메뉴 건너뛰기




Volumn 53, Issue 1, 2010, Pages 325-334

Design, synthesis, and biological evaluations of 2,5-diaryl-2,3-dihydro-1, 3,4-oxadiazoline analogs of combretastatin-A4

Author keywords

[No Author keywords available]

Indexed keywords

2 (2',5' DIMETHOXYPHENYL) 5 (3'' METHOXYPHENYL) 2 ACETYL 2,3 DIHYDRO 1,3,4 OXADIAZOLINE; 2 (3' BROMOPHENYL) 5 (3'',4'',5'' TRIMETHOXYPHENYL) 2 ACETYL 2,3 DIHYDRO 1,3,4 OXADIAZOLINE; 2 (3',4',5' TRIMETHOXYPHENYL) 5 (3'' METHOXYPHENYL) 2 ACETYL 2,3 DIHYDRO 1,3,4 OXADIAZOLINE; 2 (3',5' DIMETHOXYPHENYL) 5 (3'' METHOXYPHENYL) 2 ACETYL 2,3 DIHYDRO 1,3,4 OXADIAZOLINE; COMBRETASTATIN A4; UNCLASSIFIED DRUG;

EID: 74849140125     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm901268n     Document Type: Article
Times cited : (88)

References (35)
  • 1
    • 0023065565 scopus 로고
    • Isolation, structure, and synthesis of combretastatins A-1 and B-1, potent new inhibitors of microtubule assembly, derived from Combretum caffrum
    • Pettit, G. R.; Singh, S. B.; Niven, M. L.; Hamel, E.; Schmidt, J. M. Isolation, structure, and synthesis of combretastatins A-1 and B-1, potent new inhibitors of microtubule assembly, derived from Combretum caffrum. J. Nat. Prod. 1987, 50, 119-131.
    • (1987) J. Nat. Prod , vol.50 , pp. 119-131
    • Pettit, G.R.1    Singh, S.B.2    Niven, M.L.3    Hamel, E.4    Schmidt, J.M.5
  • 2
    • 0023217561 scopus 로고
    • Antineoplastic agents, 122. Constituents of Combretum caffrum
    • Pettit, G. R.; Cragg, G. M.; Singh, S. B. Antineoplastic agents, 122. Constituents of Combretum caffrum. J. Nat. Prod. 1987, 50, 386-391.
    • (1987) J. Nat. Prod , vol.50 , pp. 386-391
    • Pettit, G.R.1    Cragg, G.M.2    Singh, S.B.3
  • 3
    • 0024513175 scopus 로고
    • Isolation and structure of the strong cell growth and tubulin inhibitor combretastatin A-4
    • Pettit, G. R.; Singh, S. B.; Hamel, E.; Lin, C. M.; Alberts, D. S.; Garcia-Kendall, D. Isolation and structure of the strong cell growth and tubulin inhibitor combretastatin A-4. Experientia 1989, 45, 209-211.
    • (1989) Experientia , vol.45 , pp. 209-211
    • Pettit, G.R.1    Singh, S.B.2    Hamel, E.3    Lin, C.M.4    Alberts, D.S.5    Garcia-Kendall, D.6
  • 4
    • 0023801309 scopus 로고
    • Interactions of tubulin with potent natural and synthetic analogs of the antimitotic agent combretastatin: A structure-activity study
    • Lin, C. M.; Singh, S. B.; Chu, P. S.; Dempcy, R. O.; Schmidt, J. M.; Pettit, G. R.; Hamel, E. Interactions of tubulin with potent natural and synthetic analogs of the antimitotic agent combretastatin: a structure-activity study. Mol. Pharmacol. 1988, 34, 200-208.
    • (1988) Mol. Pharmacol , vol.34 , pp. 200-208
    • Lin, C.M.1    Singh, S.B.2    Chu, P.S.3    Dempcy, R.O.4    Schmidt, J.M.5    Pettit, G.R.6    Hamel, E.7
  • 5
  • 6
    • 0030951899 scopus 로고    scopus 로고
    • Combretastatin A-4, an agent that displays potent and selective toxicity toward tumor vasculature
    • Dark, G. G.; Hill, S. A.; Prise, V. E.; Tozer, G. M.; Pettit, G. R.; Chaplin, D. J. Combretastatin A-4, an agent that displays potent and selective toxicity toward tumor vasculature. Cancer Res. 1997, 57, 1829-1834.
    • (1997) Cancer Res , vol.57 , pp. 1829-1834
    • Dark, G.G.1    Hill, S.A.2    Prise, V.E.3    Tozer, G.M.4    Pettit, G.R.5    Chaplin, D.J.6
  • 7
  • 10
    • 33745135802 scopus 로고    scopus 로고
    • Current development status of small-molecule vascular disrupting agents
    • Chaplin, D. J.; Horsman, M. R.; Siemann, D. W. Current development status of small-molecule vascular disrupting agents. Curr. Opin. Invest. Drugs 2006, 7, 522-528.
    • (2006) Curr. Opin. Invest. Drugs , vol.7 , pp. 522-528
    • Chaplin, D.J.1    Horsman, M.R.2    Siemann, D.W.3
  • 11
    • 0037085753 scopus 로고    scopus 로고
    • The tumor vascular targeting agent combretastatin A-4-phosphate induces reorganization of the actin cytoskeleton and early membrane blebbing in human endothelial cells
    • Kanthou, C.; Tozer, G. M. The tumor vascular targeting agent combretastatin A-4-phosphate induces reorganization of the actin cytoskeleton and early membrane blebbing in human endothelial cells. Blood 2002, 99, 2060-2069.
    • (2002) Blood , vol.99 , pp. 2060-2069
    • Kanthou, C.1    Tozer, G.M.2
  • 13
    • 61349094787 scopus 로고    scopus 로고
    • Up-regulation of connective tissue growth factor in endothelial cells by the microtubule-destabilizing agent combretastatin A-4
    • Samarin, J.; Rehm, M.; Krueger, B.; Waschke, J.; Goppelt-Struebe, M. Up-regulation of connective tissue growth factor in endothelial cells by the microtubule-destabilizing agent combretastatin A-4. Mol. Cancer Res. 2009, 7, 180-188.
    • (2009) Mol. Cancer Res , vol.7 , pp. 180-188
    • Samarin, J.1    Rehm, M.2    Krueger, B.3    Waschke, J.4    Goppelt-Struebe, M.5
  • 15
    • 34247249906 scopus 로고    scopus 로고
    • Vascular disrupting agents in clinical development
    • Hinnen, P.; Eskens, F. A. Vascular disrupting agents in clinical development. Br. J. Cancer 2007, 96, 1159-1165.
    • (2007) Br. J. Cancer , vol.96 , pp. 1159-1165
    • Hinnen, P.1    Eskens, F.A.2
  • 20
    • 34948879086 scopus 로고    scopus 로고
    • Synthesis and antiviral evaluation of sugar uracil-1-ylmethylhydrazones and their oxadiazoline derivatives
    • Ali, O. M.; Amer, H. H.; Abdel-Rahman, A. A.-H. Synthesis and antiviral evaluation of sugar uracil-1-ylmethylhydrazones and their oxadiazoline derivatives. Synthesis 2007, 18, 2823-2828.
    • (2007) Synthesis , vol.18 , pp. 2823-2828
    • Ali, O.M.1    Amer, H.H.2    Abdel-Rahman, A.A.-H.3
  • 21
    • 33748572212 scopus 로고    scopus 로고
    • 2-[3-Acetyl-5-(3,6- dichloropyridin-2-yl)-2,3-dihydro-1,3,4-oxadiazol-2-yl]phenyl acetate
    • (a) Song, Q.-B.; Zhang, J.; Tiekink, E. R. T. 2-[3-Acetyl-5-(3,6- dichloropyridin-2-yl)-2,3-dihydro-1,3,4-oxadiazol-2-yl]phenyl acetate. Acta Crystallogr. 2006, E62, o4115-o4117.
    • (2006) Acta Crystallogr , vol.E62
    • Song, Q.-B.1    Zhang, J.2    Tiekink, E.R.T.3
  • 22
    • 66749183434 scopus 로고    scopus 로고
    • 2-[3-Acetyl-5-(2-chloro-3-pyridyl)-2-methyl-2,3-dihydro-1,3,4-oxadiazol-2-yl] -4-fluorophenyl acetate
    • (b) Qin, Q.; Xu, L. J.; Pan, L. F.; Chen, S. Q.; Song, Q. B. 2-[3-Acetyl-5-(2-chloro-3-pyridyl)-2-methyl-2,3-dihydro-1,3,4-oxadiazol-2-yl] -4-fluorophenyl acetate. Acta Crystallogr. 2009, E65, o1181.
    • (2009) Acta Crystallogr , vol.E65
    • Qin, Q.1    Xu, L.J.2    Pan, L.F.3    Chen, S.Q.4    Song, Q.B.5
  • 23
    • 34250869019 scopus 로고    scopus 로고
    • MDA-MB-435 cells are derived from M14 melanoma cells - A loss for breast cancer, but a boon for melanoma research
    • Rae, J. M.; Creighton, C. J.; Meck, J. M.; Haddad, B. R.; Johnson, M. D.MDA-MB-435 cells are derived from M14 melanoma cells - A loss for breast cancer, but a boon for melanoma research. Breast Cancer Res. Treat. 2007, 104, 13-19.
    • (2007) Breast Cancer Res. Treat , vol.104 , pp. 13-19
    • Rae, J.M.1    Creighton, C.J.2    Meck, J.M.3    Haddad, B.R.4    Johnson, M.D.5
  • 25
    • 0036890130 scopus 로고    scopus 로고
    • Synthesis and antimitotic activity of novel 2-methoxyestradiol analogs
    • Rao, P. N.; Cessac, J. W.; Tinley, T. L.; Mooberry, S. L. Synthesis and antimitotic activity of novel 2-methoxyestradiol analogs. Steroids 2002, 67, 1079-1089.
    • (2002) Steroids , vol.67 , pp. 1079-1089
    • Rao, P.N.1    Cessac, J.W.2    Tinley, T.L.3    Mooberry, S.L.4
  • 27
    • 0033985201 scopus 로고    scopus 로고
    • Synthesis and cytotoxicity of 2,4-disubstituted and 2,3,4-trisubstituted brominated pyrroles in murine and human cultured tumor cells
    • Gupton, J. T.; Burham, B. S.; Krumpe, K.; Du, K.; Sikorski, J. A.; Warren, A. E.; Barnes, C. R.; Hall, I. H. Synthesis and cytotoxicity of 2,4-disubstituted and 2,3,4-trisubstituted brominated pyrroles in murine and human cultured tumor cells. Arch. Pharm. (Weinheim) 2000, 333, 3-9.
    • (2000) Arch. Pharm. (Weinheim) , vol.333 , pp. 3-9
    • Gupton, J.T.1    Burham, B.S.2    Krumpe, K.3    Du, K.4    Sikorski, J.A.5    Warren, A.E.6    Barnes, C.R.7    Hall, I.H.8
  • 31
    • 0141888537 scopus 로고    scopus 로고
    • The role of ABC transporters in clinical practice
    • Leonard, G. D.; Fojo, T.; Bates, S. E. The role of ABC transporters in clinical practice. Oncologist 2003, 8, 411-424.
    • (2003) Oncologist , vol.8 , pp. 411-424
    • Leonard, G.D.1    Fojo, T.2    Bates, S.E.3
  • 32
    • 38549161093 scopus 로고    scopus 로고
    • Is class III beta-tubulin a predictive factor in patients receiving tubulin-binding agents?
    • Seve, P.; Dumontet, C. Is class III beta-tubulin a predictive factor in patients receiving tubulin-binding agents? Lancet Oncol. 2008, 9, 168-175.
    • (2008) Lancet Oncol , vol.9 , pp. 168-175
    • Seve, P.1    Dumontet, C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.