Dual function inhibitors of relevance to chronic obstructive pulmonary disease

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 10, 2011, Pages 3177-3180

  Dou, Dengfeng ^a   He, Guijia ^a   Alliston, Kevin R ^a   Groutas, William C ^a  

^a WICHITA STATE UNIVERSITY   (United States)

Author keywords

Caspase 1; Dual function; Elastase; ICE; Inhibitor

Indexed keywords

INTERLEUKIN 1BETA CONVERTING ENZYME; INTERLEUKIN 1BETA CONVERTING ENZYME INHIBITOR; LEUKOCYTE ELASTASE; LEUKOCYTE ELASTASE INHIBITOR;

ARTICLE; CHRONIC OBSTRUCTIVE LUNG DISEASE; HUMAN;

CATALYTIC DOMAIN; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NEUTROPHILS; PANCREATIC ELASTASE; PROTEASE INHIBITORS; PULMONARY DISEASE, CHRONIC OBSTRUCTIVE; TIME FACTORS;

EID: 79955565861     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.12.033     Document Type: Article

References (35)

1. W. MacNee Proc. Am. Thorac. Soc. 2 2004 258
2. R.W. Vandivier, and N.F. Voelkel J. Chron. Obstr. Pulmon. Dis. 2 2005 177
3. R.A. Stockley, D. Mannino, and P.J. Barnes Proc. Am. Thor. Soc. 6 2009 524
4. A. Punturieria, T.L. Croxton, G. Weinmann, and J.P. Kiley Am. J. Respir. Crit. Care Med. 178 2008 441
5. S. Malhotra, S.F.P. Man, and D.D. Sin Exp. Opin. Emerg. Drugs 11 2006 275
6. P.J. Barnes Chest 134 2008 1278
7. T.L. Croxton, G.G. Weinmann, R.M. Senior, and R.A. Wise Am. J. Respir. Crit. Care Med. 167 2003 1142
8. L. Taraseviciene-Stewart, and N.F. Voelkel J. Clin. Invest. 118 2008 394
9. C.T.N. Pham Int. J. Biochem. Cell Biol. 40 2008 1317
10. F. Chua, and G.J. Laurent Proc. Am. Thorac. Soc. 3 2006 424
11. T.J. Moraes, C.W. Chow, and G.P. Downey Crit. Care Med. 2003 S189
12. R.T. Abboud, and S. Vimalanathan Int. J. Tuberc. Lung Dis. 12 2010 361
13. W. MacNee Proc. Am. Thor. Soc. 2 2005 50
14. F. Luppi, and P.S. Hiemstra Am. J. Respir. Crit. Care Med. 175 2007 527
15. K. Aoshiba, N. Yokohori, and A. Nagai Am. J. Respir. Cell Mol. Biol. 28 2003 555
16. R.M. Tuder, I. Petrache, J.A. Elias, N.F. Voelkel, and P.M. Henson Am. J. Respir. Cell Mol. Biol. 28 2003 551
17. I.K. Demedts, T. Demoor, K.R. Bracke, G.F. Joos, and G.G. Brusselle Respir. Res. 7 2006 53
18. S.I. Rennard Am. J. Respir. Crit. Care Med. 160 2005 S12
19. W. Huang, Y. Yamamoto, Y. Li, D. Dou, K.R. Alliston, R.P. Hanzlik, T.D. Williams, and W.C. Groutas J. Med. Chem. 51 2008 2003
20. W.C. Groutas, J.B. Epp, S. Ruan, S. Yu, H. Huang, S. He, J. Tu, N.M. Schechter, J. Turbov, C.J. Froelisch, and W.C. Groutas J. Am. Chem. Soc. 121 1999 8128
21. W.C. Groutas, R. Kuang, R. Venkataraman, J.B. Epp, S. Ruan, and O. Prakash Biochemistry 36 1997 4739
22. Nomenclature used is that of I. Schechter, and A. Berger Biochem. Biophys. Res. Commun. 27 1967 157 162 where S1, S2, S3,..., Sn and S1′, S2′, S3′,..., Sn′ correspond to the enzyme subsites on either side of the scissile bond. Each subsite accommodates a corresponding amino acid residue side chain designated P1, P2, P3,..., Pn and P1′, P2′, P3′,..., Pn′ of the substrate or (inhibitor). S1 is the primary substrate specificity subsite, and P1-P1′ is the scissile bond.
23. R. Kuang, J.B. Epp, S. Ruan, L.S. Chong, R. Venkataraman, J. Tu, S. He, T.M. Truong, and W.C. Groutas Bioorg. Med. Chem. 8 2000 1005
24. Y. Li, D. Dou, G. He, G.H. Lushington, and W.C. Groutas Bioorg. Med. Chem. 17 2009 3536
25. T. Yoshida, and R.M. Tuder Physiol. Rev. 87 2007 1047
26. A. Churg, S. Zhou, X. Wang, and J.L. Wright Am. J. Respir. Cell Mol. Biol. 40 2009 482
27. R.E. Dolle, D. Hoyer, C.V.C. Prasad, S.J. Schmidt, C.T. Helaszek, R.E. Miller, and M.A. Ator J. Med. Chem. 37 1994 563
28. + 680.0848, found 680.0847.
29. G.M. Morris, R. Huey, W. Lindstrom, M.F. Sanner, R.K. Belew, D.S. Goodsell, and A.J. Olson J. Comput. Chem. 30 2009 2785
30. J.F. Morrison, and C.T. Walsh Adv. Enzymol. 61 1988 201 301
31. M. Wakselman, J. Xie, and J.P. Mazaleyrat J. Med. Chem. 36 1993 1539
32. W. Bode, A.-Z. Wei, R. Huber, E. Meyer, J. Travis, and S. Neumann EMBO 5 1986 2453
33. sybyl8.0, Tripos Associates, St. Louis, 2008.
34. M. Clark, R.D. Cramer, and N. Van Opdenbosch J. Comput. Chem. 10 1989 982
35. J. Gasteiger, and M. Marsili Tetrahedron Lett. 19 1978 3181