Design, Synthesis, and Anti-Inflammatory Evaluation of Novel Diphenylthiazole-Thiazolidinone Hybrids

Archiv der Pharmazie

Volumn 348, Issue 7, 2015, Pages 518-530

  Abdelazeem, Ahmed H ^a,b   Salama, Samir A ^b,c   Maghrabi, Ibrahim A ^b  

^a Beni Suef University   (Egypt)

^b TAIF UNIVERSITY   (Saudi Arabia)

^c Al Azhar University   (Egypt)

Author keywords

Anti inflammatory analgesic; COX; Diphenylthiazole thiazolidinone hybrids; NSAIDs

Indexed keywords

2 [(4,5 DIPHENYLTHIAZOL 2 YL)IMINO] 5 (2 HYDROXYBENZYLIDENE)THIAZOLIDIN 4 ONE; 2 [(4,5 DIPHENYLTHIAZOL 2 YL)IMINO] 5 (3 NITROBENZYLIDENE)THIAZOLIDIN 4 ONE; 2 [(4,5 DIPHENYLTHIAZOL 2 YL)IMINO] 5 (4 METHYLBENZYLIDENE)THIAZOLIDIN 4 ONE; 2 [(4,5 DIPHENYLTHIAZOL 2 YL)IMINO] 5 (NAPHTHALEN 1 YLMETHYLENE)THIAZOLIDIN 4 ONE; 2 [(4,5 DIPHENYLTHIAZOL 2 YL)IMINO] 5 (PYRIDIN 2 YLMETHYLENE)THIAZOLIDIN 4 ONE; 2 [(4,5 DIPHENYLTHIAZOL 2 YL)IMINO] 5 (PYRIDIN 3 YLMETHYLENE)THIAZOLIDIN 4 ONE; 2 [(4,5 DIPHENYLTHIAZOL 2 YL)IMINO] 5 (THIOPHEN 2 YLMETHYLENE)THIAZOLIDIN 4 ONE; 2 [(4,5 DIPHENYLTHIAZOL 2 YL)IMINO]THIAZOLIDIN 4 ONE; 5 (2 CHLOROBENZYLIDENE) 2 [(4,5 DIPHENYLTHIAZOL 2 YL)IMINO]THIAZOLIDIN 4 ONE; 5 BENZYLIDENE 2 [(4,5 DIPHENYLTHIAZOL 2 YL)IMINO]THIAZOLIDIN 4 ONE; ANALGESIC AGENT; ANTIINFLAMMATORY AGENT; CELECOXIB; DICLOFENAC; PROSTAGLANDIN SYNTHASE; THIAZOLE DERIVATIVE; UNCLASSIFIED DRUG; CYCLOOXYGENASE 1; CYCLOOXYGENASE 2; PROSTAGLANDIN SYNTHASE INHIBITOR; PROTEIN BINDING;

ANALGESIC ACTIVITY; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; BINDING SITE; CARBON NUCLEAR MAGNETIC RESONANCE; CARRAGEENAN-INDUCED PAW EDEMA; CONTROLLED STUDY; DRUG ACTIVITY; DRUG DESIGN; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; ENZYME INHIBITION; HOT PLATE TEST; IC50; IN VITRO STUDY; IN VIVO STUDY; MELTING POINT; MOLECULAR DOCKING; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STATIC ELECTRICITY; THIN LAYER CHROMATOGRAPHY; ANIMAL; CHEMISTRY; EDEMA; HYPERALGESIA; METABOLISM; SYNTHESIS;

ANIMALS; CYCLOOXYGENASE 1; CYCLOOXYGENASE 2; CYCLOOXYGENASE INHIBITORS; DRUG DESIGN; EDEMA; HYPERALGESIA; MICE; MOLECULAR DOCKING SIMULATION; PROTEIN BINDING; THIAZOLES;

EID: 84934275938     PISSN: 03656233     EISSN: 15214184     Source Type: Journal    
DOI: 10.1002/ardp.201500104     Document Type: Article

References (31)

1. U. Salgin-Goksen, N. Gokhan-Kelekci, O. Goktas, Y. Koysal, E. Kilic, S. Isik, G. Aktay, M. Ozalp, Bioorg. Med. Chem. 2007, 15, 5738-5751.
2. S. Fiorucci, R. Meli, M. Bucci, G. Cirino, Biochem. Pharmacol. 2001, 62, 1433-1438.
3. R. Gautam, S. M. Jachak, Med. Res. Rev. 2009, 29, 767-820.
4. C. D. Funk, Science 2001, 294, 1871-1875.
5. S. K. Kulkarni, V. P. Singh, Curr. Top. Med. Chem. 2007, 7, 251-263.
6. S. Dadiboyena, A. Nefzi, Eur. J. Med. Chem. 2010, 45, 4697-4707.
7. S. Kase, M. Osaki, S. Honjo, K. Hashimoto, H. Adachi, S. Tsujitani, H. Ito, Pathobiology 2004, 71, 84-92.
8. M. M. Wolfe, D. R. Lichtenstein, G. Singh, N. Engl. J. Med. 1999, 340, 1888-1899.
9. J. S. Dileep Kumar, M. M. Ho, J. M. Leung, T. Toyokuni, Adv. Synth. Catal. 2002, 344, 1146.
10. J. S. Carter, S. Kramer, J. J. Talley, T. Penning, P. Collins, M. J. Graneto, K. Seibert, C. M. Koboldt, J. Masferrer, B. Zweifel, Bioorg. Med. Chem. Lett. 1999, 9, 1171-1174.
11. R. B. Lesyk, B. S. Zimenkovsky, Curr. Org. Chem. 2004, 8, 1547-1577.
12. G. J. Murphy, J. C. Holder, Trends Pharmacol. Sci. 2000, 21, 469-474.
13. R. Lesyk, B. Zimenkovsky, I. Subtelna, I. Nektegayev, G. Kazmirchuk, Acta Pol. Pharm. Drug Res., 2003, 60, 457-466.
14. C. Charlier, C. Michaux, Eur. J. Med. Chem. 2003, 38, 645-659.
15. K. Seno, T. Okuno, K. Nishi, Y. Murakami, F. Watanabe, T. Matsuura, M. Wada, Y. Fujii, M. Yamada, T. Ogawa, T. Okada, H. Hashizume, M. Kii, S. Hara, S. Hagishita, S. Nakamoto, K. Yamada, Y. Chikazawa, M. Ueno, I. Teshirogi, T. Ono, M. Ohtani, J. Med. Chem. 2000, 43, 1041-1044.
16. Y. Momose, T. Maekawa, T. Yamano, M. Kawada, H. Odaka, H. Ikeda, T. Sohda, J. Med. Chem. 2002, 45, 1518-1534.
17. M. M. Sim, S. B. Ng, A. D. Buss, S. C. Crasta, K. L. Goh, S. K. Lee, Bioorg. Med. Chem. Lett. 2002, 12, 697-699.
18. A. H. Abdelazeem, A. M. Gouda, H. A. Omar, M. F. Tolba, Bioorg. Chem. 2014, 57, 132-141.
19. A. A. Bekhit, H. T. Fahmy, S. A. Rostom, A. B. A. El-Din, Eur. J. Med. Chem. 2010, 45, 6027-6038.
20. R. Ottana, R. Maccari, M. L. Barreca, G. Bruno, A. Rotondo, A. Rossi, G. Chiricosta, R. Di Paola, L. Sautebin, S. Cuzzocrea, M. G. Vigorita, Bioorg. Med. Chem. 2005, 13, 4243-4252.
21. J. Ren, S.-M. Wang, L.-F. Wu, Z.-X. Xu, B.-H. Dong, Dyes Pigments 2008, 76, 310-314.
22. P. Vicini, A. Geronikaki, M. Incerti, F. Zani, J. Dearden, M. Hewitt, Bioorg. Med. Chem. 2008, 16, 3714-3724.
23. Y. Momose, K. Meguro, H. Ikeda, C. Hatanaka, S. Oi, T. Sohda, Chem. Pharm. Bull. (Tokyo) 1991, 39, 1440-1445.
24. R. G. Kurumbail, A. M. Stevens, J. K. Gierse, J. J. McDonald, R. A. Stegeman, J. Y. Pak, D. Gildehaus, J. M. Miyashiro, T. D. Penning, K. Seibert, P. C. Isakson, W. C. Stallings, Nature 1996, 384, 644-648.
25. R. B. Lesyk, B. S. Zimenkovsky, Curr. Org. Chem. 2004, 8, 1547-1577.
26. D. Havrylyuk, B. Zimenkovsky, O. Vasylenko, L. Zaprutko, A. Gzella, R. Lesyk, Eur. J. Med. Chem. 2009, 44, 1396-1404.
27. D. S. M. E. Accelrys Software Inc., Release 2.5. San Diego: Accelrys Software Inc., 2007.
28. R. J. Kulmacz, W. E. Lands, Prostaglandins 1983, 25, 531-540.
29. A. H. Abdelazeem, S. A. Abdelatef, M. T. El-Saadi, H. A. Omar, S. I. Khan, C. R. McCurdy, S. M. El-Moghazy, Eur. J. Pharm. Sci. 2014, 62, 197-211.
30. R. Marroquin-Segura, M. Flores-Pimentel, R. Carreon-Sanchez, M. M. Garcia-Burciaga, J. L. Mora-Guevara, A. Aguilar-Contreras, V. J. Hernandez-Abad, J. Ethnopharmacol. 2009, 124, 639-641.
31. K. R. Abdellatif, H. A. Elshemy, S. A. Salama, H. A. Omar, J. Enzyme Inhib. Med. Chem. 2014, 1-8 (doi: 10.3109/14756366.2014.949255).