Pyrazole-based sulfonamide and sulfamides as potent inhibitors of mammalian 15-lipoxygenase

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 14, 2011, Pages 4141-4145

  Ngu, Khehyong ^a   Weinstein, David S ^a   Liu, Wen ^a   Langevine, Charles ^a   Combs, Donald W ^a   Zhuang, Shaobin ^a   Chen, Xing ^a   Madsen, Cort S ^a   Harper, Timothy W ^a   Ahmad, Saleem ^a   Robl, Jeffrey A ^a  

^a BRISTOL MYERS SQUIBB   (United States)

Author keywords

15 Lipoxygenase; Arachidonic acid; Inhibitors; Linoleic acid; Pyrazole; Sulfamides; Sulfonamides

Indexed keywords

3,4,5 TRI SUBSTITUTED PYRAZOLE; OXYGENASE INHIBITOR; PYRAZOLE; SULFANILAMIDE; SULFONAMIDE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CELL ASSAY; DRUG INHIBITION; DRUG STRUCTURE; IN VITRO STUDY; NONHUMAN; PHYSICAL CHEMISTRY; STRUCTURE ACTIVITY RELATION;

AMIDES; ANIMALS; ARACHIDONATE 15-LIPOXYGENASE; CHO CELLS; CRICETINAE; CRICETULUS; HUMANS; HYDROXYEICOSATETRAENOIC ACIDS; LIPOXYGENASE INHIBITORS; PYRAZOLES; RABBITS; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONAMIDES;

MAMMALIA;

EID: 79959909953     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.05.107     Document Type: Article

References (25)

1. A.R. Brash J. Biol. Chem. 274 1999 23679
2. H. Kuhn, and B.J. Thiele FEBS Lett. 449 1999 7
3. S.T. Prigge, J.C. Boyington, M. Faig, K.S. Doctor, B.J. Gaffney, and L.M. Amzel Biochimie 79 1997 629
4. X.S. Chen, and C.D. Funk FASEB J. 7 1993 694
5. H. Kuhn, M. Walther, and R.J. Kuban Prostaglandins Other Lipid Mediators 68-69 2002 263
6. J. Ghosh, and C.E. Myers Proc. Natl. Acad. Sci. U.S.A. 95 1998 13182
7. V.E. Steele, C.A. Holmes, E.T. Hawk, L. Kopelovich, R.A. Lubet, J.A. Crowell, C.C. Sigman, and G.J. Kellof Cancer Epidemiol. Biomarkers Prev. 8 1999 467
8. H. Nakano, T. Inoue, N. Kawasaki, H. Miyataka, H. Matsumoto, T. Taguchi, N. Inagaki, H. Nagai, and T. Satoh Bioorg. Med. Chem. 8 2000 373
9. H. Hussain, L.P. Shornick, V.R. Shannon, J.D. Wilson, C.D. Funk, A.P. Pentland, and M.J. Holtzman Am. J. Physiol. 266 1994 C243
10. J.M. Connolly, and D.P. Rose Cancer Lett. 132 1998 107
11. R. Natarajan, and J. Nadler Front. Biosci. 3 1998 E81
12. U. Kelavkar, W. Glasgow, and T.E. Eling Curr. Urol. Rep. 3 2002 207
13. D. Nie, M. Che, D. Grignon, K. Tang, and K.V. Honn Cancer Metastasis Rev. 20 2001 195
14. G. Rai, V. Kenyon, A. Jadhav, L. Schultz, M. Armstrong, J.B. Jameson, E. Hoobler, W. Leister, A. Simeonov, T.R. Holman, and D.J. Maloney J. Med. Chem. 53 2010 7392
15. D. Pratico, V. Zhukareva, Y. Yao, K. Uryu, C.D. Funk, J.A. Lawson, J.Q. Trojanowski, and V.M.-Y. Lee Am. J. Pathol. 164 2004 1655
16. L. Zhao, T. Grosser, S. Fries, L. Kadakia, H. Wang, J. Zhao, and R. Falotico Expert Rev. Clin. Immunol. 2 2006 649
17. L. Zhao, and C.D. Funk Trends Cardiovasc. Med. 14 2004 191
18. J.A. Cornicelli, and B.K. Trivedi Curr. Pharm. Des. 5 1999 11
19. Y. Huo, L. Zhao, M.C. Hyman, P. Shashkin, B.L. Harry, T. Burcin, S.B. Forlow, M.A. Stark, D.F. Smith, S. Clarke, S. Srinivasan, C.C. Hedrick, D. Pratico, J.L. Witztum, J.L. Nadler, C.D. Funk, and K. Ley Circulation 110 2004 2024
20. H. Sadeghian, N. Attaran, Z. Jafari, M.R. Saberi, M. Pordel, and M.M. Riazi Bioorg. Med. Chem. 17 2009 2327
21. M. Bakavoli, M. Nikpour, M. Rahimizadeh, M.R. Saberi, and H. Sadeghian Bioorg. Med. Chem. 15 2007 2120
22. V. Kenyon, I. Chorny, W.J. Carvajal, T.R. Holman, and M.P. Jacobson J. Med. Chem. 49 2006 1356
23. D.S. Weinstein, W. Liu, Z. Gu, C. Langevine, K. Ngu, L. Fadnis, D.W. Combs, D. Sitkoff, S. Ahmad, S. Zhuang, X. Chen, F. Wang, D.A. Loughney, K.S. Atwal, R. Zahler, J.E. Macor, C.S. Madsen, and N. Murugesan Bioorg. Med. Chem. Lett. 15 2005 1435
24. D.S. Weinstein, W. Liu, K. Ngu, C. Langevine, D.W. Combs, S. Zhuang, C. Chen, C.S. Madsen, T.W. Harper, and J.A. Robl Bioorg. Med. Chem. Lett. 17 2007 5115
25. L. Ducry, S. Reinelt, F. Diederich, D.R. Bolin, R.M. Campbell, and G.L. Olson Helv. Chim. Acta 82 1999 2432