Pyrazole and pyrimidine phenylacylsulfonamides as dual Bcl-2/Bcl-xL antagonists

Bioorganic and Medicinal Chemistry Letters

Volumn 22, Issue 12, 2012, Pages 3951-3956

  Schroeder, Gretchen M ^a   Wei, Donna ^a   Banfi, Patrizia ^b   Cai, Zhen Wei ^a,c   Lippy, Jonathan ^a   Menichincheri, Maria ^b   Modugno, Michele ^b   Naglich, Joseph ^a   Penhallow, Becky ^a   Perez, Heidi L ^a   Sack, John ^a   Schmidt, Robert J ^a   Tebben, Andrew ^a   Yan, Chunhong ^a   Zhang, Liping ^a   Galvani, Arturo ^b   Lombardo, Louis J ^a,d   Borzilleri, Robert M ^a  

^a BRISTOL MYERS SQUIBB   (United States)

^b NERVIANO MEDICAL SCIENCES   (Italy)

^c Building 1B   (China)

^d HOFFMANN LA ROCHE INC   (United States)

Author keywords

Bcl 2; Bcl xL; Cytochrome c; Isolated mitochondria; Protein protein interaction

Indexed keywords

2 AMINO 5 CHLORO PYRIMIDINE ACYLSULFONAMIDE DERIVATIVE; 5 BUTYL 1,4 DIPHENYL PYRAZOLE; BIM PROTEIN; CYTOCHROME C; PROTEIN INHIBITOR; PYRAZOLE DERIVATIVE; PYRIMIDINE PHENYLACYLSULFONAMIDE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIPROLIFERATIVE ACTIVITY; ARTICLE; BINDING AFFINITY; CELL ISOLATION; CRYSTAL STRUCTURE; DRUG SYNTHESIS; MITOCHONDRION; PROTEIN SECRETION; STRUCTURE ACTIVITY RELATION;

ANTINEOPLASTIC AGENTS; APOPTOSIS; APOPTOSIS REGULATORY PROTEINS; BCL-2-ASSOCIATED X PROTEIN; BCL-X PROTEIN; BINDING SITES; CELL LINE, TUMOR; CRYSTALLOGRAPHY, X-RAY; CYTOCHROMES C; HUMANS; MEMBRANE PROTEINS; MITOCHONDRIA; MODELS, MOLECULAR; PROTEIN BINDING; PROTO-ONCOGENE PROTEINS; PYRAZOLES; PYRIMIDINES; SULFONAMIDES;

EID: 84861575409     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2012.04.106     Document Type: Article

References (18)

1. For recent reviews see: J.E. Chipuk, and D.R. Green Trends Cell Bio. 18 2008 157
2. R.J. Youle, and A. Strasser Nature Rev. Mol. Cell Biol. 9 2008 47
3. B. Leber, J. Lin, and D.W. Andrews Oncogene 29 2010 5221
4. S.W.G. Tait, and D.R. Green Nature Rev. Mol. Cell Bio. 11 2010 1
5. O. Sperandio, C.H. Reynes, A.-C. Camproux, and B.O. Villoutreix Drug Discov. Today 15 2010 220 and references therein
6. C.G. Cummings, and A.D. Hamilton Curr. Opin. Chem. Biol. 14 2010 1
7. M. Vogler, M. Dinsdale, M.J.S. Dyer, and G.M. Cohen Cell Death Differ. 16 2009 360
8. S. Barelier, J. Pons, O. Marcillat, J.-M. Lancelin, and I. Krimm J. Med. Chem. 53 2010 2577
9. M. Bruncko, T.K. Oost, B.A. Belli, H. Ding, M.K. Joseph, A. Kunzer, D. Matineau, W.J. McClellan, M. Mitten, S.-C. Ng, P.M. Nimmer, T. Oltersdorf, C.-M. Park, A.M. Petros, A.R. Shoemaker, X. Song, X. Wang, M.D. Wendt, H. Zhang, S.W. Fesik, S.H. Rosenberg, and S.W. Elmore J. Med. Chem. 50 2007 641
10. C.-M. Park, M. Bruncko, J. Adickes, J. Bauch, H. Ding, A. Kunzer, K.C. Marsh, P. Nimmer, A.R. Shoemaker, X. Song, S.K. Tahir, C. Tse, X. Wang, M.D. Wendt, X. Yang, H. Zhang, S.W. Fesik, S.H. Rosenberg, and S.W. Elmore J. Med. Chem. 51 2008 6902
11. C. Tse, A.R. Shoemaker, J. Adickes, M.G. Anderson, J. Chen, S. Jin, E.F. Johnson, K.C. Marsh, M.J. Mitten, P. Nimmer, L. Roberts, S.K. Tahir, Y. Xiao, X. Yang, H. Zhang, S. Fesik, S.H. Rosenberg, and S.W. Elmore Cancer Res. 68 2008 3421
12. S. Ackler, M.J. Mitten, K. Foster, A. Oleksijew, M. Refici, S.K. Tahir, Y. Xiao, C. Tse, D.J. Frost, S.W. Fesik, S.H. Rosenberg, S.W. Elmore, and A.R. Shoemaker Cancer Chemother. Phamacol. 66 2010 869
13. M. Vogler, S.D. Furdas, M. Jung, T. Kuwana, M.J.S. Dyer, and G.M. Cohen Clin. Cancer Res. 16 2010 4217
14. H.L. Perez, P. Banfi, J. Bertrand, Z.-W. Cai, J. Grebinski, K. Kim, J. Lippy, M. Modugno, J. Naglich, R.J. Schmidt, A. Tebben, P. Vianello, D.D. Wei, L. Zhang, A. Galvani, L.J. Lombardo, and R.M. Borzilleri Bioorg. Med. Chem. Lett. 22 2012 preceding paper
15. T.-S. Mei, R. Giri, N. Maugel, and J.-Q. Yu Angew. Chem., Int. Ed. 47 2008 5215
16. X. Deng, and N.S. Mani Org. Lett. 10 2008 1307
17. M. Miura, T. Koike, T. Ishihara, F. Hirayama, S. Sakamoto, M. Okada, M. Ohta, and S.-I. Tsukamoto Synth. Commun. 36 2006 3809
18. J. Deng, N. Carlson, K. Takeyama, P. Dal Cin, M. Shipp, and A. Letai Cancer Cell 12 2007 171