Synthesis and evaluation of isatin analogs as caspase-3 inhibitors: Introduction of a hydrophilic group increases potency in a whole cell assay

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 8, 2011, Pages 2192-2197

  Chu, Wenhua ^a   Rothfuss, Justin ^a   Zhou, Dong ^a   MacH, Robert H ^a,b  

^a WASHINGTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

^b WASHINGTON UNIVERSITY   (United States)

Author keywords

Apoptosis; Caspase 3; Cell death

Indexed keywords

CASPASE 3 INHIBITOR; ISATIN DERIVATIVE;

ARTICLE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG POTENCY; DRUG SYNTHESIS; ENZYME INHIBITION; HELA CELL; HUMAN; HUMAN CELL;

CASPASE 3; HELA CELLS; HUMANS; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; ISATIN; PROTEASE INHIBITORS; RECOMBINANT PROTEINS; STRUCTURE-ACTIVITY RELATIONSHIP; TRIAZOLES;

EID: 79953281429     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.03.015     Document Type: Article

References (22)

1. J.-B. Denault, and G.S. Salvesen Chem. Rev. 102 2002 4489
2. J.C. Reed Nat. Rev. Drug Discov. 1 2002 111
3. I. Rodriguez, K. Matsuura, C. Ody, S. Nagata, and P. Vassalli J. Exp. Med. 184 1996 2067
4. E. White Gene Dev. 10 1996 1
5. A. Ashkenazi, and V.M. Dixit Science 281 1998 1305
6. G. Evan, and T. Littlewood Science 281 1998 1317
7. D.R. Green, and J.C. Reed Science 281 1998 1309
8. N.A. Thornberry, and Y. Lazebnik Science 281 1998 1312
9. C. Dive, and J.A. Hickman Br. J. Cancer 64 1991 192
10. D. Lee, S.A. Long, J.L. Adams, G. Chan, K.S. Vaidya, T.A. Francis, K. Kikly, J.D. Winkler, C.M. Sung, and C. Debouck J. Biol. Chem. 275 2000 16007
11. D. Lee, S.A. Long, J.H. Murray, J.L. Adams, M.E. Nuttall, D.P. Nadeau, K. Kikly, J.D. Winkler, C.M. Sung, and M.D. Ryan J. Med. Chem. 44 2001 2015
12. W. Chu, J. Zhang, C. Zeng, J. Rothfuss, Z. Tu, Y. Chu, D.E. Reichert, M.J. Welch, and R.H. Mach J. Med. Chem. 48 2005 7637
13. K. Kopka, A. Faust, P. Keul, S. Wagner, H.J. Breyholz, C. Höltke, O. Schober, M. Schäfers, and B. Levkau J. Med. Chem. 49 2006 6704
14. D. Zhou, W. Chu, J. Rothfuss, C. Zeng, J. Xu, L. Jones, M.J. Welch, and R.H. Mach Bioorg. Med. Chem. Lett. 16 2006 5041
15. W. Chu, J. Rothfuss, A. D'Avignon, C. Zeng, D. Zhou, R.S. Hotchkiss, and R.H. Mach J. Med. Chem. 50 2007 3751
16. A. Faust, S. Wagner, M.P. Law, S. Hermann, U. Schnöckel, P. Keul, O. Schober, M. Schäfers, B. Levkau, and K. Kopka Q. J. Nucl. Med. Mol. Imaging 51 2007 67
17. A.K. Podichetty, S. Wagner, S. Schröer, A. Faust, M. Schäfers, O. Schober, K. Kopka, and G. Haufe J. Med. Chem. 52 2009 3484
18. A.K. Podichetty, A. Faust, K. Kopka, S. Wagner, O. Schober, M. Schäfers, and G. Haufe Bioorg. Med. Chem. 17 2009 2680
19. G. Smith, M. Glaser, M. Perumal, Q.D. Nguyen, B. Shan, E. Arstad, and E.O. Aboagye J. Med. Chem. 51 2008 8057
20. Q.D. Nguyen, G. Smith, M. Glaser, M. Perumal, E. Arstad, and E.O. Aboagye Proc. Natl. Acad. Sci. U.S.A. 106 2009 16375
21. L.M. Havran, D.C. Chong, W.E. Childers, P.J. Dollings, A. Dietrich, B.L. Harrison, V. Marathias, G. Tawa, A. Aulabaugh, R. Cowling, B. Kapoor, W. Xu, L. Mosyak, F. Moy, W.T. Hum, A. Wood, and A.J. Robichaud Bioorg. Med. Chem. 17 2009 7755
22. Q. Wang, R.H. Mach, and D.E. Reichert J. Chem. Inf. Model. 49 2009 1963