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Volumn 53, Issue 9, 2010, Pages 3465-3479

Design, synthesis, and interaction study of quinazoline-2(1 H)-thione derivatives as novel potential Bcl-xL inhibitors

Author keywords

[No Author keywords available]

Indexed keywords

2 [2 [[7 (2 METHOXYPHENYL) 9 OXO 5H BENZO[H]THIAZOLO[2,3 B]QUINAZOLIN 10(6H,7H,9H) YLIDENE]ETHYL]PHENOXY]ACETIC ACID; 2 [3 [(9 OXO 7 PHENYL) 5H BENZO[H]THIAZOLO[2,3 B]QUINAZOLIN 10(6H,7H9H) YLIDENE]METHYL]PHENOXY]ACETIC ACID; 2 [3 [[5 (2 METHOXYPHENYL) 3 OXO 7 PHENYL 3,5 DIHYDRO 2H THIAZOLO[3,2 A]PYRIMIDIN 2 YLIDENE]METHYL]PHENOXY]ACETIC ACID; 2 [3 [[7 (2 METHOXYPHENYL) 9 OXO 5H BENZO[H]THIAZOLO[2,3 B] QUINAZOLIN 10(6H,7H,9H) YLIDENE]METHYL]PHENOXY]ACETIC ACID; 2 [3 [[7 (3 FLUOROPHENYL) 9 OXO 5H BENZO[H]THIAZOLO[2,3 B]QUINAZOLIN 10(6H,7H,9H) YLIDENE]METHYL]PHENOXY]ACETIC ACID; 2 [3 [[7 (FURAN 2 YL) 9 OXO 5H BENZO[H]THIAZOLO[2,3 B]QUINAZOLIN 10(6H,7H,9H) YLIDENE]METHYL]PHENOXY]ACETIC ACID; 2 [3 [[7 (NAPHTHALEN 1 YL) 9 OXO 5H BENZO[H]THIAZOLO[2,3 B]QUINAZOLIN 10(6H,7H,9H) YLIDENE]METHYL]PHENOXY]ACETIC ACID; 2 [4 [[7 (2 METHOXYPHENYL) 9 OXO 5H BENZO[H]THIAZOLO[2,3 B] QUINAZOLIN 10(6H,7H,9H) YLIDENE]METHYL]PHENOXY]ACETIC ACID; 2 AMINO 6 BROMO 4 (1 CYANO 2 ETHOXY 2 OXOETHYL) 4H CHROMENE 3 CARBOXYLIC ACID ETHYL ESTER; 3 [4 [[(7 (2 METHOXYPHENYL) 9 OXO 5H BENZO[H]THIAZOLO[2,3 B]QUINAZOLIN 10(6H,7H,9H) YLIDINE]METHYL]PHENYL]ACRYLIC ACID; 3 [5 [(9 OXO 7 PHENYL 5H BENZO[H]THIAZOLO[2,3 B]QUINAZOLIN 10(6H,7H,9H) YLIDENE)METHYL]FURAN 2 YL]BENZOIC ACID; 3 [5 [[ 7 (2 METHOXYPHENYL) 9 OXO 5H BENZO[H]THIAZOLO[2,3 B]QUINAZOLIN 10(6H,7H,9H) YLIDENE]METHYL]FURAN 2 YL]BENZOIC ACID; 3 [[2 METHOXY 4 [[7 (4 METHOXYPHENYL) 9 OXO 5H BENZO[H]THIAZOLO[2,3 B]QUINAZOLIN 10(6H,7H,9H) YLIDENE]METHYL]PHENOXY]METHYL]BENZOIC ACID; 3' [[7 (2 METHOXYPHENYL) 9 OXO 5H BENZO[H]THIAZOLO[2,3 B]QUINAZOLIN 10(6H,7H,9H) YLIDENE]METHYL]BIPHENYL 3 CARBOXYLIC ACID; 4 [4 (4' CHLORO 2 BIPHENYLYLMETHYL) 1 PIPERAZINYL] N [4 [3 DIMETHYLAMINO 1 (PHENYLTHIOMETHYL)PROPYLAMINO] 3 NITROBENZENESULFONYL]BENZAMIDE; 4 [[7 (2 METHOXYPHENYL) 9 OXO 5H BENZO[H]THIAZOLO[2,3 B]QUINAZOLIN 10(6H,7H,9H) YLIDENE]METHYL]BENZOIC ACID; ANTINEOPLASTIC AGENT; BH 3I 1; BH 3I 2; CASPASE; DCBL 55; GOSSYPOL; OBATOCLAX; PROTEIN BCL 2; PROTEIN BCL XL; PROTEIN INHIBITOR; PROTEIN MCL 1; QUINAZOLINE DERIVATIVE; REACTIVE OXYGEN METABOLITE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 77952043774     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm901004c     Document Type: Article
Times cited : (50)

References (26)
  • 1
    • 0028329172 scopus 로고
    • Apoptosis. Its significance in cancer and cancer therapy
    • Kerr, J. F.; Winterford, C. M.; Harmon, B. V. Apoptosis. Its significance in cancer and cancer therapy Cancer 1994, 73, 2013-2026
    • (1994) Cancer , vol.73 , pp. 2013-2026
    • Kerr, J.F.1    Winterford, C.M.2    Harmon, B.V.3
  • 6
    • 22144460556 scopus 로고    scopus 로고
    • Apoptosis-based therapies for hematologic malignancies
    • Reed, J. C.; Pellecchia, M. Apoptosis-based therapies for hematologic malignancies Blood 2005, 106, 408-418
    • (2005) Blood , vol.106 , pp. 408-418
    • Reed, J.C.1    Pellecchia, M.2
  • 7
    • 33745872296 scopus 로고    scopus 로고
    • Comparison of chemical inhibitors of antiapoptotic Bcl-2-family proteins
    • Zhai, D.; JC.; Satterthwait, A. C.; Reed, J. C. Comparison of chemical inhibitors of antiapoptotic Bcl-2-family proteins Cell Death Differ. 2006, 13, 1419-1421
    • (2006) Cell Death Differ. , vol.13 , pp. 1419-1421
    • Zhai, D.1    Jin, C.2    Satterthwait, A.C.3    Reed, J.C.4
  • 8
    • 33745963638 scopus 로고    scopus 로고
    • A phase i trial of the small molecule pan-bcl-2 family inhibitor GX15-070 administered intravenously (IV) every 3 weeks to patients with previously treated chronic lymphocytic leukemia (CLL)
    • O'Brien, S.; Kipps, T. J.; Faderl, S.; Crump, M.; Keating, M. J.; Anderson, B.; Soho, C.; Bole, J.; Turner, R.; Viallet, J.; Cheson, B. D. A phase I trial of the small molecule pan-bcl-2 family inhibitor GX15-070 administered intravenously (IV) every 3 weeks to patients with previously treated chronic lymphocytic leukemia (CLL) Blood 2005, 106, 135A-135A
    • (2005) Blood , vol.106
    • O'Brien, S.1    Kipps, T.J.2    Faderl, S.3    Crump, M.4    Keating, M.J.5    Anderson, B.6    Soho, C.7    Bole, J.8    Turner, R.9    Viallet, J.10    Cheson, B.D.11
  • 10
    • 0018221490 scopus 로고
    • Biology of human malignant-lymphomas. 4. Functional characterization of 10 diffuse histiocytic lymphoma cell lines
    • EpsteA. L.; Levy, R.; Kim, H.; Henle, W.; Henle, G.; Kaplan, H. S. Biology of human malignant-lymphomas. 4. Functional characterization of 10 diffuse histiocytic lymphoma cell lines Cancer 1978, 42, 2379-2391
    • (1978) Cancer , vol.42 , pp. 2379-2391
    • Epstein, A.L.1    Levy, R.2    Kim, H.3    Henle, W.4    Henle, G.5    Kaplan, H.S.6
  • 13
    • 34249982915 scopus 로고    scopus 로고
    • Preclinical studies of the pan-Bcl inhibitor obatoclax (GX015-070) in multiple myeloma
    • Trudel, S.; Li, Z. H.; Rauw, J.; Tiedemann, R. E.; Wen, X. Y.; Stewart, A. K. Preclinical studies of the pan-Bcl inhibitor obatoclax (GX015-070) in multiple myeloma Blood 2007, 109, 5430-5438
    • (2007) Blood , vol.109 , pp. 5430-5438
    • Trudel, S.1    Li, Z.H.2    Rauw, J.3    Tiedemann, R.E.4    Wen, X.Y.5    Stewart, A.K.6
  • 15
    • 0028903933 scopus 로고
    • Reduction in mitochondrial potential constitutes an early irreversible step of programmed lymphocyte death in vivo
    • Zamzami, N.; Marchetti, P.; Castedo, M.; ZanC.; Vayssiere, J. L.; Petit, P. X.; Kroemer, G. Reduction in mitochondrial potential constitutes an early irreversible step of programmed lymphocyte death in vivo J. Exp. Med. 1995, 181, 1661-1672
    • (1995) J. Exp. Med. , vol.181 , pp. 1661-1672
    • Zamzami, N.1    Marchetti, P.2    Castedo, M.3    Zanin, C.4    Vayssiere, J.L.5    Petit, P.X.6    Kroemer, G.7
  • 17
    • 34247529341 scopus 로고    scopus 로고
    • Preclinical studies of TW-37, a new nonpeptidic small-molecule inhibitor of Bcl-2, in diffuse large cell lymphoma xenograft model reveal drug action on both Bcl-2 and Mcl-1
    • Mohammad, R. M.; GoustA. S.; Aboukameel, A.; Chen, B.; Banerjee, S.; Wang, G.; Nikolovska-Coleska, Z.; Wang, S.; Al-Katib, A. Preclinical studies of TW-37, a new nonpeptidic small-molecule inhibitor of Bcl-2, in diffuse large cell lymphoma xenograft model reveal drug action on both Bcl-2 and Mcl-1 Clin. Cancer Res. 2007, 13, 2226-2235
    • (2007) Clin. Cancer Res. , vol.13 , pp. 2226-2235
    • Mohammad, R.M.1    Goustin, A.S.2    Aboukameel, A.3    Chen, B.4    Banerjee, S.5    Wang, G.6    Nikolovska-Coleska, Z.7    Wang, S.8    Al-Katib, A.9
  • 18
    • 34249914765 scopus 로고    scopus 로고
    • A novel Bcl-2 small molecule inhibitor 4-(3-methoxy-phenylsulfannyl)-7- nitro-benzofurazan-3-oxide (MNB)-induced apoptosis in leukemia cells
    • Zhang, M.; Ling, Y.; Yang, C. Y.; Liu, H.; Wang, R.; Wu, X.; Ding, K.; Zhu, F.; Griffith, B. N.; Mohammad, R. M.; Wang, S.; Yang, D. A novel Bcl-2 small molecule inhibitor 4-(3-methoxy-phenylsulfannyl)-7-nitro-benzofurazan-3- oxide (MNB)-induced apoptosis in leukemia cells Ann. Hematol. 2007, 86, 471-481
    • (2007) Ann. Hematol. , vol.86 , pp. 471-481
    • Zhang, M.1    Ling, Y.2    Yang, C.Y.3    Liu, H.4    Wang, R.5    Wu, X.6    Ding, K.7    Zhu, F.8    Griffith, B.N.9    Mohammad, R.M.10    Wang, S.11    Yang, D.12
  • 19
    • 0025218905 scopus 로고
    • Flow cytometric analysis of respiratory burst activity in phagocytes with hydroethidine and 2′,7′-dichlorofluorescin
    • Rothe, G.; Valet, G. Flow cytometric analysis of respiratory burst activity in phagocytes with hydroethidine and 2′,7′- dichlorofluorescin J. Leukocyte Biol. 1990, 47, 440-448
    • (1990) J. Leukocyte Biol. , vol.47 , pp. 440-448
    • Rothe, G.1    Valet, G.2
  • 20
    • 2442508985 scopus 로고    scopus 로고
    • Critical upstream signals of cytochrome C release induced by a novel Bcl-2 inhibitor
    • An, J.; Chen, Y.; Huang, Z. Critical upstream signals of cytochrome C release induced by a novel Bcl-2 inhibitor J. Biol. Chem. 2004, 279, 19133-19140
    • (2004) J. Biol. Chem. , vol.279 , pp. 19133-19140
    • An, J.1    Chen, Y.2    Huang, Z.3
  • 21
    • 0021821903 scopus 로고
    • Involvement of the bcl-2 gene in human follicular lymphoma
    • Tsujimoto, Y.; Cossman, J.; Jaffe, E.; Croce, C. M. Involvement of the bcl-2 gene in human follicular lymphoma Science 1985, 228, 1440-1443
    • (1985) Science , vol.228 , pp. 1440-1443
    • Tsujimoto, Y.1    Cossman, J.2    Jaffe, E.3    Croce, C.M.4
  • 24
    • 33750723137 scopus 로고    scopus 로고
    • Bcl-2 expression as a predictive marker of hormone-refractory prostate cancer treated with taxane-based chemotherapy
    • Yoshino, T.; Shiina, H.; Urakami, S.; Kikuno, N.; Yoneda, T.; Shigeno, K.; Igawa, M. Bcl-2 expression as a predictive marker of hormone-refractory prostate cancer treated with taxane-based chemotherapy Clin. Cancer Res. 2006, 12, 6116-6124
    • (2006) Clin. Cancer Res. , vol.12 , pp. 6116-6124
    • Yoshino, T.1    Shiina, H.2    Urakami, S.3    Kikuno, N.4    Yoneda, T.5    Shigeno, K.6    Igawa, M.7
  • 25
    • 43549112759 scopus 로고    scopus 로고
    • Bcl-2-family proteins and hematologic malignancies: History and future prospects
    • Reed, J. C. Bcl-2-family proteins and hematologic malignancies: history and future prospects Blood 2008, 111, 3322-3330
    • (2008) Blood , vol.111 , pp. 3322-3330
    • Reed, J.C.1
  • 26
    • 39049091865 scopus 로고    scopus 로고
    • L forms two distinct homodimers at non-ionic detergents: Implications in the dimerization of Bcl-2 family proteins
    • L forms two distinct homodimers at non-ionic detergents: implications in the dimerization of Bcl-2 family proteins J. Biochem. 2008, 143, 243-252
    • (2008) J. Biochem. , vol.143 , pp. 243-252
    • Feng, Y.1    Lin, Z.2    Shen, X.3    Chen, K.4    Jiang, H.5    Liu, D.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.