Molecular modeling of the inhibition of enzyme PLA2 from snake venom by dipyrone and 1-phenyl-3-methyl-5-pyrazolone

International Journal of Quantum Chemistry

Volumn 108, Issue 13, 2008, Pages 2576-2585

  Da Silva, S L ^a   Comar Jr , M ^a   Oliveira, K M T ^a   Chaar, J S ^a   Bezerra, E R M ^a   Calgarotto, A K ^b   Baldasso, P A ^b   Veber, C L ^c   Villar, J A F P ^c   Oliveira, A R M ^c   Marangoni, S ^b  

^a FEDERAL UNIVERSITY OF AMAZONAS   (Brazil)

^b UNIVERSITY OF CAMPINAS   (Brazil)

^c FEDERAL UNIVERSITY OF PARANÁ   (Brazil)

Author keywords

DFT; Dipyrone; Molecular modeling; OPLS; PLA2

Indexed keywords

FOOD ADDITIVES;

DFT; DIPYRONE; MOLECULAR MODELING; MOLECULAR MODELLING; OPLS; PHOSPHOLIPASES; PLA2;

ENZYME INHIBITION;

EID: 52449108369     PISSN: 00207608     EISSN: 1097461X     Source Type: Journal    
DOI: 10.1002/qua.21656     Document Type: Conference Paper

References (38)

1. Ikai, K. J. Dermatol Sci 1999, 21, 135.
2. Funk, C. D. Science 2001, 294, 1871.
3. Yeddar, S.; Lichtenberg, D.; Schnitzer, E. Biochim Biophys Acta 2000, 1488, 182.
4. Diaz, B. L.; Arm, J. P. Prostaglan Leuk Ess Fatty Acids 2003, 69, 87.
5. Balsinde, J.; Winstead, M. V.; Dennis, E. A FEBS Lett 2002, 531, 2.
6. Murakami, M.; Shimbara. S.; Kambe, T.; Kuwata, H.; Winstead, M. V.; Tischfield, J. A.; Kubo, I. J Biol Chem 1998, 273, 14411.
7. Snyder, F. Biochem J 1995, 305, 689.
8. Huwiler, A.; Staudt, G.; Kramer, R. M.; Pfeilschifter, J. Biochim Biophys Acta 1997, 1348, 257.
9. Wijkander, J.; O'Flaherty, J. T.; Nixon, A. B.; Wykle, R. L. J Biol Chem 1995, 270, 26543.
10. Yedgar, S.; Cohen, Y.; Shoseyov, D. Biochim Biophys Acta 2006, 1761, 1373.
11. Teixeira, C. F. P.; Landucci, E. C. T.; Antunes, E.; Chacur, M.; Cury, Y. Toxicon 2003, 42, 947.
12. Singh, N.; Jabeen, T.; Somvanshi, R. K.; Sharma, S.; Dey, S.; Singh, T P. Biochemistry 2004, 43, 14577.
13. Singh, R. K.; Ethayathulia, A. S.; Jabeen, T.; Sharma, S.; Kaur, P.; Singh, T. P. J Drug Target 2005, 13, 113.
14. Jabeen, T.; Singh, N.; Singh, R. K.; Sharma, S.; Somvanshi, R. K.; Dey, S.; Singh, T. P. Acta Crystallografica 2005, 61, 1579.
15. Masoud, M. S.; Abd El Zaber Mostafa, M.; Ahmed, R. H.; Abd El Moneim, N. H. Molecules 2003, 8, 430.
16. Wells, M. A. Biochemistry 1971, 10, 4074.
17. Wells, M. A. Biochemistry 1971, 10, 4078.
18. Smith, C. M.; Wells, M. A. Biochim Biophys Acta 1981, 663, 687.
19. Tsao, F. H. C.; Keim, P. S.; Heinrikson, R. L. Arch Biochem Biophys 1975, 167, 706.
20. Samejima, Y.; Aoki, Y.; Mebs, D. Toxicon 1991, 29, 461.
21. Schägger H, Von Jagow G. Anal Biochem 1987, 166, 368.
22. Souza, A. D. L.; Rodrigues-Filho, E.; Souza, A. Q. L.; Pereira, J. O.; Calgarotto, A. K.; Maso, V.; Marangoni, S.; Da Silva, S. L. Toxicon 2008, 51, 240.
23. Brunie, S.; Bolin, J.; Gewirth, D.; Sigler, P. B. J Biol Chem 1985, 260, 9742.
24. Ami, R. K.; Ward, R. J. Toxicon 1996, 34, 827.
25. Berg, O. G.; Gelb, M. H.; Tsai, M. -D.; Jain, M. K. Chem Rev 2001, 101, 2613.
26. Jorgensen, W. L.; Tirado-Rives, J. J Am Chem Soc 1988, 110, 1657.
27. Gaussian 03, Revision C. 02, Gaussian, Inc., Wallingford, CT, USA, 2004.
28. HyperChem, Release 7.51 for Windows - Molecular Modeling System, Gainesville, FL, USA, 2005.
29. GaussView for Windows, Release 3.09 - Gaussian, Inc., Wallingford, CT, USA, 2004.
30. Shimomura, O.; Lee, B. S.; Meth, S.; Suzuki, H.; Mahajan, S.; Nomura, R.; Janda, K. D. Tetrahedron 2005, 61, 12160.
31. Makhija, M. T.; Kasliwal, R. T.; Kulkarni, V. M.; Neamati, N. Bioorg Med Chem 2004, 12, 2317.
32. Beghini, D. G.; Toyama, M. H.; Hyslop, S.; Sodek, L. C.; Novello, J. C.; Marangoni, S. J Prot Chem 2000, 19, 679.
33. Bentur, Y.; Cohen, O. J Toxicol-Clin Toxicol 2004, 42, 261.
34. Xu, S.; Gu, L.; Jiang, T.; Zhou, Y.; Lin, Z. Biochem Biophys Res Comm 2003, 300, 271.
35. Tatsuo, M. A. K. F.; Carvalho, W. M.; Silva, C. V.; Miranda, A. E. G.; Ferreira, S. H.; Francischi, J. N. Inflammation 1994, 18, 399.
36. Camu, F.; Vanlersberghe, C. Best Pract Res Clin Anaesthesiol 2002, 16, 475.
37. Fendrich, Z. Casopis Lekaru Ceskych 2002, 139, 440.
38. Da Silva, S. L.; Calgarotto, A. K.; Maso, V.; Damico, D. C. S.; Baldasso, P. A.; Veber, C. L.; Villar, J. A. F. P.; Oliveira, A. R. M.; Comar Jr., M.; Oliveira, K. M. T.; Marangoni, S. European Journal of Medicinal Chemistry 2008, doi: 10.1016/j.ejmech.2008.02.043.