Anacardic acid derivatives as inhibitors of glyceraldehyde-3-phosphate dehydrogenase from Trypanosoma cruzi

Bioorganic and Medicinal Chemistry

Volumn 16, Issue 19, 2008, Pages 8889-8895

  Pereira, Junia M ^a   Severino, Richele P ^a   Vieira, Paulo C ^a   Fernandes, João B ^a   da Silva, M Fátima G F ^a   Zottis, Aderson ^b   Andricopulo, Adriano D ^b   Oliva, Glaucius ^b   Corrêa, Arlene G ^a  

^a FEDERAL UNIVERSITY OF SÃO CARLOS   (Brazil)

^b UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Anacardic acids; GAPDH; Noncompetitive inhibition; Trypanosoma cruzi

Indexed keywords

6N DODECYLSALICYLIC ACID DERIVATIVE; 6N PENTADECYLDODECYLSALICYLIC ACID DERIVATIVE; ANACARDIC ACID; GLYCERALDEHYDE 3 PHOSPHATE DEHYDROGENASE INHIBITOR; TRITON X 100; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CATION EXCHANGE; CENTRAL AMERICA; CENTRIFUGATION; CHAGAS DISEASE; CHROMATOGRAPHY; COMPETITIVE INHIBITION; DRUG POTENCY; ENZYME INHIBITION; ENZYME SPECIFICITY; ESCHERICHIA COLI; IC 50; NONHUMAN; POLYACRYLAMIDE GEL ELECTROPHORESIS; PROTEIN EXPRESSION; PROTEIN PURIFICATION; SOUTH AMERICA; TRYPANOSOMA CRUZI; TRYPANOSOMIASIS;

ANACARDIC ACIDS; ANIMALS; BINDING SITES; CATALYSIS; ENZYME INHIBITORS; GLYCERALDEHYDE-3-PHOSPHATE DEHYDROGENASES; INHIBITORY CONCENTRATION 50; KINETICS; STRUCTURE-ACTIVITY RELATIONSHIP; TRYPANOSOMA CRUZI;

MASTIGOPHORA (FLAGELLATES); PROTOZOA; TRYPANOSOMA CRUZI;

EID: 52949103672     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.08.057     Document Type: Article

References (43)

1. Control of Chagas' disease. Technical Report Series 905 Vol. 1 (2002), World Health Organization, Geneva
2. Coura J.R., and Castro S.L. Mem. Inst. Oswaldo Cruz 97 (2002) 3
3. Urbina J.A., and Campo R. Trends Parasitol. 19 (2003) 495
4. Harris J.I., and Walters M. In: Boyer P.D. (Ed). The Enzymes Vol. 13 (1976), Academic Press, New York p. 1
5. Engel J.C., Cazzulo B.M.F., Stoppani A.O., Cannata J.J.B., and Cazzulo J.J. Mol. Biochem. Parasitol. 26 (1987) 1
6. Clayton C., Haeusler T., and Blattner. J. Microbiol. Rev. 59 (1995) 325
7. Opperdoes F.R. Annu. Rev. Microbiol. 41 (1987) 127
8. Kennedy K.J., Bressi J.C., and Gelb M.H. Bioorg. Med. Chem. Lett. 11 (2001) 95
9. Souza D.H., Garratt R.C., Araujo A.P., Guimaraes B.G., Jesus W.D., Michels P.A., Hannaert V., and Oliva G. FEBS Lett. 424 (1998) 131
10. Vellieux F.M., Hajdu J., Verlinde C.L.M.J., Groendijk H., Read R.J., Greenhough T.J., Campbell J.W., Kalk K.H., Littlechild J.A., Watson H.C., and Hol W.G.J. Proc. Natl. Acad. Sci. U.S.A. 90 (1993) 2355
11. Kim H., Feil I.K., Verlinde C.L.M.J., Petra P.H., and Hol W.G. Biochemistry 34 (1995) 14975
12. Menezes I.R.A., Lopes J.CD., Montanari C.A., Oliva G., Pavão F., Castilho M.S., Vieira P.C., and Pupo M.T. J. Comput. Aided Mol. Des. 17 (2003) 277
13. Vieira P.C., Mafezoli J., Pupo M.T., Fernandes J.B., Silva M.F.G.F., Albuquerque S., Oliva G., and Pavão F. Pure Appl. Chem. 73 (2001) 617
14. Pavão F., Castilho M.S., Pupo M.T., Dias R.L.A., Corrêa A.G., Fernandes J.B., Silva M.F.G.F., Mafezoli J., Vieira P.C., and Oliva G. FEBS Lett. 520 (2002) 13
15. Alvim Jr. J., Dias R.L.A., Castilho M.S., Oliva G., and Corrêa A.G. J. Braz. Chem. Soc. 16 (2005) 763
16. a Reunião Anual da SBQ, Poços de Caldas - MG, Abstract PN-142, 2002.
17. Toyomizu M., Okamoto K., Ishibashi T., Chen Z., and Nakatsu T. Life Sci. 66 (2000) 229
18. Kubo I., Muroi H., and Himejima M. J. Agric. Food Chem. 41 (1993) 1016
19. Kubo J., and Lee J.R. J. Agric. Food Chem. 47 (1999) 533
20. Muroi H., and Kubo I. J. Appl. Bacteriol. 80 (1996) 387
21. Prithiviraj B., Manickam M., Singh V.P., and Ray A.B. Can. J. Bot. 75 (1997) 207
22. Paramashivappa R., Kumar P.P., Rao S.P.V., and Rao S.A. Bioorg. Med. Chem. Lett. 13 (2003) 657
23. Paramashivappa R., Kumar P.P., Rao S.P.V., and Rao S.A. J. Agric. Food Chem. 50 (2002) 770
24. Elsholy M.A., Adawadkar P.D., Beniggni D.A., Watson E.S., and Little Jr. T.L. J. Med. Chem. 29 (1986) 606
25. Gulati A.S., and Subba-Rao B.C.S. Indian J. Chem. 2 (1964) 337
26. Kiong L.S., and Tyman J.H.P. J. Chem. Soc. Perkin Trans. 1 (1981) 1942
27. Murata M., Irie J., and Homma S. Food Sci. Technol. 30 (1997) 458
28. Sullivan J.T., Richards C.S., Lloyd H.A., and Krishna G. Planta Med. 44 (1982) 175
29. Kubo I., Komatsu S., and Ochi M. J. Agric. Food Chem. 34 (1986) 970
30. Yamagiwa Y., Ohashi K., Sakamoto Y., Hirakawa S., Kamikawa T., and Kubo I. Tetrahedron 43 (1987) 3387
31. Tyman J.H.P., and Visani N. Chem. Phys. Lip. 85 (1997) 157
32. Durrani A.A., and Tyman J.H.P. J. Chem. Soc. Perkin Trans. 1 (1979) 2079
33. Seijas J.A., Vázquez-Tato M.P., Martínez M.M., and Santiso V. Tetrahedron Lett. 45 (2004) 1937
34. Satoh M., Takeuchi N., Fujita T., Yamazaki K., Nishimura T., and Tobinaga S. Chem. Pharm. Bull. 47 (1999) 1115
35. Satoh M., Takeuchi N., Nishimura T., Ohta T., and Tobinaga S. Chem. Pharm. Bull. 49 (2001) 18
36. Green I.V., and Tocoli F.E. J. Chem. Res. 3 (2002) 105
37. Logrado L.P.L., Silveira D., and Romeiro L.A.S. J. Braz. Chem. Soc. 16 (2005) 1217
38. Balasubramanyam K., Swaminathan V., Ranganathan A., and Kundu T.K. J. Biol. Chem. 278 (2003) 19134
39. Snyder J.K., Nakanishi K., Hostettmann K., and Hostettmann M. J. Liq. Chromatogr. 7 (1984) 243
40. Graham M.B., and Tyman J.H.P. J. Am. Oil. Chem. Soc. 79 (2002) 725
41. McGovern S.L., Helfand B.T., Feng B., and Schoichet B.K. J. Med. Chem. 46 (2003) 4265
42. Copeland R.A. Evaluation of Enzyme Inhibitors in Drug Discovery (2005), Wiley Interscience, New Jersey p. 57
43. Hannaert V., Opperdoes F.R., and Michels P.A.M. Protein Expr. Purif. 6 (1995) 244