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Volumn 4, Issue 11, 1998, Pages 2657-2668

α-Cyano-β-hydroxy-β-methyl-N-[4-(trifluoromethoxy)phenyl] propenamide: An inhibitor of the epidermal growth factor receptor tyrosine kinase with potent cytotoxic activity against breast cancer cells

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA CYANO BETA HYDROXY BETA METHYL N [4 (TRIFLUOROMETHOXY)PHENYL] PROPENAMIDE; ENZYME INHIBITOR; EPIDERMAL GROWTH FACTOR RECEPTOR KINASE; LEFLUNOMIDE; UNCLASSIFIED DRUG;

EID: 0031785254     PISSN: 10780432     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (35)

References (39)
  • 1
    • 0028152943 scopus 로고
    • Progress from clinical cancer
    • Phila.
    • Wood, W. C. Progress from clinical cancer. Cancer (Phila.), 74: 2606-2609, 1994.
    • (1994) Cancer , vol.74 , pp. 2606-2609
    • Wood, W.C.1
  • 2
    • 0030725302 scopus 로고    scopus 로고
    • Chemotherapy of breast cancer: A historical perspective
    • Hortobagyi, G. N. Chemotherapy of breast cancer: a historical perspective. Semin. Oncol., 24: S17-1-S17-4, 1997.
    • (1997) Semin. Oncol. , vol.24
    • Hortobagyi, G.N.1
  • 3
    • 0030841554 scopus 로고    scopus 로고
    • Conceptual basis for advances in the systemic drug therapy of breast cancer
    • Norton, L. Conceptual basis for advances in the systemic drug therapy of breast cancer. Semin. Oncol., 24: S11-2-S11-12, 1997.
    • (1997) Semin. Oncol. , vol.24
    • Norton, L.1
  • 4
    • 0031406926 scopus 로고    scopus 로고
    • Breast disease: A primer on diagnosis and management
    • Drukker, B. H. Breast disease: a primer on diagnosis and management. Int. J. Fertil. Womens Med., 42: 278-287, 1997.
    • (1997) Int. J. Fertil. Womens Med. , vol.42 , pp. 278-287
    • Drukker, B.H.1
  • 5
    • 0030704638 scopus 로고    scopus 로고
    • The increasing efficacy of breast cancer treatment
    • Gordon, A. The increasing efficacy of breast cancer treatment. Clin. Oncol. R. Coll. Radiol., 9: 338-342, 1997.
    • (1997) Clin. Oncol. R. Coll. Radiol. , vol.9 , pp. 338-342
    • Gordon, A.1
  • 6
    • 0028269421 scopus 로고
    • High-dose doxorubicin, etoposide and cyclophosphamide with stem cell reinfusion in patients with metastatic or high-risk primary breast cancer
    • Phila.
    • Somlo, G., Doroshow, J. H., Forman, S. H., Leong, L. A., Margolin, K. A., Morgan, R. J., Jr., Raschoko, J. W., Akkman, S. A., Ahn, C., and Nagasawa, S. High-dose doxorubicin, etoposide and cyclophosphamide with stem cell reinfusion in patients with metastatic or high-risk primary breast cancer. Cancer (Phila.), 73: 1678-1665, 1994.
    • (1994) Cancer , vol.73 , pp. 1678-11665
    • Somlo, G.1    Doroshow, J.H.2    Forman, S.H.3    Leong, L.A.4    Margolin, K.A.5    Morgan Jr., R.J.6    Raschoko, J.W.7    Akkman, S.A.8    Ahn, C.9    Nagasawa, S.10
  • 7
    • 0030947405 scopus 로고    scopus 로고
    • Paclitaxel-based combination chemotherapy for breast cancer
    • Hortobagyi, G. N. Paclitaxel-based combination chemotherapy for breast cancer. Oncol. Huntingt., 11 (3 Suppl. 2): 29-37, 1997.
    • (1997) Oncol. Huntingt. , vol.11 , Issue.3 SUPPL. 2 , pp. 29-37
    • Hortobagyi, G.N.1
  • 8
    • 0029828295 scopus 로고    scopus 로고
    • Paclitaxel combination therapy in the treatment of metastatic breast cancer: A review
    • Holmes, F. A. Paclitaxel combination therapy in the treatment of metastatic breast cancer: a review. Semin. Oncol., 23 (5 Suppl. 11): 46-56, 1996.
    • (1996) Semin. Oncol. , vol.23 , Issue.5 SUPPL. 11 , pp. 46-56
    • Holmes, F.A.1
  • 9
    • 0028813358 scopus 로고
    • Sequential or alternating doxorubicin and CMF regimens in breast cancer with more than three positive nodes
    • Bonadonna, G., Zambetti, M., and Valagussa, P. Sequential or alternating doxorubicin and CMF regimens in breast cancer with more than three positive nodes. J. Am. Med. Assoc., 273: 542-547, 1995.
    • (1995) J. Am. Med. Assoc. , vol.273 , pp. 542-547
    • Bonadonna, G.1    Zambetti, M.2    Valagussa, P.3
  • 10
    • 0028350749 scopus 로고
    • Randomized trial of cyclophosphamide, methoxate, and 5-fluorouracil with or without without estrogenic recruitment in women with metastatic breast cancer
    • Phila.
    • Ingle, J. N., Foley, J. F., Mailliard, J. A., Krook, J. E., Hartman, L. C., Jung, S. H., Veeder, M. H., Gesme, D. H. J., Hatfield, A. K., and Goldberg, R. M. Randomized trial of cyclophosphamide, methoxate, and 5-fluorouracil with or without without estrogenic recruitment in women with metastatic breast cancer. Cancer (Phila.). 73: 2337-2343, 1994.
    • (1994) Cancer , vol.73 , pp. 2337-2343
    • Ingle, J.N.1    Foley, J.F.2    Mailliard, J.A.3    Krook, J.E.4    Hartman, L.C.5    Jung, S.H.6    Veeder, M.H.7    Gesme, D.H.J.8    Hatfield, A.K.9    Goldberg, R.M.10
  • 11
    • 0027989598 scopus 로고
    • New chemotherapeutic agents for breast cancer
    • Phila.
    • Abrams, J. S., Moore, T. D., and Friedman, M. New chemotherapeutic agents for breast cancer. Cancer (Phila.), 84: 1164-1176, 1994.
    • (1994) Cancer , vol.84 , pp. 1164-1176
    • Abrams, J.S.1    Moore, T.D.2    Friedman, M.3
  • 12
    • 0025321157 scopus 로고
    • Epidermal growth factor
    • Carpenter, G., and Cohen, S. Epidermal growth factor. J. Biol. Chem., 265: 7709-7712, 1990.
    • (1990) J. Biol. Chem. , vol.265 , pp. 7709-7712
    • Carpenter, G.1    Cohen, S.2
  • 15
    • 0002350734 scopus 로고
    • Antibodies to growth factors and receptors
    • V. T. DeVita, S. Hellman, and S. A. Rosenberg (eds.) Philadelphia, PA: J. B. Lippincott Co.
    • Mendelsohn, J., and Baselga, J. Antibodies to growth factors and receptors. In: V. T. DeVita, S. Hellman, and S. A. Rosenberg (eds.) Biologic Therapy of Cancer: Principles & Practice, pp. 607-623. Philadelphia, PA: J. B. Lippincott Co., 1995.
    • (1995) Biologic Therapy of Cancer: Principles & Practice , pp. 607-623
    • Mendelsohn, J.1    Baselga, J.2
  • 16
    • 0025874765 scopus 로고
    • Epidermal growth factor receptor expression as a prosnostic indicator in breast cancer
    • Toi, M., Osaki, A., Yamada, H., and Toge, T. Epidermal growth factor receptor expression as a prosnostic indicator in breast cancer. Eur. J. Cancer, 27: 977-980, 1991.
    • (1991) Eur. J. Cancer , vol.27 , pp. 977-980
    • Toi, M.1    Osaki, A.2    Yamada, H.3    Toge, T.4
  • 17
    • 0028330743 scopus 로고
    • The epidermal growth factor receptor as a prognostic marker: Results of 370 patients and review of 3009 patients
    • Fox, S. B., Smith, K., Hollyer, J., Greenall, M., Hastrich, D., and Harris, A. L. The epidermal growth factor receptor as a prognostic marker: results of 370 patients and review of 3009 patients. Breast Cancer Res. Treat., 29: 41-49, 1994.
    • (1994) Breast Cancer Res. Treat. , vol.29 , pp. 41-49
    • Fox, S.B.1    Smith, K.2    Hollyer, J.3    Greenall, M.4    Hastrich, D.5    Harris, A.L.6
  • 19
    • 0029117648 scopus 로고
    • Leflunomide: A potential new disease modifying anti-rheumatic drug
    • Parnham, M. J. Leflunomide: a potential new disease modifying anti-rheumatic drug. Exp. Opin. Invest. Drugs, 4: 777-779, 1995.
    • (1995) Exp. Opin. Invest. Drugs , vol.4 , pp. 777-779
    • Parnham, M.J.1
  • 20
    • 0030014489 scopus 로고    scopus 로고
    • Two activities of the immunosuppressive metabolite of leflunomide, A77 1726. Inhibition of pyrimidine nucleotide synthesis and protein tyrosine phosphorylation
    • Xu, X., Williams, J. W., Gong, H., Finnegan, A., and Chong, A. S. Two activities of the immunosuppressive metabolite of leflunomide, A77 1726. Inhibition of pyrimidine nucleotide synthesis and protein tyrosine phosphorylation. Biochem. Pharmacol., 52: 527-534, 1996.
    • (1996) Biochem. Pharmacol. , vol.52 , pp. 527-534
    • Xu, X.1    Williams, J.W.2    Gong, H.3    Finnegan, A.4    Chong, A.S.5
  • 21
    • 0029052321 scopus 로고
    • Inhibition of protein tyrosine phosphorylation in T cells by a novel immunosuppressive agent, leflunomide
    • Xu, X., Williams, J. W., Bremer, E. G., Finnegan, A., and Chong, A. S. Inhibition of protein tyrosine phosphorylation in T cells by a novel immunosuppressive agent, leflunomide. J. Biol. Chem., 270: 12398-12403, 1995.
    • (1995) J. Biol. Chem. , vol.270 , pp. 12398-12403
    • Xu, X.1    Williams, J.W.2    Bremer, E.G.3    Finnegan, A.4    Chong, A.S.5
  • 23
    • 0027501428 scopus 로고
    • Inhibition of the epidermal growth factor receptor tyrosine kinase activity by leflunomide
    • Mattar, T., Kochhar, K., Bartlett, R., Bremer, E. G., and Finnegan, A. Inhibition of the epidermal growth factor receptor tyrosine kinase activity by leflunomide. FEBS Lett., 334: 161-164, 1993.
    • (1993) FEBS Lett. , vol.334 , pp. 161-164
    • Mattar, T.1    Kochhar, K.2    Bartlett, R.3    Bremer, E.G.4    Finnegan, A.5
  • 24
    • 0031034930 scopus 로고    scopus 로고
    • Crystal structure of the Src family tyrosine kinase Hck
    • Sicheri, F., Moarefi. I., and Kuriyan, J. Crystal structure of the Src family tyrosine kinase Hck. Nature (Lond.), 385: 602-609, 1997.
    • (1997) Nature (Lond.) , vol.385 , pp. 602-609
    • Sicheri, F.1    Moarefi, I.2    Kuriyan, J.3
  • 25
    • 0030945871 scopus 로고    scopus 로고
    • Structures of the tyrosine kinase domain of fibroblast growth factor receptor in complex with inhibitors
    • Washington DC
    • Mohammadi, M., McMahon, G., Sun, L., Tang, C., Hirth, P., Yeh, B. K., Hubbard, S. R., and Schlessinger, J. Structures of the tyrosine kinase domain of fibroblast growth factor receptor in complex with inhibitors. Science (Washington DC), 276: 955-960, 1997.
    • (1997) Science , vol.276 , pp. 955-960
    • Mohammadi, M.1    McMahon, G.2    Sun, L.3    Tang, C.4    Hirth, P.5    Yeh, B.K.6    Hubbard, S.R.7    Schlessinger, J.8
  • 26
    • 0030766163 scopus 로고    scopus 로고
    • Crystal structure of the activated insulin receptor tyrosine kinase in complex with peptide substrate and ATP analog
    • Hubbard, S. R. Crystal structure of the activated insulin receptor tyrosine kinase in complex with peptide substrate and ATP analog. EMBO J., 16: 5572-5581, 1997.
    • (1997) EMBO J. , vol.16 , pp. 5572-5581
    • Hubbard, S.R.1
  • 27
    • 0000127673 scopus 로고
    • 2.2Å refined crystal structure of the catalytic subunit of cAMP-dependent protein kinase complexed with MnATP and a peptide inhibitor
    • Zheng, J., Trafny, E. A., Knighton, D. R., Xuong, N-H., Taylor, S. S., Ten Eyck, L. F., and Sowadski, J. M. 2.2Å refined crystal structure of the catalytic subunit of cAMP-dependent protein kinase complexed with MnATP and a peptide inhibitor. Acta Cryst., D49: 362-365, 1993.
    • (1993) Acta Cryst. , vol.D49 , pp. 362-365
    • Zheng, J.1    Trafny, E.A.2    Knighton, D.R.3    Xuong, N.-H.4    Taylor, S.S.5    Ten Eyck, L.F.6    Sowadski, J.M.7
  • 28
    • 0000082544 scopus 로고
    • CHAIN-a cristallographic modeling program
    • Sack, J. S. CHAIN-a cristallographic modeling program. J. Mol. Graphics, 6: 244-245, 1988.
    • (1988) J. Mol. Graphics , vol.6 , pp. 244-245
    • Sack, J.S.1
  • 29
    • 0028454828 scopus 로고
    • The development of a simple empirical scoring function to estimate the binding constant for a protein-ligand complex of known three-dimensional structure
    • Bohm, H. J. The development of a simple empirical scoring function to estimate the binding constant for a protein-ligand complex of known three-dimensional structure. J. Comput. Aided Mol. Des., 8: 243-256, 1994.
    • (1994) J. Comput. Aided Mol. Des. , vol.8 , pp. 243-256
    • Bohm, H.J.1
  • 31
    • 0026334388 scopus 로고
    • Synthesis and biological activity of a series of diaryl-substituted α-cyano-β-hydroxypropenamides, a new class of antihelmintic agents
    • Sjogren, E. R., Rider, M. A., Nelson, P. H., Bingham, S., Poulton, A. L., Emanuel, M. A., and Komuniecki, R. Synthesis and biological activity of a series of diaryl-substituted α-cyano-β-hydroxypropenamides, a new class of antihelmintic agents. J. Med. Chem., 34: 3295-3301, 1991.
    • (1991) J. Med. Chem. , vol.34 , pp. 3295-3301
    • Sjogren, E.R.1    Rider, M.A.2    Nelson, P.H.3    Bingham, S.4    Poulton, A.L.5    Emanuel, M.A.6    Komuniecki, R.7
  • 32
    • 0031801528 scopus 로고    scopus 로고
    • 4-(3′-Bromo-4′ hydroxylphenyl)-amino-6,7-dimethoxyquinazoline (WHI-P154): A novel quinazoline derivative with potent cytotoxic activity against human glioblastoma cells
    • Narla, R. K., Liu, X. P., Myers, D. E., and Uckun, F. M. 4-(3′-Bromo-4′ hydroxylphenyl)-amino-6,7-dimethoxyquinazoline (WHI-P154): a novel quinazoline derivative with potent cytotoxic activity against human glioblastoma cells. Clin. Cancer Res., 4: 1405-1414, 1998.
    • (1998) Clin. Cancer Res. , vol.4 , pp. 1405-1414
    • Narla, R.K.1    Liu, X.P.2    Myers, D.E.3    Uckun, F.M.4
  • 33
    • 0029838226 scopus 로고    scopus 로고
    • Bruton's tyrosine kinase as a mediator of radiation-induced apoptosis in B-lineage lymphoid cells
    • Washingotn DC
    • Uckun, F. M., Waddick, K. G., Mahajan, S., Jun, X., Takata, M., Bolen, J., and Kurosaki, T. Bruton's tyrosine kinase as a mediator of radiation-induced apoptosis in B-lineage lymphoid cells. Science (Washingotn DC), 22: 1096-1100, 1996.
    • (1996) Science , vol.22 , pp. 1096-1100
    • Uckun, F.M.1    Waddick, K.G.2    Mahajan, S.3    Jun, X.4    Takata, M.5    Bolen, J.6    Kurosaki, T.7
  • 35
    • 0021988924 scopus 로고
    • A rapid colorimetric assay for the determination of IL-2-producing helper T cell frequencies
    • Heeg, K., Reimann, J., Kabelitz, D., Hardt, C., and Wagner, H. A rapid colorimetric assay for the determination of IL-2-producing helper T cell frequencies. J. Immunol. Methods, 77; 237-246, 1985.
    • (1985) J. Immunol. Methods , vol.77 , pp. 237-246
    • Heeg, K.1    Reimann, J.2    Kabelitz, D.3    Hardt, C.4    Wagner, H.5
  • 37
    • 0030907052 scopus 로고    scopus 로고
    • Soluble analogs of pyrrolo- and pyrazoloquinazolines as epidermal growth factor receptor inhibitors: Synthesis, biological evaluation and modeling of the mode of binding
    • Palmer, B. D., Fry, D. W., Nelson, J. M., Showalter, H. D., and Denny, W. A. Soluble analogs of pyrrolo-and pyrazoloquinazolines as epidermal growth factor receptor inhibitors: synthesis, biological evaluation and modeling of the mode of binding. J. Med. Chem., 40: 1519-1529, 1997.
    • (1997) J. Med. Chem. , vol.40 , pp. 1519-1529
    • Palmer, B.D.1    Fry, D.W.2    Nelson, J.M.3    Showalter, H.D.4    Denny, W.A.5
  • 38
    • 0030598848 scopus 로고    scopus 로고
    • Structure of the FGF receptor tyrosine kinase domain reveals a novel autoinhibitory mechanism
    • Mohammadi, M., Schlessinger, J., and Hubbard, S. R. Structure of the FGF receptor tyrosine kinase domain reveals a novel autoinhibitory mechanism. Cell, 86: 577-587, 1996.
    • (1996) Cell , vol.86 , pp. 577-587
    • Mohammadi, M.1    Schlessinger, J.2    Hubbard, S.R.3
  • 39
    • 0021107965 scopus 로고
    • Solvent-accessible surfaces of proteins and nucleic acids
    • Washington DC
    • Connolly, M. L. Solvent-accessible surfaces of proteins and nucleic acids. Science (Washington DC), 221: 709-713, 1983.
    • (1983) Science , vol.221 , pp. 709-713
    • Connolly, M.L.1


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