Synthesis and evaluation of substituted dibenzo[c,e]azepine-5-ones as P-glycoprotein-mediated multidrug resistance reversal agents

Bioorganic and Medicinal Chemistry Letters

Volumn 22, Issue 8, 2012, Pages 2675-2680

  Tang, Xiaobo ^a   Gu, Xiaoke ^a   Ren, Zhiguang ^b,c   Ma, Yuanfang ^c   Lai, Yisheng ^a   Peng, Hui ^b   Peng, Sixun ^a   Zhang, Yihua ^a  

^a CHINA PHARMACEUTICAL UNIVERSITY   (China)

^b INSTITUTE OF BASIC MEDICAL SCIENCES   (China)

^c HENAN UNIVERSITY   (China)

Author keywords

DDB; Dibenzo c,e azepine 5 one; Multidrug resistance (MDR); P gp inhibitors

Indexed keywords

AZEPINE DERIVATIVE; DIBENZO[C,E]AZEPIN 5 ONE DERIVATIVE; DOXORUBICIN; GLYCOPROTEIN P; UNCLASSIFIED DRUG;

ARTICLE; CHEMOSENSITIVITY; CONCENTRATION RESPONSE; DRUG EFFECT; DRUG MECHANISM; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; MULTIDRUG RESISTANCE; REACTION ANALYSIS; STRUCTURE ANALYSIS;

ANTINEOPLASTIC AGENTS; AZEPINES; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG RESISTANCE, MULTIPLE; DRUG RESISTANCE, NEOPLASM; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; INHIBITORY CONCENTRATION 50; K562 CELLS; P-GLYCOPROTEIN; RNA, MESSENGER;

EID: 84862804771     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2012.03.005     Document Type: Article

References (25)

1. P.D. Eckford, and F.J. Sharom Chem. Rev. 109 2009 2989
2. C.P. Wu, A.M. Calcagno, and S.V. Ambudkar Curr. Mol. Pharmacol. 1 2008 93
3. R. Callaghan, R.C. Ford, and I.D. Kerr FEBS Lett. 1056 2006 580
4. E.K. Pauwels, P. Erba, G. Mariani, and C.M. Gomes Drug News Perspect. 20 2007 371
5. H. Thomas, and H.M. Coley Cancer Control 10 2003 159
6. E. Crowley, C.A. McDevitt, and R. Callaghan Methods Mol. Biol. 596 2010 405
7. C.P. Wu, S. Ohnuma, and S.V. Ambudkar Curr. Pharm. Biotechnol. 12 2011 609
8. Y. Um, S. Cho, H.B. Woo, Y.K. Kim, H. Kim, J. Ham, S.N. Kim, C.M. Ahn, and S. Lee Bioorg. Med. Chem. 16 2008 3608
9. M. Hadjeri, M. Barbier, X. Ronot, A.M. Mariotte, A. Boumendjel, and J.J. Boutonnat Med. Chem. 46 2003 2125
10. X.X. Liang, G.T. Liu, Q.H. Chen, H. Sun, D.L. Chen, and F.P.J. Wang Asian Nat. Prod. Res. 12 2010 549
11. H.H. Yoo, M. Lee, M.W. Lee, S.Y. Lim, J. Shin, and D.H. Kim Planta Med. 73 2007 444
12. W.F. Fong, C.K. Wan, G.Y. Zhu, A. Chattopadhyay, S. Dey, Z. Zhao, and X.L. Shen Planta Med. 73 2007 212
13. M. Huang, J. Jin, H. Sun, and G.T. Liu Cancer Chemother. Pharmacol. 1015 2008 62
14. J. Jin, H. Sun, H. Wei, and G. Liu Invest. New Drugs 25 2007 95
15. J.B. Chang, R.F. Chen, R.Y. Guo, C.H. Dong, and K. Zhao Helv. Chim. Acta 86 2003 2239
16. F. Buttner, S. Bergemann, D. Guenard, R. Gust, G. Seitz, and S. Thoret Bioorg. Med. Chem. 13 2005 3497
17. S. Bergemann, R. Brecht, F. Buttner, D. Guenard, R. Gust, G. Seitz, M.T. Stubbs, and S. Thoret Bioorg. Med. Chem. 11 2003 1269
18. W.L. Wu, S.E. Chen, W.L. Chang, and A.R. Lee Eur. J. Med. Chem. 27 1992 353
19. G. Ecker, M. Huber, D. Schmid, and P. Chiba Mol. Pharmacol. 56 1999 791
20. X.W. Kong, Y.H. Zhang, T. Wang, Y.S. Lai, and S.X. Peng Chem. Biodivers. 5 2008 1743
21. M.I. Patel, R. Tuckerman, and Q. Dong Biotechnol. Lett. 27 2005 805
22. C.Z. Yang, F.J. Luan, D.S. Xiong, B.R. Liu, Y.F. Xu, and K.S. Gu Zhongguo Yao Li Xue Bao 16 1995 333
23. Z. Liu, G. Liu, and S. Zhang Cancer Lett. 108 1996 67
24. U. Das, J. Molnar, Z. Barath, Z. Bata, and J.R. Dimmock Bioorg. Med. Chem. Lett. 18 2008 3484
25. Y.Q. Shi, X.J. Qu, Y.X. Liao, C.F. Xie, Y.N. Cheng, S. Li, and H.X. Lou Eur. J. Pharmacol. 584 2008 66