Novel bis(1-acyl-2-pyrazolines) of potential anti-inflammatory and molluscicidal properties

Bioorganic and Medicinal Chemistry

Volumn 14, Issue 11, 2006, Pages 3929-3937

  Barsoum, Flora F ^a   Hosni, Hanaa M ^b   Girgis, Adel S ^b  

^a CAIRO UNIVERSITY   (Egypt)

^b NATIONAL RESEARCH CENTRE   (Egypt)

Author keywords

Anti inflammatory; Bis(2 propen 1 ones); Bis(2 pyrazolines); Molluscicides; Ulcerogenic liability

Indexed keywords

ACETIC ACID; ACETOPHENONE DERIVATIVE; ANTIINFLAMMATORY AGENT; BENZALDEHYDE DERIVATIVE; BIS(1 ACYL 2 PYRAZOLINE) DERIVATIVE; FORMIC ACID; HYDRAZINE; INDOMETACIN; MOLLUSCACIDE; POLYSORBATE 80; POTASSIUM HYDROXIDE; PYRAZOLE DERIVATIVE; PYRAZOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; BIOMPHALARIA; BIOMPHALARIA ALEXANDRINA; CONTROLLED STUDY; DRUG ACTIVITY; DRUG SCREENING; FEMALE; IN VIVO STUDY; ISOMER; MALE; NONHUMAN; POLYMERIZATION; RAT; STEREOCHEMISTRY; ULCEROGENESIS;

ANIMALS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; BIOMPHALARIA; CHALCONE; CRYSTALLOGRAPHY, X-RAY; DRUG EVALUATION, PRECLINICAL; MODELS, MOLECULAR; MOLECULAR STRUCTURE; MOLLUSCACIDES; PYRAZOLES; RATS; STRUCTURE-ACTIVITY RELATIONSHIP;

ANIMALIA; BIOMPHALARIA; BIOMPHALARIA ALEXANDRINA; GASTROPODA; SCHISTOSOMA MANSONI;

EID: 33646023681     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2006.01.042     Document Type: Article

References (60)

1. Dhar D.N. In The Chemistry of Chalcones and Related Compounds (1981), Wiley, New York
2. Bohm B.A. In: Dey P.M., and Harborne J.B. (Eds). Methods in Plant Biochemistry vol. 1 (1989), Academic Press, London 237-282
3. Grayer R.J. In: Dey P.M., and Harborne J.B. (Eds). Methods in Plant Biochemistry vol. 1 (1989), Academic Press, London 283-323
4. Narender T., Shweta, Tanvir K., Rao M.S., Srivastava K., and Puri S.K. Bioorg. Med. Chem. Lett. 15 (2005) 2453
5. Liu M., Wilairat P., Croft S.L., Tan A.L., and Go M. Bioorg. Med. Chem. 11 (2003) 2729
6. Wu X., Wilairat P., and Go M. Bioorg. Med. Chem. Lett. 12 (2002) 2299
7. Ram V.J., Saxena A.S., Srivastava S., and Chandra S. Bioorg. Med. Chem. Lett. 10 (2000) 2159
8. Lin Y., Zhou Y., Flavin M.T., Zhou L., Nie W., and Chen F. Bioorg. Med. Chem. 10 (2002) 2795
9. Won S., Liu C., Tsao L., Weng J., Ko H., Wang J., and Lin C. Eur. J. Med. Chem. 40 (2005) 103
10. Sabzevari O., Galati G., Moridani M.Y., Siraki A., and O'Brien P.J. Chem. Biol. Interact. 148 (2004) 57
11. Saydam G., Aydin H.H., Sahin F., Kucukoglu O., Erciyas E., Terzioglu E., Buyukkececi F., and Omay S.B. Leukemia Res. 27 (2003) 57
12. Nam N., Kim Y., You Y., Hong D., Kim H., and Ahn B. Eur. J. Med. Chem. 38 (2003) 179
13. Wu J., Wang X., Yi Y., and Lee K. Bioorg. Med. Chem. Lett. 13 (2003) 1813
14. Brouillard R., and Dangles O. In: Harborne J.B. (Ed). The Flavonoids-Advances in Research Since 1986 (1994), Chapman and Hall, London 565-588
15. Jovanovic S.V., Steenken S., Tosic M., Marjanovic B., and Simic M.G. J. Am. Chem. Soc. 116 (1994) 4846
16. Bors W., Heller W., Michel C., and Stettmaier K. In: Cadenas E., and Packer L. (Eds). Handbook of Antioxidants (1996), Marcel Dekker, New York 409-466
17. Jeong T.S., Kim K.S., An S.J., Cho K.H., Lee S., and Lee W.S. Bioorg. Med. Chem. Lett. 14 (2004) 2715
18. Jeong T.S., Kim K.S., Kim J.R., Cho K.H., Lee S., and Lee W.S. Bioorg. Med. Chem. Lett. 14 (2004) 2719
19. Palaska E., Erol D., and Demirdamar R. Eur. J. Med. Chem. 31 (1996) 43
20. Bilgin A.A., Palaska E., Sunal R., and Gümüsel B. Pharmazie 49 (1994) 67
21. Soni N., Pande K., Kalsi R., Gupta T.K., Parmar S.S., and Barthwal J.P. Res. Commun. Chem. Pathol. Pharm. 56 (1987) 129
22. Parmar S.S., Pandey B.R., Dwivedi C., and Harbison R.D. J. Pharm. Sci. 63 (1974) 1152
23. Oh S.W., and Kang Y.S. Colloids Surf. A: Physicochem. Eng. Aspects 257-258 (2005) 415
24. Oh S.W., Zhang D.R., and Kang Y.S. Mater. Sci. Eng. C 24 (2004) 131
25. Fu H.B., and Yao J.N. J. Am. Chem. Soc. 123 (2001) 1434
26. Fu H.B., Wang Y.Q., and Yao J.N. Chem. Phys. Lett. 322 (2000) 327
27. Fu H.B., Xie R.M., Wang Y.Q., and Yao J.N. Colloids Surf. A: Physicochem. Eng. Aspects 174 (2000) 367
28. Fu H.B., Ji X.H., Zhang X.H., Wu S.K., and Yao J.N. J. Colloid Interface Sci. 220 (1999) 177
29. Wagner A., Schellhammer C.W., and Petersen S. Angew. Chem. Int. Ed. Engl. 5 (1966) 699
30. Dorlars H., Schellhammer C.W., and Schroeder J. Angew. Chem. Int. Ed. Engl. 14 (1975) 665
31. Wang M., Zhang J., Liu J., Xu C., and Ju H. J. Lumin. 99 (2002) 79
32. Wang P., Komatsuzaki N.O., Himeda Y., Sugihara H., Arakawa H., and Kasuga K. Tetrahedron Lett. 42 (2001) 9199
33. Jin M., Liang Y.J., Lu R., Chuai X.H., Yi Z.H., Zhao Y.Y., and Zhang H. J. Synthetic Metals 140 (2004) 37
34. Zhang X.H., Lai W.Y., Wong T.C., Gao Z.Q., Jiang Y.C., Wu S.K., Kwong H.L., Lee C.S., and Lee S.T. Synthetic Metals 114 (2000) 115
35. Gao Z.Q., Lee C.S., Bello I., Lee S.T., Wu S.K., Yan Z.L., and Zhang X.H. Synthetic Metals 105 (1999) 141
36. Gao X.C., Cao H., Zhang L.Q., Zhang B.W., Cao Y., and Huang C.H. J. Mater. Chem. 9 (1999) 1077
37. Bissell R.A., de Silva A.P., Gunaratna H.Q.N., Lynch P.L.M., Maguire G.E.M., McCoy C.P., and Sandanayake K.R.A.S. Top. Curr. Chem. 168 (1993) 223
38. de Silva A.P., Gunaratna H.Q.N., Gunnlaugsson T., Huxley A.J., McCoy C.P., Rademacher J.T., and Rice T.E. Chem. Rev. 97 (1997) 1515
39. Sano T., Fujii T., Nishio Y., Hamada Y., Shibata K., and Kuroki K. Jpn. J. Appl. Phys. 34 (1995) 3124
40. Bansal E., Srivastava V.K., and Kumar A. Eur. J. Med. Chem. 36 (2001) 81
41. Manna F., Chimenti F., Bolasco A., Cenicola M.L., D'Amico M., Parrillo C., Rossi F., and Marmo E. Eur. J. Med. Chem. 27 (1992) 633
42. Bruno O., Ranise A., Bondavalli F., Schenone P., D'Amico M., Filippelli A., Fellippelli W., and Rossi S. Farmaco 48 (1993) 949
43. Cuadro A.M., Elguero J., and Navarro P. Chem. Pharm. Bull. 33 (1985) 2535
44. Sangwan N.K. J. Chem. Res. Synop. (1987) 22
45. Lóránd T., and Szabó D. J. Chem. Soc., Perkin Trans. 1 (1985) 481
46. Szöllösy A., Tóth G., Lóránd T., Kónya T., Aradi F., and Lévai A. J. Chem. Soc., Perkin Trans. 2 (1991) 489
47. Winter C.A., Risley E.A., and Nuss G.W. Proc. Soc. Exp. Biol. Med. 111 (1962) 544
48. Mielens Z.E., Drobeck H.P., Rozitis J., and Sansone V.J. Toxicol. Appl. Pharmacol. 14 (1969) 293
49. Hamza Y.E., Sammour O.A., and Abdel-Latif H.A. Pharm. Ind. 56 (1994) 286
50. Meshali M., El-Sabbah H., and Foda A. Acta Pharm. Technol. 29 (1983) 217p
51. World Health Organization, Wld. Hlth. Org. 1953, 65, 33.
52. World Health Organization, Bull. Wld. Hlth. Org. 1956, 33, 567.
53. Mishriky N., Ibrahim Y.A., Girgis A.S., and Fawzy N.G. Pharmazie 54 (1999) 738
54. Girgis A.S. Pharmazie 55 (2000) 426
55. Ibrahim Y.A., Elwahy A.H.M., and Elkareish G.M.M. J. Chem. Res. Synop. (1994) 414
56. Neish W.J.P. Rec. Trav. Chim. 66 (1947) 433
57. Full crystallographic details, excluding structure factors, have been deposited at Cambridge Crystallographic Data Centre (CCDC) as supplementary publication number CCDC 295214.
58. Altomare A., Cascarano G., Giacovazzo C., Guagliardi A., Burla M.C., Polidori G., and Camalli M. J. Appl. Cryst. 27 (1994) 435
59. Mackay, S., Gilmore, C. J., Edwards, C., Stewart, N., Shankland, K. maXus Computer Program for the Solution and Refinement of Crystal Structures, Bruker Nonius, The Netherlands, MacScience, Japan & The University of Glasgow, 1999.
60. Armitage P. Statistical Methods in Medical Research (1971), Blackwell Scientific Publications, London