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Volumn 46, Issue 20, 2003, Pages 4259-4264

Discovery, characterization, and structure-activity relationships studies of proapoptotic polyphenols targeting B-cell lymphocyte/leukemia-2 proteins

Author keywords

[No Author keywords available]

Indexed keywords

GOSSYPOL; NATURAL PRODUCT; POLYPHENOL DERIVATIVE; PROTEIN BCL 2; PROTEIN BCL XL; PURPUROGALLIN; UNCLASSIFIED DRUG;

EID: 0141569444     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm030190z     Document Type: Article
Times cited : (365)

References (34)
  • 1
    • 0028972616 scopus 로고
    • Regulation of apoptosis by bcl-2 family proteins and its role in cancer and chemoresistance
    • Reed, J. C. Regulation of apoptosis by bcl-2 family proteins and its role in cancer and chemoresistance. Curr. Opin. Oncol 1995, 7, 541-546.
    • (1995) Curr. Opin. Oncol. , vol.7 , pp. 541-546
    • Reed, J.C.1
  • 2
    • 0032146987 scopus 로고    scopus 로고
    • Bcl-2-family proteins: The role of the BH3 domain in apoptosis
    • Kelekar, A.; Thompson, C. B. Bcl-2-family proteins: the role of the BH3 domain in apoptosis. Trends Cell Biol. 1998, 8, 324-330.
    • (1998) Trends Cell Biol. , vol.8 , pp. 324-330
    • Kelekar, A.1    Thompson, C.B.2
  • 3
    • 0037169358 scopus 로고    scopus 로고
    • Apoptosis: A link between cancer genetics and chemotherapy
    • Johnstone, R. W.; Ruefli, A. A.; Lowe, S. W. Apoptosis: a link between cancer genetics and chemotherapy. Cell 2002, 108, 153-164.
    • (2002) Cell , vol.108 , pp. 153-164
    • Johnstone, R.W.1    Ruefli, A.A.2    Lowe, S.W.3
  • 4
    • 0030805125 scopus 로고    scopus 로고
    • Overexpression of BCL-x protein in primary breast cancer is associated with high tumor grade and nodal metastases
    • Olopade, O. I.; Adeyanju, M. O.; Safa, A. R.; Hagos, F.; Mick, R.; et al. Overexpression of BCL-x protein in primary breast cancer is associated with high tumor grade and nodal metastases. Cancer J. Sci. Am. 1997, 3, 230-237.
    • (1997) Cancer J. Sci. Am. , vol.3 , pp. 230-237
    • Olopade, O.I.1    Adeyanju, M.O.2    Safa, A.R.3    Hagos, F.4    Mick, R.5
  • 5
    • 0029943186 scopus 로고    scopus 로고
    • Expression of apoptosis-regulatory genes in lung tumour cell lines: Relationship to p53 expression and relevance to acquired drug resistance
    • Reeve, J. G.; Xiong, J.; Morgan, J.; Bleehen, N. M. Expression of apoptosis-regulatory genes in lung tumour cell lines: relationship to p53 expression and relevance to acquired drug resistance. Br. J. Cancer 1996, 73, 1193-1200.
    • (1996) Br. J. Cancer , vol.73 , pp. 1193-1200
    • Reeve, J.G.1    Xiong, J.2    Morgan, J.3    Bleehen, N.M.4
  • 6
    • 0034691130 scopus 로고    scopus 로고
    • Structure-based discovery of an organic compound that binds Bcl-2 protein and induces apoptosis of tumor cells
    • Wang, J. L.; Liu, D.; Zhang, Z. J.; Shan, S.; Han, X.; et al. Structure-based discovery of an organic compound that binds Bcl-2 protein and induces apoptosis of tumor cells. Proc. Natl. Acad. Sci. U.S.A. 2000, 97, 7124-7129.
    • (2000) Proc. Natl. Acad. Sci. U.S.A. , vol.97 , pp. 7124-7129
    • Wang, J.L.1    Liu, D.2    Zhang, Z.J.3    Shan, S.4    Han, X.5
  • 7
    • 0035150803 scopus 로고    scopus 로고
    • Identification of small-molecule inhibitors of interaction between the BH3 domain and Bcl-xL
    • Degterev, A.; Lugovskoy, A.; Cardone, M.; Mulley, B.; Wagner, G.; et al. Identification of small-molecule inhibitors of interaction between the BH3 domain and Bcl-xL. Nat. Cell Biol. 2001, 3, 173-182.
    • (2001) Nat. Cell Biol. , vol.3 , pp. 173-182
    • Degterev, A.1    Lugovskoy, A.2    Cardone, M.3    Mulley, B.4    Wagner, G.5
  • 8
    • 0035147650 scopus 로고    scopus 로고
    • Antimycin A mimics a cell-death-inducing Bcl-2 homology domain 3
    • Tzung, S. P.; Kim, K. M.; Basanez, G.; Giedt, C. D.; Simon, J.; et al. Antimycin A mimics a cell-death-inducing Bcl-2 homology domain 3. Nat. Cell Biol. 2001, 3, 183-191.
    • (2001) Nat. Cell Biol. , vol.3 , pp. 183-191
    • Tzung, S.P.1    Kim, K.M.2    Basanez, G.3    Giedt, C.D.4    Simon, J.5
  • 9
    • 0035818885 scopus 로고    scopus 로고
    • Discovery of small-molecule inhibitors of Bcl-2 through structure-based computer screening
    • Enyedy, I. J.; Ling, Y.; Nacro, K.; Tomita, Y.; Wu, X.; et al. Discovery of small-molecule inhibitors of Bcl-2 through structure-based computer screening. J. Med. Chem. 2001, 44, 4313-4324.
    • (2001) J. Med. Chem. , vol.44 , pp. 4313-4324
    • Enyedy, I.J.1    Ling, Y.2    Nacro, K.3    Tomita, Y.4    Wu, X.5
  • 10
    • 0035832097 scopus 로고    scopus 로고
    • Synthesis of tetrocarcin derivatives with specific inhibitory activity towards Bcl-2 functions
    • Kaneko, M.; Nakashima, T.; Uosaki, Y.; Hara, M.; Ikeda, S.; et al. Synthesis of tetrocarcin derivatives with specific inhibitory activity towards Bcl-2 functions. Bioorg. Med. Chem. Lett. 2001, 11, 887-890.
    • (2001) Bioorg. Med. Chem. Lett. , vol.11 , pp. 887-890
    • Kaneko, M.1    Nakashima, T.2    Uosaki, Y.3    Hara, M.4    Ikeda, S.5
  • 11
    • 0035886913 scopus 로고    scopus 로고
    • Design and evolution of a miniature Bcl-2 binding protein
    • Chin, J. W.; Schepartz, A. Design and Evolution of a Miniature Bcl-2 Binding Protein. Angew. Chem., Int. Ed. 2001, 40, 3806-3809.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 3806-3809
    • Chin, J.W.1    Schepartz, A.2
  • 12
    • 0037048711 scopus 로고    scopus 로고
    • Development of a potent Bcl-x(L) antagonist based on α-helix mimicry
    • Kutzki, O.; Park, H. S.; Ernst, J. T.; Orner, B. P.; Yin, H.; et al. Development of a potent Bcl-x(L) antagonist based on α-helix mimicry. J. Am. Chem. Soc. 2002, 124, 11838-11839.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 11838-11839
    • Kutzki, O.1    Park, H.S.2    Ernst, J.T.3    Orner, B.P.4    Yin, H.5
  • 13
    • 0024394011 scopus 로고
    • An overview of the clinical pharmacology and therapeutic potential of gossypol as a male contraceptive agent and in gynaecological disease
    • Wu, D. An overview of the clinical pharmacology and therapeutic potential of gossypol as a male contraceptive agent and in gynaecological disease. Drugs 1989, 38, 333-341.
    • (1989) Drugs , vol.38 , pp. 333-341
    • Wu, D.1
  • 14
    • 0029031013 scopus 로고
    • Antiproliferative activity of gossypol and gossypolone on human breast cancer cells
    • Gilbert, N. E.; O'Reilly, J. E.; Chang, C. J.; Lin, Y. C.; Brueggemeier, R. W. Antiproliferative activity of gossypol and gossypolone on human breast cancer cells. Life Sci. 1995, 57, 61-67.
    • (1995) Life Sci. , vol.57 , pp. 61-67
    • Gilbert, N.E.1    O'Reilly, J.E.2    Chang, C.J.3    Lin, Y.C.4    Brueggemeier, R.W.5
  • 15
    • 0024334136 scopus 로고
    • An in vitro and in vivo study of antitumor effects of gossypol on human SW-13 adrenocortical carcinoma
    • Wu, Y. W.; Chik, C. L.; Knazek, R. A. An in vitro and in vivo study of antitumor effects of gossypol on human SW-13 adrenocortical carcinoma. Cancer Res. 1989, 49, 3754-3758.
    • (1989) Cancer Res. , vol.49 , pp. 3754-3758
    • Wu, Y.W.1    Chik, C.L.2    Knazek, R.A.3
  • 16
    • 0025841648 scopus 로고
    • Effects of gossypol on the cell cycle phases in T-47D human breast cancer cells
    • Thomas, M.; von Hagen, V.; Moustafa, Y.; Montmasson, M. P.; Monet, J. D. Effects of gossypol on the cell cycle phases in T-47D human breast cancer cells. Anticancer Res. 1991, 11, 1469-1475.
    • (1991) Anticancer Res. , vol.11 , pp. 1469-1475
    • Thomas, M.1    Von Hagen, V.2    Moustafa, Y.3    Montmasson, M.P.4    Monet, J.D.5
  • 17
    • 0141446513 scopus 로고
    • Cytotoxic effect of gossypol in the treatment of metastic adrenal cancer
    • Wang, X. Cytotoxic effect of gossypol in the treatment of metastic adrenal cancer. J. Clin. Endocrinol. Metab. 1993, 76, 1019-1024.
    • (1993) J. Clin. Endocrinol. Metab. , vol.76 , pp. 1019-1024
    • Wang, X.1
  • 18
    • 0036450381 scopus 로고    scopus 로고
    • An in vitro study of inhibitory activity of gossypol, a cottonseed extract, in human carcinoma cell lines
    • Leblanc, M. L.; Russo, J.; Kudelka, A. P.; Smith, J. A. An in Vitro Study of Inhibitory Activity of Gossypol, a Cottonseed Extract, in Human Carcinoma Cell Lines. Pharmacol. Res. 2002, 46, 551-555.
    • (2002) Pharmacol. Res. , vol.46 , pp. 551-555
    • Leblanc, M.L.1    Russo, J.2    Kudelka, A.P.3    Smith, J.A.4
  • 20
    • 0034922672 scopus 로고    scopus 로고
    • Oral gossypol in the treatment of patients with refractory metastatic breast cancer: A phase I/II clinical trial
    • Van Poznak, C.; Seidman, A. D.; Reidenberg, M. M.; Moasser, M. M.; Sklarin, N.; et al. Oral gossypol in the treatment of patients with refractory metastatic breast cancer: a phase I/II clinical trial. Breast Cancer Res. Treat. 2001, 66, 239-248.
    • (2001) Breast Cancer Res. Treat. , vol.66 , pp. 239-248
    • Van Poznak, C.1    Seidman, A.D.2    Reidenberg, M.M.3    Moasser, M.M.4    Sklarin, N.5
  • 21
    • 0034692871 scopus 로고    scopus 로고
    • Cytotoxic effect of gossypol on colon carcinoma cells
    • Wang, X.; Wang, J,; Wong, S. C.; Chow, L. S.; Nicholls, J. M.; et al. Cytotoxic effect of gossypol on colon carcinoma cells. Life Sci. 2000, 67, 2663-2671.
    • (2000) Life Sci. , vol.67 , pp. 2663-2671
    • Wang, X.1    Wang, J.2    Wong, S.C.3    Chow, L.S.4    Nicholls, J.M.5
  • 22
    • 0030614915 scopus 로고    scopus 로고
    • Structure of Bcl-xL-Bak peptide complex: Recognition between regulators of apoptosis
    • Sattler, M.; Liang, H.; Nettesheim, D.; Meadows, R. P.; Harlan, J. E.; et al. Structure of Bcl-xL-Bak peptide complex: recognition between regulators of apoptosis. Science 1997, 275, 983-986.
    • (1997) Science , vol.275 , pp. 983-986
    • Sattler, M.1    Liang, H.2    Nettesheim, D.3    Meadows, R.P.4    Harlan, J.E.5
  • 23
    • 0033082995 scopus 로고    scopus 로고
    • IAP family proteins - Suppressors of apoptosis
    • Deveraux, Q. L.; Reed, J. C. IAP family proteins - suppressors of apoptosis. Genes Dev. 1999, 13, 239-252.
    • (1999) Genes Dev. , vol.13 , pp. 239-252
    • Deveraux, Q.L.1    Reed, J.C.2
  • 24
    • 0141669434 scopus 로고    scopus 로고
    • Hydroxylic aromatic compounds as additives for rubber based, composite solid propellant. U.S. Patent 4,181,-545, 1980 (United Technologies Corporation)
    • Anderson, W. A. Hydroxylic aromatic compounds as additives for rubber based, composite solid propellant. U.S. Patent 4,181,-545, 1980 (United Technologies Corporation).
    • Anderson, W.A.1
  • 25
    • 0032986405 scopus 로고    scopus 로고
    • Inhibition of oncogene product enzyme activity as an approach to cancer chemoprevention. Tyrosine-specific protein kinase inhibition by purpurogallin from Quercus sp. nutgall
    • Abou-Karam, M.; Shier, W. T. Inhibition of oncogene product enzyme activity as an approach to cancer chemoprevention. Tyrosine-specific protein kinase inhibition by purpurogallin from Quercus sp. nutgall. Phytother. Res. 1999, 13, 337-340.
    • (1999) Phytother. Res. , vol.13 , pp. 337-340
    • Abou-Karam, M.1    Shier, W.T.2
  • 26
    • 0029874002 scopus 로고    scopus 로고
    • Purpurogallin inhibits DNA synthesis of murine fibrosarcoma L-929 and human U-87 MG glioblastoma cells in vitro
    • Fung, K. P.; Wu, T. W.; Lui, C. P. Purpurogallin inhibits DNA synthesis of murine fibrosarcoma L-929 and human U-87 MG glioblastoma cells in vitro. Chemotherapy 1996, 42, 199-205.
    • (1996) Chemotherapy , vol.42 , pp. 199-205
    • Fung, K.P.1    Wu, T.W.2    Lui, C.P.3
  • 28
    • 0031576702 scopus 로고    scopus 로고
    • One-dimensional relaxation- and diffusion-edited NMR methods for screening compounds that bind to macromolecules
    • Hajduk, P. J.; Olejniczak, E. T.; Fesik, S. W. One-dimensional relaxation- and diffusion-edited NMR methods for screening compounds that bind to macromolecules. J. Am. Chem. Soc. 1997, 119, 12257-12261.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 12257-12261
    • Hajduk, P.J.1    Olejniczak, E.T.2    Fesik, S.W.3
  • 29
    • 0033789206 scopus 로고    scopus 로고
    • Identification of compounds with binding affinity to proteins via magnetization transfer from bulk water
    • Dalvit, C.; Pevarello, P.; Tato, M.; Veronesi, M.; Vulpetti, A.; et al. Identification of compounds with binding affinity to proteins via magnetization transfer from bulk water. J. Biomol. NMR 2000, 18, 65-68.
    • (2000) J. Biomol. NMR , vol.18 , pp. 65-68
    • Dalvit, C.1    Pevarello, P.2    Tato, M.3    Veronesi, M.4    Vulpetti, A.5
  • 30
    • 0032738842 scopus 로고    scopus 로고
    • Evaluation of the FLEXX incremental construction algorithm for protein - Ligand docking
    • Kramer, B.; Rarey, M.; Lengauer, T. Evaluation of the FLEXX incremental construction algorithm for protein-ligand docking. Proteins 1999, 37, 228-241.
    • (1999) Proteins , vol.37 , pp. 228-241
    • Kramer, B.1    Rarey, M.2    Lengauer, T.3
  • 32
    • 0030612833 scopus 로고    scopus 로고
    • Attenuated T2 relaxation by mutual cancellation of dipole - Dipole coupling and chemical shift anisotropy indicates an avenue to NMR structures of very large biological macromolecules in solution
    • Pervushin, K.; Riek, R.; Wider, G.; Wüthrich, K. Attenuated T2 relaxation by mutual cancellation of dipole-dipole coupling and chemical shift anisotropy indicates an avenue to NMR structures of very large biological macromolecules in solution. Proc. Natl. Acad. Sci. U.S.A. 1997, 94, 12366-12371.
    • (1997) Proc. Natl. Acad. Sci. U.S.A. , vol.94 , pp. 12366-12371
    • Pervushin, K.1    Riek, R.2    Wider, G.3    Wüthrich, K.4
  • 33
    • 0029881007 scopus 로고    scopus 로고
    • MOLMOL: A program for display and analysis of macromolecular structures
    • Koradi, R.; Billeter, M.; Wüthrich, K. MOLMOL: a program for display and analysis of macromolecular structures. J. Mol. Graphics 1996, 14, 51-55.
    • (1996) J. Mol. Graphics , vol.14 , pp. 51-55
    • Koradi, R.1    Billeter, M.2    Wüthrich, K.3
  • 34
    • 0024578841 scopus 로고
    • New soluble-formazan assay for HIV-1 cytopathic effects: Application to high-flux screening of synthetic and natural products for AIDS-antiviral activity
    • Weislow, O. S.; Kiser, R.; Fine, D. L.; Bader, J.; Shoemaker, R. H.; et al. New soluble-formazan assay for HIV-1 cytopathic effects: application to high-flux screening of synthetic and natural products for AIDS-antiviral activity. J. Natl. Cancer Inst. 1989, 81, 577-586.
    • (1989) J. Natl. Cancer Inst. , vol.81 , pp. 577-586
    • Weislow, O.S.1    Kiser, R.2    Fine, D.L.3    Bader, J.4    Shoemaker, R.H.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.