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Volumn 42, Issue 12, 1999, Pages 2145-2161

Novel multidrug resistance reversal agents

Author keywords

[No Author keywords available]

Indexed keywords

ISOINDOLE DERIVATIVE; TETRAHYDROISOQUINOLINE DERIVATIVE; VINCRISTINE;

EID: 0033578034     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9804477     Document Type: Article
Times cited : (79)

References (46)
  • 1
    • 0024782814 scopus 로고
    • Drug resistance: The clinical problem
    • Ozols, R. F., Ed.; Kluwer Academic Press: Boston
    • Young, R. C. Drug resistance: the clinical problem. In Drug Resistance in Cancer Therapy; Ozols, R. F., Ed.; Kluwer Academic Press: Boston, 1989; pp 1-12.
    • (1989) Drug Resistance in Cancer Therapy , pp. 1-12
    • Young, R.C.1
  • 3
    • 0024329881 scopus 로고
    • The biochemistry of P-glycoprotein-mediated multidrug resistance
    • Endicott, J. A.; Ling, V. The biochemistry of P-glycoprotein-mediated multidrug resistance. Annu. Rev. Biochem. 1989, 58, 137-171.
    • (1989) Annu. Rev. Biochem. , vol.58 , pp. 137-171
    • Endicott, J.A.1    Ling, V.2
  • 4
    • 0027218689 scopus 로고
    • Biochemistry of multidrug resistance mediated by the multidrug transporter
    • Gottesman, M. M.; Pastan, I. Biochemistry of multidrug resistance mediated by the multidrug transporter. Annu. Rev. Biochem. 1993, 62, 385-427.
    • (1993) Annu. Rev. Biochem. , vol.62 , pp. 385-427
    • Gottesman, M.M.1    Pastan, I.2
  • 6
    • 0019430432 scopus 로고
    • Overcoming of vincristine resistance in P388 leukemia in vivo and in vitro through enhanced cytotoxicity of vincristine and vinblastine by verapamil
    • Tsuruo, T.; Iida, H.; Tsukagoshi, S.; Sakurai, Y. Overcoming of vincristine resistance in P388 leukemia in vivo and in vitro through enhanced cytotoxicity of vincristine and vinblastine by verapamil. Cancer Res. 1981, 41, 1967-1972.
    • (1981) Cancer Res. , vol.41 , pp. 1967-1972
    • Tsuruo, T.1    Iida, H.2    Tsukagoshi, S.3    Sakurai, Y.4
  • 7
    • 0024825870 scopus 로고
    • Circumvention of drug resistance with calcium channel blockers and monoclonal antibodies
    • Ozols, E. R. F., Ed.; Kluwer Academic Press: Boston
    • Tsuruo, T. Circumvention of drug resistance with calcium channel blockers and monoclonal antibodies. In Drug Resistance in Cancer Therapy; Ozols, E. R. F., Ed.; Kluwer Academic Press: Boston, 1989; pp 73-95.
    • (1989) Drug Resistance in Cancer Therapy , pp. 73-95
    • Tsuruo, T.1
  • 8
    • 0024595844 scopus 로고
    • Analysis of structural features of dihydropyridine analogues needed to reverse multidrug resistance and to inhibit the photoaffinity labeling of P-glycoprotein
    • Nogae, I.; Kohno, K.; Kikuchi, J.; Kuwano, M.; Akiyama, S.; Kiue, A.; Suzuki, K.; Yoshida, Y.; Cornwell, M. M.; Pastan, I.; Gottesman, M. M. Analysis of structural features of dihydropyridine analogues needed to reverse multidrug resistance and to inhibit the photoaffinity labeling of P-glycoprotein. Biochem. Pharmacol. 1989, 38, 519-528.
    • (1989) Biochem. Pharmacol. , vol.38 , pp. 519-528
    • Nogae, I.1    Kohno, K.2    Kikuchi, J.3    Kuwano, M.4    Akiyama, S.5    Kiue, A.6    Suzuki, K.7    Yoshida, Y.8    Cornwell, M.M.9    Pastan, I.10    Gottesman, M.M.11
  • 9
    • 0025331450 scopus 로고
    • Two pyridine analogues with more effective ability to reverse multidrug resistance and with lower calcium channel blocking activity than their dihydropyridine counterparts
    • Shudo, N.; Mizoguchi, T.; Arita, M.; Yoshimura, A.; Seto, K.; Sakoda, R.; Akiyama, S. Two pyridine analogues with more effective ability to reverse multidrug resistance and with lower calcium channel blocking activity than their dihydropyridine counterparts. Cancer Res. 1990, 50, 3055-3061.
    • (1990) Cancer Res. , vol.50 , pp. 3055-3061
    • Shudo, N.1    Mizoguchi, T.2    Arita, M.3    Yoshimura, A.4    Seto, K.5    Sakoda, R.6    Akiyama, S.7
  • 10
    • 0023898749 scopus 로고
    • Physical-chemical properties shared by compounds that modulate multidrug resistance in human leukemic cells
    • Zamora, J. M.; Pearce, H. L.; Beck, W. T. Physical-chemical properties shared by compounds that modulate multidrug resistance in human leukemic cells. Mol. Pharmacol. 1988, 33, 454-462.
    • (1988) Mol. Pharmacol. , vol.33 , pp. 454-462
    • Zamora, J.M.1    Pearce, H.L.2    Beck, W.T.3
  • 11
    • 0021180629 scopus 로고
    • Effects of quinidine and related compounds on cytotoxicity and cellular concentration of vincristine and adriamycin in drug-resistant tumor cells
    • Tsuruo, T.; Iida, H.; Kitatani, Y.; Yokota, K.; Tsukagoshi, S.; Sakurai, Y. Effects of quinidine and related compounds on cytotoxicity and cellular concentration of vincristine and adriamycin in drug-resistant tumor cells. Cancer Res. 1984, 44, 4303-4307.
    • (1984) Cancer Res. , vol.44 , pp. 4303-4307
    • Tsuruo, T.1    Iida, H.2    Kitatani, Y.3    Yokota, K.4    Tsukagoshi, S.5    Sakurai, Y.6
  • 12
    • 0022552455 scopus 로고
    • Cyclosporine A reverses vincristine and daunorubicin resistance in acute lymphocytic leukemia in vitro
    • Slater, L. M.; Sweet, P.; Stupecky, M.; Gupta, S. Cyclosporine A reverses vincristine and daunorubicin resistance in acute lymphocytic leukemia in vitro. J. Clin. Invest. 1986, 77, 1405-1408.
    • (1986) J. Clin. Invest. , vol.77 , pp. 1405-1408
    • Slater, L.M.1    Sweet, P.2    Stupecky, M.3    Gupta, S.4
  • 13
    • 0026782599 scopus 로고
    • Synthesis and chemical characterization of N-substituted phenoxazines directed toward reversing vinca alkaloid resistance in multidrug-resistant cancer cells
    • Kuntebommanahalli, N. T.; Horton, J. K.; Seshadri, R.; Israel, M.; Houghton, J. A.; Harwood, F. C.; Houghton, P. J. Synthesis and chemical characterization of N-substituted phenoxazines directed toward reversing vinca alkaloid resistance in multidrug-resistant cancer cells. J. Med. Chem. 1992, 35, 3358-3364.
    • (1992) J. Med. Chem. , vol.35 , pp. 3358-3364
    • Kuntebommanahalli, N.T.1    Horton, J.K.2    Seshadri, R.3    Israel, M.4    Houghton, J.A.5    Harwood, F.C.6    Houghton, P.J.7
  • 14
    • 0020426820 scopus 로고
    • Increased accumulation of vincristine and adriamycin in drug-resistant P388 tumor cells following incubation with calcium antagonists and calmodulin inhibitors
    • Tsuruo, T.; Iida, H.; Tsukagoshi, S.; Sakurai, Y. Increased accumulation of vincristine and adriamycin in drug-resistant P388 tumor cells following incubation with calcium antagonists and calmodulin inhibitors. Cancer Res. 1982, 42, 4730-4733.
    • (1982) Cancer Res. , vol.42 , pp. 4730-4733
    • Tsuruo, T.1    Iida, H.2    Tsukagoshi, S.3    Sakurai, Y.4
  • 16
    • 0027524642 scopus 로고
    • In vitro and in vivo reversal of multidrug resistance by GF-120918, an acridonecarboxamide derivative
    • Hyafil, F.; Vergely, C.; Duvignaud, P.; Grandperret, T. In vitro and in vivo reversal of multidrug resistance by GF-120918, an acridonecarboxamide derivative. Cancer Res. 1993, 53, 4595-4602.
    • (1993) Cancer Res. , vol.53 , pp. 4595-4602
    • Hyafil, F.1    Vergely, C.2    Duvignaud, P.3    Grandperret, T.4
  • 17
    • 0344104431 scopus 로고
    • VX-710: A novel agent for reversal of P-glycoprotein-mediated multidrug resistance
    • Germann, U. A.; Zelle, R. E.; Shlyakhter, D.; et al. VX-710: A novel agent for reversal of P-glycoprotein-mediated multidrug resistance. Proc. Am. Assoc. Cancer Res. 1995, 36, 346.
    • (1995) Proc. Am. Assoc. Cancer Res. , vol.36 , pp. 346
    • Germann, U.A.1    Zelle, R.E.2    Shlyakhter, D.3
  • 18
    • 0024542268 scopus 로고
    • In vivo circumvention of vincristine resistance in mice with P388 leukemia using a novel compound, AHC-52
    • Shinoda, H.; Inaba, M.; Tsuruo, T. In vivo circumvention of vincristine resistance in mice with P388 leukemia using a novel compound, AHC-52. Cancer Res. 1989, 49, 1722-1726.
    • (1989) Cancer Res. , vol.49 , pp. 1722-1726
    • Shinoda, H.1    Inaba, M.2    Tsuruo, T.3
  • 19
    • 0025331208 scopus 로고
    • Reversal of multidrug resistance in human KB cell lines by structural analogues of verapamil
    • Pirker, R.; Keilhauer, G.; Raschack, M.; Lechner, C.; Ludwig, H. Reversal of multidrug resistance in human KB cell lines by structural analogues of verapamil. Int. J. Cancer 1990, 45, 916-919.
    • (1990) Int. J. Cancer , vol.45 , pp. 916-919
    • Pirker, R.1    Keilhauer, G.2    Raschack, M.3    Lechner, C.4    Ludwig, H.5
  • 21
    • 0026014503 scopus 로고
    • In vivo circumvention of P-glycoprotein-mediated multidrug resistance of tumors with SDZ PSC 833
    • Boesch, D.; Gaveriaux, C.; Jachnes, B.; Poutier-Manzanedo, A.; Bollinger, P.; Loor, F. In vivo circumvention of P-glycoprotein-mediated multidrug resistance of tumors with SDZ PSC 833. Cancer Res. 1961, 51, 4226-4233.
    • (1961) Cancer Res. , vol.51 , pp. 4226-4233
    • Boesch, D.1    Gaveriaux, C.2    Jachnes, B.3    Poutier-Manzanedo, A.4    Bollinger, P.5    Loor, F.6
  • 22
    • 0030945267 scopus 로고    scopus 로고
    • Multidrug resistance reversal agents
    • Robert, J. Multidrug resistance reversal agents. Drugs Future 1997, 22, 149-158.
    • (1997) Drugs Future , vol.22 , pp. 149-158
    • Robert, J.1
  • 23
    • 33845379303 scopus 로고
    • Atom pairs as molecular features in structure-activity studies: Definition and applications
    • Carhart, R. E.; Smith, D. H.; Venkataraghavan, R. Atom Pairs as Molecular Features in Structure-Activity Studies: Definition and Applications. J. Chem. Inf. Comput. Sci. 1985, 25, 64-73.
    • (1985) J. Chem. Inf. Comput. Sci. , vol.25 , pp. 64-73
    • Carhart, R.E.1    Smith, D.H.2    Venkataraghavan, R.3
  • 24
    • 0343004878 scopus 로고
    • The Bis-chloromethylation of aromatic compounds
    • Wood, J. H.; Perry, M. A.; Tung, C. C. The Bis-chloromethylation of Aromatic Compounds. J. Am. Chem. Soc. 1950, 72, 2989.
    • (1950) J. Am. Chem. Soc. , vol.72 , pp. 2989
    • Wood, J.H.1    Perry, M.A.2    Tung, C.C.3
  • 25
    • 0344104430 scopus 로고
    • The synthesis of 2,3,6,7 tetrasubstituted naphthalenes: 2,3,6,7 tetrachloronaphthalene
    • Levy, L. A. The Synthesis of 2,3,6,7 Tetrasubstituted Naphthalenes: 2,3,6,7 Tetrachloronaphthalene. Synth. Commun. 1983, 13, 639-648.
    • (1983) Synth. Commun. , vol.13 , pp. 639-648
    • Levy, L.A.1
  • 26
    • 33845552223 scopus 로고
    • Direct synthesis of thio ethers from thiols and alcohols
    • Guindon, Y.; Frenette, R.; Fortin, R.; Rokach, J. Direct Synthesis of Thio Ethers from Thiols and Alcohols. J. Org. Chem. 1983, 48, 1357-1359.
    • (1983) J. Org. Chem. , vol.48 , pp. 1357-1359
    • Guindon, Y.1    Frenette, R.2    Fortin, R.3    Rokach, J.4
  • 28
    • 0344104428 scopus 로고    scopus 로고
    • Data not shown
    • Data not shown.
  • 30
    • 0029796991 scopus 로고    scopus 로고
    • CL 329,753: A novel chemosensitizing agent for P-glycoprotein-mediated resistance with improved biological properties compared to verapamil and cyclosporine A
    • Greenberger, L. M.; Collins, K. I.; Annable, T.; Boni, J. P.; May, M. K.; Lai, F. M.; Kramer, R.; Citerella, R. V.; Hallett, W. A.; Powell, D. CL 329,753: a novel chemosensitizing agent for P-glycoprotein-mediated resistance with improved biological properties compared to verapamil and cyclosporine A. Oncol. Res. 1996, 8, 207-218.
    • (1996) Oncol. Res. , vol.8 , pp. 207-218
    • Greenberger, L.M.1    Collins, K.I.2    Annable, T.3    Boni, J.P.4    May, M.K.5    Lai, F.M.6    Kramer, R.7    Citerella, R.V.8    Hallett, W.A.9    Powell, D.10
  • 31
    • 0028325437 scopus 로고
    • Cyclosporine a markedly changes the distribution of doxorubicin in mice and rats
    • Colombo, T.; Zucchetti, M.; D'Incalci, M. Cyclosporine A markedly changes the distribution of doxorubicin in mice and rats. J. Pharmacol. Exp. Ther. 1994, 269, 22-27.
    • (1994) J. Pharmacol. Exp. Ther. , vol.269 , pp. 22-27
    • Colombo, T.1    Zucchetti, M.2    D'Incalci, M.3
  • 32
    • 0023925897 scopus 로고
    • D-verapamil and L-verapamil are equally effective in increasing vincristine accumulation in leukemic cells in vitro
    • Gruber, A.; Peterson, C.; Reizenstein, P. D-verapamil and L-verapamil are equally effective in increasing vincristine accumulation in leukemic cells in vitro. Int. J. Cancer 1988, 41, 224-226.
    • (1988) Int. J. Cancer , vol.41 , pp. 224-226
    • Gruber, A.1    Peterson, C.2    Reizenstein, P.3
  • 33
    • 0026654583 scopus 로고
    • Stereoisomers of calcium antagonists which differ markedly in their potencies as calcium blockers are equally effective in modulating drug transport by P-glycoprotein
    • Höllt, V.; Kouba, M.; Dietel, M.; Vogt, G. Stereoisomers of calcium antagonists which differ markedly in their potencies as calcium blockers are equally effective in modulating drug transport by P-glycoprotein. Biochem. Pharmacol. 1992, 43, 2601-2608.
    • (1992) Biochem. Pharmacol. , vol.43 , pp. 2601-2608
    • Höllt, V.1    Kouba, M.2    Dietel, M.3    Vogt, G.4
  • 34
    • 0021270167 scopus 로고
    • Calcium antagonists: Basic chemical and pharacological properties
    • Mannhold, R. Calcium antagonists: basic chemical and pharacological properties. Drugs Today 1884, 20, 69-90.
    • (1884) Drugs Today , vol.20 , pp. 69-90
    • Mannhold, R.1
  • 35
    • 0023115108 scopus 로고
    • Stereospecific synthesis of the enantiomers of verapamil and gallopamil
    • Theodore, L. J.; Nelson, W. L. Stereospecific Synthesis of the Enantiomers of Verapamil and Gallopamil. J. Org. Chem. 1987, 52, 1309-1315.
    • (1987) J. Org. Chem. , vol.52 , pp. 1309-1315
    • Theodore, L.J.1    Nelson, W.L.2
  • 37
    • 0344535414 scopus 로고
    • Isoindole derivatives, processes for their preparation, and their use as intermediates for cephalosporin intermediates
    • European Patent 227986
    • Ushujima, R.; Nakagawa, S.; Susumu, M. Isoindole derivatives, processes for their preparation, and their use as intermediates for cephalosporin intermediates. European Patent 227986; Chem. Abstr. 1987, 108, 186564.
    • (1987) Chem. Abstr. , vol.108 , pp. 186564
    • Ushujima, R.1    Nakagawa, S.2    Susumu, M.3
  • 39
    • 0344103941 scopus 로고
    • Über das parachinanisol
    • Skraup, Z. H. Über das Parachinanisol, Monatsh. Chem. 1885, 6, 760-770.
    • (1885) Monatsh. Chem. , vol.6 , pp. 760-770
    • Skraup, Z.H.1
  • 40
    • 0345397806 scopus 로고
    • N,N′,N″-Tris(3′,4′,5′-trimethoxyphen-ethyl) -1,3,5-hexahydrotriazine, a methylenemescaline trimer: Characterization and selective cyclization to anhalinine under nonaqueous conditions
    • Chrisey, L. A.; Brossi, A. N,N′,N″-Tris(3′,4′,5′-trimethoxyphen-ethyl)-1,3,5- hexahydrotriazine, a methylenemescaline trimer: characterization and selective cyclization to anhalinine under nonaqueous conditions. Heterocycles 1989, 29, 1179-83.
    • (1989) Heterocycles , vol.29 , pp. 1179-1183
    • Chrisey, L.A.1    Brossi, A.2
  • 41
    • 0002094519 scopus 로고
    • The asymmetric total synthesis of (+)-reticuline
    • Meyers, A. I.; Guiles, J. The Asymmetric Total Synthesis of (+)-Reticuline. Heterocycles 1989, 28, 295-301.
    • (1989) Heterocycles , vol.28 , pp. 295-301
    • Meyers, A.I.1    Guiles, J.2
  • 42
    • 0007645703 scopus 로고
    • Synthesis of isoquinolines III. A new synthesis of 1,2,3,4-tetrahydroisoquinolines
    • Bobbitt, J. M.; McNew-Kiely, J.; Khanna, K. L.; Ebermann, R. Synthesis of Isoquinolines III. A New Synthesis of 1,2,3,4-Tetrahydroisoquinolines. J. Org. Chem. 1965, 30, 2247-2250.
    • (1965) J. Org. Chem. , vol.30 , pp. 2247-2250
    • Bobbitt, J.M.1    McNew-Kiely, J.2    Khanna, K.L.3    Ebermann, R.4
  • 43
    • 0345397803 scopus 로고
    • Preparation of [(quinolinylethyl)amino] valeronitriles as calcium channel blockers
    • French Patent 2588258
    • Regnier, G.; Gargouil, Y. M.; Vilaine, J. P. Preparation of [(quinolinylethyl)amino] valeronitriles as calcium channel blockers. French Patent 2588258; Chem. Abstr. 1987,108, 94409.
    • (1987) Chem. Abstr. , vol.108 , pp. 94409
    • Regnier, G.1    Gargouil, Y.M.2    Vilaine, J.P.3
  • 44
    • 0344103939 scopus 로고
    • Preparation of verapamil-related benzeneaceto-nitriles as calcium channel blockers, and their therapeutic compositions
    • U.S. Patent 4833162
    • Newman, H. Preparation of verapamil-related benzeneaceto-nitriles as calcium channel blockers, and their therapeutic compositions. U.S. Patent 4833162; Chem. Abstr. 1989, 111, 173795.
    • (1989) Chem. Abstr. , vol.111 , pp. 173795
    • Newman, H.1
  • 46
    • 0000922375 scopus 로고
    • Synthesis of Z,Z-skipped diene macrolide pheromones for Cryptolestes and Oryzaephilus grain beetles (Coleoptera Cucujidae)
    • Millar, J. G.; Oehlschlager, A. C. Synthesis of Z,Z-Skipped Diene Macrolide Pheromones for Cryptolestes and Oryzaephilus Grain Beetles (Coleoptera Cucujidae). J. Org. Chem. 1984, 49, 2332-2338.
    • (1984) J. Org. Chem. , vol.49 , pp. 2332-2338
    • Millar, J.G.1    Oehlschlager, A.C.2


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