Erratum: Synthesis of some pyrazolyl benzenesulfonamide derivatives as dual anti-inflammatory antimicrobial agents (Journal of Enzyme Inhibition and Medicinal Chemistry, (2008) (1-4) (10.1080/14756360802188404));Synthesis of some pyrazolyl benzenesulfonamide derivatives as dual anti-inflammatory antimicrobial agents

Journal of Enzyme Inhibition and Medicinal Chemistry

Volumn 24, Issue 1, 2009, Pages 296-309

  Bekhit, Adnan A ^a   Ashour, Hayam M A ^a   Bekhit, Alaa El Din ^b,c   Abdel Rahman, Hamdy M ^d   Bekhit, Salma A ^e  

^a Alexandria University Faculty of Pharmacy   (Egypt)

^b LINCOLN UNIVERSITY   (New Zealand)

^c UNIVERSITY OF OTAGO   (New Zealand)

^d Assiut University   (Egypt)

^e Alexandria University   (Egypt)

Author keywords

Acute toxicity; Anti inflammatory; Antimicrobial; Cox 2; Docking; Inhibitors; Pyrazole; Ulcerogenic effect

Indexed keywords

4 (2 ARYLETHYLIDENEHYDRAZONO)BENZENESULFONAMIDE; 4 (3 ARYL 4 CYANO 1H PYRAZOL 1 YL)BENZENESULFONAMIDE; 4 (3 ARYL 4 HYDROXYLIMINOMETHYL 1H PYRAZOL 1 YL)BENZENESULFONAMIDE; 4 (3 ARYL FORMYL 1H PYRAZOL 1 YL)BENZENESULFONAMIDE; 4 (3 PHENYL 4 CYANO 1H PYRAZOL 1 YL)BENZENESULFONAMIDE; 4 (3 TOLYL 4 CYANO 1H PYRAZOL 1 YL)BENZENESULFONAMIDE; BENZENESULFONAMIDE DERIVATIVE; CARRAGEENAN; CELECOXIB; CYCLOOXYGENASE 1; CYCLOOXYGENASE 2; INDOMETACIN; N,N DIMETHYLAMINOMETHYLENE 4 (3 ARYL 4 CYANO 1H PYRAZOL 1 YL)BENZENESULFONAMIDE; N,N DIMETHYLAMINOMETHYLENE 4 (3 ARYL 4 FORMYL 1H PYRAZOL 1 YL)BENZENESULFONAMIDE; N,N DIMETHYLAMINOMETHYLENE 4 (3 ARYL 4 HYDROXYLIMINOMETHYL 1H PYRAZOL 1 YL)BENZENESULFONAMIDE; PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ANTIMICROBIAL ACTIVITY; ARTICLE; BIOASSAY; CANDIDA ALBICANS; CONTROLLED STUDY; DRUG DOSAGE FORM COMPARISON; DRUG DOSE COMPARISON; DRUG SAFETY; DRUG SELECTIVITY; DRUG SYNTHESIS; ENZYME INHIBITION; ESCHERICHIA COLI; GRANULOMA; IN VITRO STUDY; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PAW EDEMA; PRIORITY JOURNAL; RAT; STAPHYLOCOCCUS AUREUS; ULCEROGENESIS;

CANDIDA ALBICANS; GOSSYPIUM HIRSUTUM; RATTUS; STAPHYLOCOCCUS AUREUS;

EID: 58949087664     PISSN: 14756366     EISSN: 14756374     Source Type: Journal    
DOI: 10.1080/14756360802649082     Document Type: Erratum

References (36)

1. Scheiman, JM (2005) Effects of nonsteroidal anti-inflammatory drugs, including COX-2 specific inhibitors on the GI tract. Clin Update, 12, pp. 1-4.
2. Fiorucci, S., Santucci, L. and Distrutti, E. (2007) NSAIDs, coxibs, CINOD and H2S-releasing NSAIDs: What lies beyond the horizon. Digest Liver Dis, 39, pp. 1043-1051.
3. (2001) Comprehensive pharmacy review, pp. 289-291. Williams and Wilkins, Philadelphia
4. Griffin, MR, Yared, A. and Ray, WA (2000) Nonsteroidal Antiinflammatory Drugs and Acute Renal Failure in Elderly Persons. Am J Epidemiol, 151, pp. 488-496.
5. Singh, G. and Triadafilopoulos, G. (1999) Epidemiology of NSAID induced gastrointestinal complications. J Rheumatol, 26, pp. 18-24.
6. Song, Y., Connor, DT, Doubleday, R., Sorenson, RJ, Sercel, AD, Unangst, PC, Roth, BD, Gilbertsen, RB, Chan, K., Schrier, DJ, Guglietta, A., Bornemeier, DA and Dyer, RD (1999) Synthesis, structure-activity relationships, and in vivo evaluations of substituted Di-tert-butylphenols as a novel class of potent, selective, and orally active Cyclooxygenase-2 inhibitors 1. Thiazolone and Oxazolone Series. J Med Chem, 42, pp. 1151-1160.
7. Chandrasekharan, NV, Dai, H., Turepu Roos, KL, Evanson, NK, Tomsik, J., Elton, TS and Simmons, DL (2002) COX-3, a cyclooxygenase-1 variant inhibited by acetaminophen and other analgesic/antipyretic drugs: Cloning, structure and expression. PNAS, 99, pp. 13926-13931.
8. Palomer, A., Cabre, F., Pascual, J., Campos, J., Trujillo, MA, Entrena, A., Callo, MA, Garcia, L., Mauleon, D. and Espinosa, A. (2002) Identification of novel Cyclooxygenase-2 selective inhibitors using pharmacophore models. J Med Chem, 45, pp. 1402-1411.
9. Gadad, AK, Kittur, BS, Kapsi, SG, Mahajanshetti, CS and Rajur, SB (1996) Synthesis, analgesic and anti-inflammatory activities of some 1-acyl/ aracyl-5-aminopyrazole derivatives. Arzneim Forsch, 46, pp. 1082-1085.
10. Penning, TD, Talley, JJ, Bertenshaw, SR, Carter, JS, Collins, PW, Docter, S., Graneto, MJ, Lee, LF, Malecha, JW, Miyashiro, JM, Rogers, RS, Rogier, DJ, Yu, SS, Anderson, GD, Burton, EG, Cogburn, JN, Gregory, SA, Koboldt, CM, Perkins, WE, Seibert, K., Veenhuizen, AW, Zhang, YY and Isakson, PC (1997) Synthesis and biological evaluation of the 1,5-Diarylpyrazole class of Cyclooxygenase-2 inhibitors: Identification of 4-[5-(4-Methylphenyl)-3-(trifluoromethyl -1H-pyrazol-1-yl]benzenesulfonamide (SC-58635, Celecoxib).
11. Tsuji, K., Nakamura, K., Ogino, T., Konishi, N., Tojo, T., Ochi, T., Seki, N. and Matsuo, M. (1998) Studies on anti-inflammatory agents. VI. Synthesis and pharmacological properties of 2,3-diarylthiophenes. Chem Pharm Bull, 46, pp. 279-286.
12. Beers, SA, Malloy, EA, Wu, W., Wachter, M., Ansell, J., Singer, M., Steber, M., Barbone, A., Kirchner, T., Ritchie, D. and Argentieri, D. (1997) N-(5-substituted) thiophene-2-alkylsulfonamides as potent inhibitors of 5-lipoxygenase. Bioorg Med Chem Lett, 5, pp. 779-786.
13. Boschelli, DH, Connor, DT, Bornemeier, DA, Dyer, RD, Kennedy, JA, Kuipers, PJ, Okonkwo, GC, Schrier, DJ and Wright, CD (1993) 1,3,4-oxadiazole 1,3,4-thiadiazole, and 1,2,4-triazole analogs of the fenamates: In vitro inhibition of cyclooxygenase and 5-lipoxygenase activities. J Med Chem, 36, pp. 1802-1810.
14. Tanitame, A., Oyamada, Y., Ofuji, K., Kyoya, Y., Suziki, K., Ito, H., Kawasaki, M., Nagai, K., Wachi, M. and Yamagishi, J. (2004) Design, synthesis and structure-activity relationship studies of novel indazole analogues as DNA gyrase inhibitors with Gram-positive antibacterial activity. Bioorg Med Chem Lett, 14, pp. 2857-2862.
15. Tanitame, A., Oyamada, Y., Ofuji, K., Suziki, K., Ito, H., Kawasaki, M., Wachi, M. and Yamagishi, J. (2004) Potent DNA gyrase inhibitors; novel 5-vinylpyrazoleanalogues with Gram-positive antibacterial activity. Bioorg Med Chem Lett, 14, pp. 2863-2866.
16. Tanitame, A., Oyamada, Y., Ofuji, K., Fujimoto, M., Iwai, N., Hiyama, Y., Suziki, K., Ito, H., Terauchi, H., Kawasaki, M., Nagai, K., Wachi, M. and Yamagishi, J. (2004) Design, synthesis and antibacterial activity of a novel series of potent DNA gyrase inhibitor. Pyrazole derivatives. J Med Chem, 47, pp. 3693-3696.
17. Farghaly, AM, Bekhit, AA and Park, JY (2000) Design and synthesis of some oxadiazolyl, thiadiazolyl, thiazolidinyl, and thiazolyl derivatives of 1H-pyrazole as anti-inflammatory antimicrobial agents. Arch Pharm Pharm Med Chem, 333, pp. 53-57.
18. Bekhit, AA and Abdel-Azeim, T. (2004) Design, synthesis and biological evaluation of some pyrazole derivatives as anti-inflammatory-antimicrobial agents. Bioorg Med Chem, 12, pp. 1935-1945.
19. Bekhit, AA, Fahmy, HTY, Rostom, ShAF and Baraka, AM (2003) Design and synthesis of some substituted 1H-pyrazolyl-thiazolo[4,5-d]pyrimidines as anti-inflammatory-antimicrobial agents. Eur J Med Chem, 38, pp. 27-36.
20. Bekhit, AA and Fahmy, HTY (2003) Design and synthesis of some substituted 1H-pyrazolyl-oxazolidines or 1H-pyrazolyl-thiazolidines as anti-inflammatory-antimicrobial agents. Arch Pharm Pharm Med Chem, 336, pp. 111-118.
21. Bekhit, AA, Ashour, HMA and Guemei, A. (2005) Novel Pyrazole Derivatives as Potential Promising Anti-inflammatory Antimicrobial Agents. Arch Pharm Chem Life Sci, 338, pp. 167-174.
22. Bekhit, AA, Abdel-Rahman, HM and Guemei, A. (2006) Synthesis and biological evaluation of some hydroxypyrazole derivatives as anti-inflammatory-antimicrobial agents. Arch Pharm Chem Life Sci, 339, pp. 81-87.
23. Meier, R., Schuler, W. and Desaulles, P. (1950) On the mechanism of cortisone inhibition of connective tissue proliferation. Experientia, 6, pp. 469-471.
24. Di Rosa, M and Willoughby, DA (1971) Screens for anti-inflammatory drugs. J Pharm Pharmacol, 23, pp. 297-298.
25. Wakitani, K., Nanayama, T., Masaki, M. and Matsushita, M. (1998) Profile of JTE-522 as a human cyclooxygenase-2 inhibitor. Jpn J Pharmacol, 78, pp. 365-371.
26. Abou Zeit-Har, MS, Verimer, T. and Long, JP (1982) Effect of long term estrogen and lithium treatment on restraint induced gastric erosion in intact and ovariectomized rats. Pharmazie, 37, pp. 593-595.
27. Verma, M., Tripathi, M., Saxena, AK and Shanker, K. (1994) Anti-inflammatory activity of novel indole derivatives. Eur J Med Chem, 29, pp. 941-946.
28. Litchfield, JT and Wilcoxon, F. (1949) A simplified method of evaluating dose-effect experiments. J Pharmacol Exp Ther, 96, pp. 99-113.
29. Molecular Operating Environment (MOE)Chemical Computing Group, Inc, Montreal, Canada
30. Woods, GL and Washington, AW. (1995) Manual of Clinical Microbiology, Am Soc Microbiol, Washington, D.C
31. Bernard, M., Hulley, E., Molenda, H., Stochla, K. and Wrzeciono, U. (1986) Azole. XVII: β-(4-Pyrazol)acryl-bzw.-propionsaure und ihre antiphlogistische Wirkung. Pharmazie, 41, pp. 560-562.
32. Pretsch, E., Buhlmann, P. and Affolter, C. (2000) Structure Determination of Organic Compounds, p. 212. Springer-Verlag, Berlin Heidelberg New York
33. Sen, AK and Mukhopadhyay, AK (1984) Synthesis of compounds related to 4(5)-aminoimidazole-5(4)-carboxamides: Part VI-synthesis of 3-(6-methoxy-8-quinolyl)-7-methylpurin-6(3H)-one. Indian J Chem Sect B, 28:9, pp. 870-873.
34. (2000) Structure Determination of Organic Compounds, p. 211. Springer-Verlag, Berlin Heidelberg New York
35. Piaz, VD, Giovannoni, MP, Castellana, C., Palacios, JM, Beleta, J., Domench, T. and Segarra, V. (1998) Heterocyclic-fused 3(2H)-pyridazinones as potent and selective PDE IV inhibitors: Further structure-activity relationships and molecular modelling studies. Eur J Med Chem, 33, pp. 789-797.
36. Kurumbail, RG, Stevens, AM, Gierse, JK, McDonald, JJ, Stegeman, RA, Pak, JY, Gildehaus, D., Iyashiro, JM, Penning, TD, Seibert, K., Isakson, PC and Stallings, WC (1996) Structural basis for selective inhibition of cyclooxygenase-2 by anti-inflammatory agents. Nature, 384, pp. 644-648.