Discovery of novel 1,5-benzodiazepine-2,4-dione derivatives as potential anticancer agents

Bioorganic and Medicinal Chemistry Letters

Volumn 24, Issue 16, 2014, Pages 3948-3951

  Chen, Yinbo ^a   Le, Vanminh ^a   Xu, Xiaoyong ^a   Shao, Xusheng ^a   Liu, Jianwen ^a   Li, Zhong ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

1,5 Benzodiazepine 2,4 dione; Anthranilic diamide; Antitumor activity; Conformational restriction; Synthesis

Indexed keywords

ANTINEOPLASTIC AGENT; BENZODIAZEPINE DERIVATIVE;

CELL PROLIFERATION; CHEMICAL STRUCTURE; CHEMISTRY; DOSE RESPONSE; DRUG DEVELOPMENT; DRUG EFFECTS; DRUG SCREENING; HCT116 CELL LINE; HELA CELL LINE; HUMAN; MCF 7 CELL LINE; STRUCTURE ACTIVITY RELATION; SYNTHESIS; TUMOR CELL LINE;

ANTINEOPLASTIC AGENTS; BENZODIAZEPINES; CELL LINE, TUMOR; CELL PROLIFERATION; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG DISCOVERY; DRUG SCREENING ASSAYS, ANTITUMOR; HCT116 CELLS; HELA CELLS; HUMANS; MCF-7 CELLS; MOLECULAR STRUCTURE; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84905902497     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2014.06.041     Document Type: Article

References (33)

1. R.A. Smith, V. Cokkinides, D. Brooks, D. Saslow, M. Shah, and O.W. Brawley CA Cancer J. Clin. 61 2011 8
2. A. Kornienko, V. Mathieu, S.K. Rastogi, F. Lefranc, and R. Kiss J. Med. Chem. 56 2013 4823
3. M. Basanagouda, V.B. Jambagi, N.N. Barigidad, S.S. Laxmeshwar, V. Devaru, and Narayanachar Eur. J. Med. Chem. 74 2014 225
4. W. Liu, J. Zhou, T. Zhang, H. Zhu, H. Qian, H. Zhang, W. Huang, and R. Gust Bioorg. Med. Chem. Lett. 22 2012 2701
5. K. Juvale, J. Gallus, and M. Wiese Bioorg. Med. Chem. 21 2013 7858
6. C.P. Reyes, F. Munoz-Martinez, I.R. Torrecillas, C.R. Mendoza, F. Gamarro, I.L. Bazzocchi, M.J. Nunez, L. Pardo, S. Castanys, M. Campillo, and I.A. Jimenez J. Med. Chem. 50 2007 4808
7. H. Hung, E. Ohkoshi, M. Goto, K.F. Bastow, K. Nakagawa-Goto, and K. Lee J. Med. Chem. 55 2012 5413
8. X. Tang, X. Gu, Z. Ren, Y. Ma, Y. Lai, H. Peng, S. Peng, and Y. Zhang Bioorg. Med. Chem. Lett. 22 2012 2675
9. M. Nagaraju, E.G. Deepthi, C. Ashwini, M.V.P.S. Vishnuvardhan, V.L. Nayak, R. Chandra, S. Ramakrishna, and B.B. Gawali Bioorg. Med. Chem. Lett. 22 2012 4314
10. D. Roell, T.W. Rosler, S. Degen, R. Matusch, and A. Baniahmad Chem. Biol. Drug Des. 77 2011 450
11. F.A.R. Rodrigues, I.S. Bomfim, B.C. Cavalcanti, C.O. Pessoa, J.L. Wardell, S.M.S.V. Wardell, A.C. Pinheiro, C.R. Kaiser, T.C.M. Nogueira, J.N. Low, L.R. Gomes, and M.V.N. Souza Bioorg. Med. Chem. Lett. 24 2014 934
12. A. Pick, W. Klinkhammer, and M. Wiese Chem. Med. Chem. 5 2010 1498
13. L. Shi, R. Hu, Y. Wei, Y. Liang, Z. Yang, and S. Ke Eur. J. Med. Chem. 54 2012 549
14. G.P. Lahm, D. Cordova, and J.D. Barry Bioorg. Med. Chem. Lett. 17 2009 4127
15. T.P. Selby, G.P. Lahm, T.M. Stevenson, K.A. Hughes, D. Cordova, I.B. Annan, J.D. Barry, E.A. Benner, M.J. Currie, and T.F. Pahutski Bioorg. Med. Chem. Lett. 23 2013 6341
16. C.T. Oberg, M. Strand, E.K. Andersson, K. Edlund, N.P.N. Tran, Y. Mei, G. Wadell, and M. Elofsson J. Med. Chem. 55 2012 3170
17. J.S. Albert, C. Ohnmacht, P.R. Bernstein, W.L. Rumsey, D. Aharony, B.B. Masek, B.T. Dembofsky, G.M. Koether, W. Potts, and J.L. Evenden Tetrahedron 60 2004 4337
18. C. Dugave, and L. Demange Chem. Rev. 103 2003 2475
19. J. Clayden, W.J. Moran, P.J. Edwards, and S.R. LaPlante Angew. Chem., Int. Ed. 48 2009 2
20. L. Aurelio, C. Valant, B.L. Flynn, P.M. Sexton, J.M. White, A. Christopoulos, and P.J. Scammells J. Med. Chem. 53 2010 6550
21. D. Xiao, A. Palani, X. Huang, M. Sofolarides, W. Zhou, X. Chen, R. Aslanian, Z. Guo, J. Fossetta, F. Tian, P. Trivedi, P. Spacciapoli, C.E. Whitehurst, and D. Lundell Bioorg. Med. Chem. Lett. 23 2013 3262
22. E.C.Y. Lee, M. Tu, B.D. Stevens, J. Bian, G. Aspnes, C. Perreault, M.F. Sammons, S.W. Wright, J. Litchfield, A.S. Kalgutkar, R. Sharma, M.T. Didiuk, D.C. Ebner, K.J. Filipski, J. Brown, K. Atkinson, J.A. Pfefferkorn, and A. Guzman-Perez Bioorg. Med. Chem. Lett. 24 2014 839
23. S.M. Ceccarelli, G. Jaeschke, B. Buettelmann, J. Huwyler, S. Kolczewski, J. Peters, E. Prinssen, R. Porter, W. Spooren, and E. Vieira Bioorg. Med. Chem. Lett. 17 2007 1302
24. A. Beyer, C.M.M. Reucher, and C. Bolm Org. Lett. 13 2011 2876
25. R. Akbarzadeh, T. Amanpour, A.A. Soorki, and A. Bazgir Helv. Chim. Acta 95 2012 483
26. X. Shao, P.W. Lee, Z. Liu, X. Xu, Z. Li, and X. Qian J. Agric. Food Chem. 59 2011 2943
27. X. Shao, H. Fu, X. Xu, X. Xu, Z. Liu, Z. Li, and X. Qian J. Agric. Food Chem. 58 2010 2696
28. A. Shaabani, A.H. Rezayan, S. Keshipour, A. Sarvary, and S.W. Ng Org. Lett. 11 2009 3342
29. A.N. Nicholson, B.M. Stone, and C.H. Clarke Br. J. Clin. Pharmacol. 4 1977 567
30. H. Kruse Drug Dev. Res. 2 1982 145
31. A. Ursini, A.M. Capelli, R.A.E. Carr, P. Cassara, M. Corsi, O. Curcuruto, G. Curotto, M.D. Cin, S. Davalli, D. Donati, A. Feriani, H. Finch, G. Finizia, G. Gaviraghi, M. Marien, G. Pentassuglia, S. Polinelli, E. Ratti, A. Reggiani, G. Tarzia, G. Tedesco, M.E. Tranquillini, D.G. Trist, and F.T.M. Amsterdam J. Med. Chem. 43 2000 3596
32. A. Sehlinger, O. Kreye, and M.A.R. Meier Macromolecules 46 2013 6031
33. M.C. Alley, D.A. Scudiero, A. Monks, M.L. Hursey, M.J. Czerwinski, D.L. Fine, B.J. Abbott, J.G. Mayo, R.H. Shoemaker, and M.R. Boyd Cancer Res. 48 1988 589