhibiting P-gp and enhancing apoptosis Invest. New Drugs 2007, 25, 95-105
    • (2007) Invest. New Drugs , vol.25 , pp. 95-105
    • Jin, J.1    Sun, H.2    Wei, H.3    Liu, G.4
  • 15
    • 0023237374 scopus 로고
    • Biphenyl-dimethyl dicarboxylate in treating and preventing hepatitis due to drug poisoning
    • Yu, H. Q.; Yang, X. Y.; Zhang, Y. X.; Shi, J. Z. Biphenyl-dimethyl dicarboxylate in treating and preventing hepatitis due to drug poisoning Chin. Med. J. (Beijing, China, Engl. Ed.) 1987, 100, 122-123
    • (1987) Chin. Med. J. (Beijing, China, Engl. Ed.) , vol.100 , pp. 122-123
    • Yu, H.Q.1    Yang, X.Y.2    Zhang, Y.X.3    Shi, J.Z.4
  • 16
    • 2542569548 scopus 로고    scopus 로고
    • DDB treatment of patients with chronic hepatitis
    • Huber, R.; Hockenjos, B.; Blum, H. E. DDB treatment of patients with chronic hepatitis Hepatology 2004, 39, 1732-1733
    • (2004) Hepatology , vol.39 , pp. 1732-1733
    • Huber, R.1    Hockenjos, B.2    Blum, H.E.3
  • 17
    • 33646807161 scopus 로고    scopus 로고
    • Chemosensitizing multiple drug resistance of human carcinoma by Bicyclol involves attenuated p-glycoprotein, GST-P and Bcl-2
    • Zhu, B.; Liu, G. T.; Zhao, Y. M.; Wu, R. S.; Strada, S. J. Chemosensitizing multiple drug resistance of human carcinoma by Bicyclol involves attenuated p-glycoprotein, GST-P and Bcl-2 Cancer Biol. Ther. 2006, 5, 536-543
    • (2006) Cancer Biol. Ther. , vol.5 , pp. 536-543
    • Zhu, B.1    Liu, G.T.2    Zhao, Y.M.3    Wu, R.S.4    Strada, S.J.5
  • 18
    • 33846971630 scopus 로고    scopus 로고
    • Chemoprevention of bicyclol against hepatic preneoplastic lesions
    • Zhu, B.; Liu, G. T.; Wu, R. S.; Strada, S. J. Chemoprevention of bicyclol against hepatic preneoplastic lesions Cancer Biol. Ther. 2006, 5, 1665-1673
    • (2006) Cancer Biol. Ther. , vol.5 , pp. 1665-1673
    • Zhu, B.1    Liu, G.T.2    Wu, R.S.3    Strada, S.J.4
  • 19
    • 0029096378 scopus 로고
    • Anti-AIDS (acquired immune deficiency syndrome) agents. 17. New brominated hexahydroxybiphenyl derivatives as potent anti-HIV agents
    • Xie, L.; Xie, J. X.; Kashiwada, Y.; Cosentino, L. M.; Liu, S. H.; Pai, R. B.; Cheng, Y. C.; Lee, K. H. Anti-AIDS (acquired immune deficiency syndrome) agents. 17. New brominated hexahydroxybiphenyl derivatives as potent anti-HIV agents J. Med. Chem. 1995, 38, 3003-3008
    • (1995) J. Med. Chem. , vol.38 , pp. 3003-3008
    • Xie, L.1    Xie, J.X.2    Kashiwada, Y.3    Cosentino, L.M.4    Liu, S.H.5    Pai, R.B.6    Cheng, Y.C.7    Lee, K.H.8
  • 20
    • 0344666684 scopus 로고    scopus 로고
    • Total synthesis of (+)-isoschizandrin utilizing a samarium(II) iodide-promoted 8-endo ketyl-olefin cyclization
    • Molander, G. A.; George, K. M.; Monovich, L. G. Total synthesis of (+)-isoschizandrin utilizing a samarium(II) iodide-promoted 8-endo ketyl-olefin cyclization J. Org. Chem. 2003, 68, 9533-9540
    • (2003) J. Org. Chem. , vol.68 , pp. 9533-9540
    • Molander, G.A.1    George, K.M.2    Monovich, L.G.3
  • 21
    • 85082673916 scopus 로고
    • Reduction of symmetric and mixed anhydrides of carboxylic acids by sodium borohydride with dropwise addition of methanol
    • Soai, K.; Yokoyama, S.; Mochida, K. Reduction of symmetric and mixed anhydrides of carboxylic acids by sodium borohydride with dropwise addition of methanol Synthesis 1987, 647-648
    • (1987) Synthesis , pp. 647-648
    • Soai, K.1    Yokoyama, S.2    Mochida, K.3
  • 24
    • 0037137614 scopus 로고    scopus 로고
    • Pharmacophore model of drugs involved in P-glycoprotein multidrug resistance: Explanation of structural variety (hypothesis)
    • Pajeva, I. K.; Wiese, M. Pharmacophore model of drugs involved in P-glycoprotein multidrug resistance: explanation of structural variety (hypothesis) J. Med. Chem. 2002, 45, 5671-5686
    • (2002) J. Med. Chem. , vol.45 , pp. 5671-5686
    • Pajeva, I.K.1    Wiese, M.2
  • 25
    • 70449714688 scopus 로고    scopus 로고
    • Combined pharmacophore modeling, docking, and 3D QSAR studies of ABCB1 and ABCC1 transporter inhibitors
    • Pajeva, I. K.; Globisch, C.; Wiese, M. Combined pharmacophore modeling, docking, and 3D QSAR studies of ABCB1 and ABCC1 transporter inhibitors ChemMedChem 2009, 4, 1883-1896
    • (2009) ChemMedChem , vol.4 , pp. 1883-1896
    • Pajeva, I.K.1    Globisch, C.2    Wiese, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.