Anti-inflammatory profile of N-phenylpyrazole arylhydrazone derivatives in rats

Journal of Pharmacy and Pharmacology

Volumn 51, Issue 6, 1999, Pages 703-707

  Barja Fidalgo, Christina ^a   Fierro, Iolandda Margherita ^a   Lima, Aline C Brando ^a   Da Silva, Emerson Teixeira ^b   Câmara, Celso De Amorim ^b   Barreiro, Eliezer J ^b  

^a STATE UNIVERSITY OF RIO DE JANEIRO   (Brazil)

^b FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

2,6 DI TERT BUTYL 4 (3 METHYL 4 NITRO N PHENYLPYRAZOL 5 YL HYDRAZONOMETHYL)PHENOL; 3 AMINO 1 (3 TRIFLUOROMETHYLPHENYL) 2 PYRAZOLINE; PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG SYNTHESIS; EDEMA; MALE; NEUTROPHIL; NONHUMAN; OXIDATION REDUCTION POTENTIAL; PLEURA CAVITY; PLEURISY; RAT; STRUCTURE ACTIVITY RELATION;

ANIMALS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; HYDRAZONES; MALE; PLEURISY; RATS; RATS, WISTAR; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0032792237     PISSN: 00223573     EISSN: None     Source Type: Journal    
DOI: 10.1211/0022357991773005     Document Type: Article

References (30)

1. Batt, D. G. (1992) 5-Lipoxygenase inhibitors and their anti-inflammatory activities. Progr. Med. Chem. 29: 1-63
2. Cuadro, A. M., Valenciano, J., Vaquero, J. J., Alvarez-Builla, J., Sunkel, C., De Casa-Juana, M. F., Ortega, M. P. (1998) Synthesis and biological evaluation of 2,6-di-tert-butylphenol hydrazones as 5-lipoxigenase inhibitors. Bioorg. Med. Chem. 6: 173-180
3. Davies, P., Bailey, P. J., Goldenberg, M. M., Ford-Hutchinson, A. W. (1984) The role of arachidonic acid oxygenation products in pain and inflammation. Ann. Rev. Immunol. 2: 333-357
4. Easmon, J., Heinisch, G., Hofmann, J., Langer, T., Grunicke, H. H., Fink, J., Pürstinger, G. (1997) Thiazolyl and benzothiazolyl hydrazones derived from α-(N)-acetylpyridines and diazines: synthesis, antiproliferative activity and CoMFA studies. Eur. J. Med. Chem. 32: 397-408
5. Engels, F., Nijkamp, F. P. (1998) Pharmacological inhibition of leukotriene actions. Pharm. World Sci. 20: 60-65
6. Flynn, D. L., Belliotti, T. R., Boctor, A. M., Connor, D. T., Kostlan, C. R., Nies, D. E., Ortwine, D. F., Schrier, D. J., Sircar, J. C., Dyer, R. D. (1991) Styrylpyrazoles, styrylisoxazoles, and styrylisothiazoles. Novel 5-lipoxygenase and cyclooxygenase inhibitors. J. Med. Chem. 34: 518-525
7. Freitas, A. C. C. (1991) PhD Thesis, Instituto de QuÚmica, Universidade Federal do Rio de Janeiro, BR
8. Freitas, A. C. C., Barreiro, E. J., Pereira, E. F. R., Pereira, N. A. (1995) Síntese, avaliação das propriedades antiedematogênicas e relação estrutura e atividade de derivados 5-arilidrazonil-N-fenil Pirazolas. Quimica Nova 18: 138-143
9. Gaston, M. A., Dias, L. R. S., Freitas, A. C. C., Miranda, A. L. P., Barreiro, E. J. (1996) Synthesis and analgesic properties of new 4-arylhydrazone 1H-pyrazolo[3,4-6]pyridine derivatives. Pharm. Acta Helv. 71: 213-219
10. Ghiglieri-Bertez, C., Coquelet, C., Alazet, A., Bonne, C. (1987) Inhibiteurs mixtes des voies de la cyclooxygénase et des lipoxygénases: synthèse et activité des dérivés hydrazonyques. Eur. J. Med. Chem. 22: 147-152
11. Heller, A., Koch, T., Schmeck, J., Ackern, K. (1998) Lipid mediators in inflammatory disorders. Drugs 55: 487-496
12. Henderson, W. R. (1994) The role of leukotrienes in inflammation. Ann. Intern. Med. 121: 684-687
13. Higgs, G. A., Eakins, K. E., Mugridge, K. G., Moncada, S., Vane, J. R. (1980) The effects of non-steroid anti-inflammatory drugs on leukocyte migration in carrageenan-induced inflammation. Eur. J. Pharmacol. 66: 81-86
14. Khan, M. A., Freitas, A. C. C. (1983) Hetarylpyrazoles. IV. Synthesis and reactions of 1,5′-bipyrazoles. J. Heterocycl. Chem. 20: 277-279
15. Lazer, E. S., Wong, H.-C., Possanza, G. J., Graham, A. G., Farina, P. R. (1989) Anti-inflammatory 2,6-di-tert-butyl-4-(2-arylethenyl)phenols. J. Med. Chem. 32: 100-104
16. Lazer, E. S., Wong, H.-C., Wegner, C. D., Graham, A. G., Farina, P. R. (1990) Effect of structure on potency and selectivity in 2,6-disubstituted 4-(2-arylethenyl)phenol lipoxygenase inhibitors. J. Med. Chem. 33: 1892-1898
17. Matheus, M. E., Oliveira, L. F., Freitas, A. C. C., Carvalho, A. M. A. S. P., Barreiro, E. J. (1991) Antinociceptive property of new 4-acylhydrazone pyrazolic compounds. Braz. J. Biol. Med. Res. 24: 1219-1222
18. Müller, K., Altmann, R., Prinz, H. (1998) 10-Benzoyl-1,8-dihydroxy-9(10 H)-anthacenones: synthesis and biological properties. Eur. J. Med. Chem. 33: 209-214
19. Mullican, M. D., Wilson, M. W., Connor, D. T., Kostlan, C. R., Schreir, D. J., Dyer, R. D. (1993) Design of 5-(3,5-di-tert-butyl-4-hydroxyphenyl)-1,3,4-triazoles, 1,3,4-oxadiazoles and 1,2,4-triazoles as orally active, nonulcerogenic anti-inflammatory agents. J. Med. Chem. 36: 1090-1099
20. Musser, J. H., Krieft, A. F. (1992) 5-Lipoxygenase: properties, pharmacology and the quinolinyl(bridged)aryl class of inhibitors. J. Med. Chem. 35: 2501-2524
21. Silveira, I. A. F. B., Paulo, L. G., Miranda, A. L. P., Rocha, S. O., Freitas, A. C. C., Barreiro, E. J. (1993) New pyrazolylhydrazone derivative as inhibitors of platelet aggregation. J. Pharm. Pharmacol. 45: 646-649
22. Sincholle, D., Bertez, C., Legrand, A., Conduzorgues, J. P., Bonne, C. (1985) Anti-inflammatory activity of a dual inhibitor of cyclooxygenase and lipooxygenase pathways, CBS-1108 (2-acetylthiophene-2-thiazolylhydrzone). Arzneim. Forsch. 35: 1260-1263
23. Thien, F. C. K., Walter, E. H. (1995) Eicosanoids and asthma: update. Prostagland. Leukotr. Essen. Fatty Acids 52: 217-288
24. Todeschini, A. R., Miranda, A. L. P., Bacha, C. M., Barreiro, E. J. (1996) 2-Pyridylhydrazone derivatives, a new class of platelet aggregation inhibitors. Braz. J. Bio. Med. Res. 29: 389-393
25. Todeschini, A. R., Miranda, A. L. P., Da Silva, K. C. M., Barreiro, E. J., Parrini, S. C. (1998) Synthesis of new 2-pyridinylarylhydrazones and evaluation of their analgesic, anti-inflammatory and antiplatelet profile. Eur. J. Med. Chem. 33: 189-200
26. Unangst, D. C., Connor, D. T., Cetenko, W. A., Sorenson, R. J., Kostlan, C. R., Sircar, J. C., Wright, C. D., Schrier, D. J., Dyer, R. D. (1994) Synthesis and biological evaluation of 5-[[3,5-bis (1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-oxazoles, - thiazoles, and imidazoles: novel dual 5-lipoxygenase and cyclooxygenase inhibitors with anti-inflammatory activity. J. Med. Chem. 37: 322-328
27. Utsunomiya, I., Nagai, S., Oh-ishi, S. (1994) Differential effects of indomethacin and dexamethasone on cytokine production in carrageenin-induced pleurisy. Eur. J. Pharmacol. 252: 213-218
28. Vane, J. R., Botting, R. M. (1995) New insights into the mode of action of antiinflammatory drugs. Inflam. Res. 44: 1-10
29. Vinegar, R., Truax, K., Selph, J. L., Voelker, F. A. (1982) Pathway of onset, development and decay of carrageenan pleurisy in rat. Fed. Proc. 41: 2588-2595
30. Wong, S., Lee, S. J., Frierson, M. R., Proch, J., Miskowski, T. A., Rigby, B. S., Schmolka, S. J., Naismith, R. W., Kreutzer, D. C., Lindquist, R. (1992) Antiarthritic profile of BF-389 -a novel antiinflammatory agent with low ulcerogenic liability. Agents Actions 37: 90-98