Design, synthesis and biological evaluation of pyridine acyl sulfonamide derivatives as novel COX-2 inhibitors

Bioorganic and Medicinal Chemistry

Volumn 19, Issue 22, 2011, Pages 6827-6832

  Lu, Xiang ^a   Zhang, Hui ^a   Li, Xi ^a   Chen, Guo ^a   Li, Qing Shan ^a   Luo, Yin ^a   Ruan, Ban Feng ^a   Chen, Xian Wei ^a   Zhu, Hai Liang ^a  

^a NANJING UNIVERSITY   (China)

Author keywords

Cyclooxygenase 2 inhibition; Molecular docking; Pyridine acyl sulfonamide derivatives; Structure activity relationship

Indexed keywords

CYCLOOXYGENASE 2 INHIBITOR; N (4 BROMOPHENYLSULFONYL)ISONICOTINAMIDE; N (4 BROMOPHENYLSULFONYL)NICOTINAMIDE; N (4 BROMOPHENYLSULFONYL)PICOLINAMIDE; N (4 CHLOROPHENYLSULFONYL)ISONICOTINAMIDE; N (4 CHLOROPHENYLSULFONYL)NICOTINAMIDE; N (4 CHLOROPHENYLSULFONYL)PICOLINAMIDE; N (4 FLUOROPHENYLSULFONYL)ISONICOTINAMIDE; N (4 FLUOROPHENYLSULFONYL)NICOTINAMIDE; N (4 FLUOROPHENYLSULFONYL)PICOLINAMIDE; N (PHENYLSULFONYL)NICOTINAMIDE; N (PHENYLSULFONYL)PICOLINAMIDE; N TOSYLISONICOTINAMIDE; N TOSYLNICOTINAMIDE; N TOSYLPICOLINAMIDE; N2,N6 BIS(4 BROMOPHENYLSULFONYL)PYRIDINE 2,6 DICARBOXAMIDE; N2,N6 BIS(4 CHLOROPHENYLSULFONYL)PYRIDINE 2,6 DICARBOXAMIDE; N2,N6 BIS(4 FLUOROPHENYLSULFONYL)PYRIDINE 2,6 DICARBOXAMIDE; N2,N6 BIS(PHENYLSULFONYL)PYRIDINE 2,6 DICARBOXAMIDE; N2,N6 DITOSYLPYRIDINE 2,6 DICARBOXAMIDE; N3,N5 BIS(4 BROMOPHENYLSULFONYL)PYRIDINE 3,5 DICARBOXAMIDE; N3,N5 BIS(4 CHLOROPHENYLSULFONYL)PYRIDINE 3,5 DICARBOXAMIDE; N3,N5 BIS(4 FLUOROPHENYLSULFONYL)PYRIDINE 3,5 DICARBOXAMIDE; N3,N5 BIS(PHENYLSULFONYL)PYRIDINE 3,5 DICARBOXAMIDE; N3,N5 DITOSYLPYRIDINE 3,5 DICARBOXAMIDE; PROSTAGLANDIN; SULFONAMIDE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIINFLAMMATORY ACTIVITY; ANTINEOPLASTIC ACTIVITY; CANCER CELL CULTURE; CONFERENCE PAPER; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG ACTIVITY; DRUG DESIGN; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; MACROPHAGE; MOLECULAR DOCKING; NONHUMAN; STRUCTURE ACTIVITY RELATION; X RAY DIFFRACTION;

ANIMALS; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CRYSTALLOGRAPHY, X-RAY; CYCLOOXYGENASE 2; CYCLOOXYGENASE 2 INHIBITORS; DRUG SCREENING ASSAYS, ANTITUMOR; HEP G2 CELLS; HUMANS; MACROPHAGES; MELANOMA, EXPERIMENTAL; MICE; MODELS, MOLECULAR; PROTEIN BINDING; PYRIDINES; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONAMIDES;

MURINAE;

EID: 80055009641     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2011.09.034     Document Type: Conference Paper

References (22)

1. M.V. Ramana-Reddy, V.K. Billa, V.R. Pallela, M.R. Mallireddigari, R. Boominathan, and J.L. Gabriel Bioorg. Med. Chem. 16 2008 3907
2. R. Ghodsi, A. Zarghi, B. Daraei, and M. Hedayati Bioorg. Med. Chem. 18 2010 1029
3. H.R. Herschman Biochim. Biophys. Acta 1299 1996 125
4. X.C. Xu Anticancer Drugs. 13 2002 127
5. P. Jiménez, A. García, S. Santander, and E. Piazuelo Curr. Pharm. Des. 13 2007 2261
6. F. Wuest, T. Kniess, R. Bergmann, and J. Pietzsch Bioorg. Med. Chem. 16 2008 7662
7. F. Julémont, X.D. Leval, C. Michaux, J.F. Renard, and J.Y. Winum J. Med. Chem. 47 2004 6749
8. J.F. Renard, D. Arslan, N. Garbacki, B. Pirotte, and X.D. Leval J. Med. Chem. 52 2004 5864
9. N. Ouimet, C.C. Chan, S. Charleson, D. Claveau, and R. Gordon Bioorg. Med. Chem. Lett. 9 1999 151
10. N.A. Hamdy, and A.M. Gamal-Eldee Eur. J. Med. Chem. 44 2009 4547
11. V. Cardile, L. Lombardo, G. Granata, A. Perdicaro, M. Balazy, and A. Santagati Bioorg. Med. Chem. 17 2009 1991
12. G. Eren, S. Unlu, M.T. Nunez, L. Labeaga, and F. Ledo Bioorg. Med. Chem. 18 2010 6367
13. A. Zarghi, T. Zebardast, B. Daraie, and M. Hedayati Bioorg. Med. Chem. 17 2009 5369
14. K. Abouzid, and S.A. Bekhit Bioorg. Med. Chem. 16 2008 5547
15. O. Laneuville, D.K. Breuer, D.L. DeWitt, T. Hla, C.D. Funk, and W.L. Smith J. Pharmacol. Exp. Ther. 271 1994 927
16. R. Piva, G. Belardo, and M. Santoro Antioxid. Redox Signal. 8 2006 478
17. R.S. Giri, H.M. Thaker, T. Giordano, J. Williams, and D. Rogers Bioorg. Med. Chem. 18 2010 2796
18. E. Ibáñez, D. Plano, M. Font, A. Calvo, C. Prior, J.A. Palop, and C. Sanmartín Eur. J. Med. Chem. 46 2011 265
19. P.C. Lv, H.Q. Li, J. Sun, Y. Zhou, and H.L. Zhu Bioorg. Med. Chem. 18 2010 4606
20. A.G. Amr, and M.M. Abdulla Bioorg. Med. Chem. 14 2006 4341
21. W.F. Li, P. Zhou, Y.M. Zhang, and L.C. He J. Ethnopharmacol. 17 2009 6348
22. S. Cheenpracha, E.J. Park, W.Y. Yoshida, C. Barit, and M. Wall Bioorg. Med. Chem. 18 2010 6598