Bisphosphonates derived from fatty acids are potent inhibitors of Trypanosoma cruzi farnesyl pyrophosphate synthase

Bioorganic and Medicinal Chemistry Letters

Volumn 13, Issue 19, 2003, Pages 3231-3235

  Szajnman, Sergio H ^a   Montalvetti, Andrea ^b   Wang, Youhong ^b   Docampo, Roberto ^b   Rodriguez, Juan B ^a  

^a UNIVERSIDAD DE BUENOS AIRES   (Argentina)

^b UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

FATTY ACID DERIVATIVE; GERANYLTRANSFERASE; PHOSPHONIC ACID DERIVATIVE;

ANOREXIA; ARTICLE; CELL PROLIFERATION; DRUG APPROVAL; DRUG POTENCY; FOOD AND DRUG ADMINISTRATION; IC 50; IN VITRO STUDY; INHIBITION KINETICS; NONHUMAN; OSTEOLYSIS; PARASITE; PERIPHERAL NEUROPATHY; SKIN ALLERGY; TROPICAL DISEASE; TRYPANOSOMA CRUZI; VOMITING;

TRYPANOSOMA; TRYPANOSOMA CRUZI;

EID: 0041330424     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(03)00663-2     Document Type: Article

References (45)

1. Moncayo A. Eleventh Programme Report of the UNDP/World Bank/WHO Special Program for Research and Training in Tropical Diseases (TDR). 1995;World Health Organization, Geneva. p 67.
2. Brener Z. Annu Rev. Microbiol. 27:1973;347.
3. De Souza W. Int. Rev. Cytol. 86:1984;197.
4. Docampo R., Schmuñis G.A. Parasitol. Today. 13:1997;129.
5. De Castro S.L. Acta Trop. 53:1993;83.
6. Brener Z. Pharmacol. Ther. 7:1979;71.
7. Rodriguez J.B., Gros E.G. Curr. Med. Chem. 2:1995;723.
8. Rodriguez J.B. Curr. Pharm. Des. 7:2001;1105.
9. Augustyns K., Amssoms K., Yamani A., Rajan P.K., Haemers A. Curr. Pharm. Des. 7:2001;1117.
10. Cazzulo J.J., Stoka V., Turk V. Curr. Pharm. Des. 7:2001;1143.
11. Docampo R. Curr. Pharm. Des. 7:2001;1157.
12. Docampo R., Moreno S.N.J. Curr. Drug Targets Infect. Dis. 1:2001;51.
13. de Lederkremer R.M., Bertello L.E. Curr. Pharm. Des. 7:2001;1165.
14. Rodan G.A. Annu. Rev. Pharmacol. Toxicol. 38:1998;375.
15. Rodan G.A., Martin T.J. Science. 289:2000;1508.
16. Reszka A.A., Rodan G.A. Curr. Rheumatol. Rep. 5:2003;65.
17. Rogers M.J., Gordon S., Benford H.L., Coxon F.P., Luckman S.P., Monkkonen J., Frith J.C. Cancer (Suppl.). 88:2000;2961.
18. Dunford J.E., Thompson K., Coxon F.P., Luckman S.P., Hahn F.M., Poulter C.D., Ebetino F.H., Rogers M.J. J. Pharmacol. Exp. Ther. 296:2001;235.
19. Yokoyama K., Trobridge P., Buckner F.S., Scholten J., Stuart K.D., Van Voorhis W.C., Gelb M.H. Mol. Biochem. Parasitol. 94:1998;87.
20. Glomset J.A., Farnswort C.C. Annu. Rev. Cell. Biol. 10:1994;181.
21. Casey P.J., Seabra M. J. Biol. Chem. 271:1996;5289.
22. Leonard D.M. J. Med. Chem. 40:1997;2971.
23. van Beek E., Pieterman E., Cohen L., Lowik C., Papapoulos S. Biochem Biophys. Res. Commun. 264:1999;108.
24. Keller R.K., Fliesler S.J. Biochem. Biophys. Res. Commun. 266:1999;560.
25. Bergstrom J.D., Bostedor R.G., Masarachia P.J., Reszka A.A., Rodan G. Arch. Biochem. Biophys. 373:2000;231.
26. Cromartie T.H., Fisher K.J., Grossman J.N. Pest Biochem. Physiol. 63:1999;114.
27. Grove J.E., Brown R.J., Watts D.J. J. Bone Miner. Res. 15:2000;971.
28. Fisher J.E., Rogers M.J., Halasy J.M., Luckman S.P., Hughes D.E., Masarachia P.J., Wesolowski G., Russell R.G.G., Rodan G.A., Reszka A.A. Proc. Natl. Acad. Sci. U.S.A. 96:1999;133.
29. Martin M.B., Arnold W., Heath III H.T., Urbina J.A., Oldfield E. Biochem. Biophys. Res. Commun. 263:1999;754.
30. Montalvetti A., Bailey B.N., Martin M.B., Severin G.W., Oldfield E., Docampo R. J. Biol. Chem. 276:2001;33930.
31. Urbina J.A., Moreno B., Vierkotter S., Oldfield E., Payares G., Sanoja C., Bailey B.N., Yan W., Scott D.A., Moreno S.N.J., Docampo R. J. Biol. Chem. 274:1999;33609.
32. Martin M.B., Sanders J.M., Kendrick H., de Luca-Fradley K., Lewis J.C., Grimley J.S., Van Bussel E.M., Olsen J.R., Meints G.A., Burzynska A., Kafarski P., Croft S.L., Oldfield E. J. Med. Chem. 45:2002;2904.
33. Martin M.B., Grimley J.S., Lewis J.C., Heath H.T.III, Bailey B.N., Kendrick H., Yardley V., Caldera A., Lira R., Urbina J.A., Moreno S.N.J., Docampo R., Croft S.L., Oldfield E. J. Med. Chem. 44:2001;909.
34. Szajnman S.H., Bailey B.N., Docampo R., Rodriguez J.B. Bioorg. Med. Chem. Lett. 11:2001;789.
35. Lolli M.L., Lazzarato L., Di Stilo A., Fruttero R., Gasco A. J. Organomet. Chem. 650:2002;77.
36. Sturtz G., Guervenou J. Synthesis. 1991;661.
37. Degenhardt C.R., Burdsall D.C. J. Org. Chem. 51:1986;3488.
38. Bulman Page P.C., Moore J.P.G., Mansfield I., McKenzie M.J., Bowler W.B., Gallagher J.A. Tetrahedron. 57:2001;1837.
39. Wasielewski C., Antczak K. Synthesis. 1981;540.
40. 2) C 32.32, H, 6.97; found C 32.17, H. 7.01.
41. Gull K. Curr. Pharm. Des. 8:2002;241.
42. Montalvetti A., Fernandez A., Sanders J.M., Ghosh S., Van Brussel E., Oldfield E., Docampo R. J. Biol. Chem. 278:2003;17075.
43. 14C]FPP in 1 min.
44. Ogura K., Nishino T., Shinka T., Seto S. Methods Enzymol. 110:1985;167.
45. Tarshis L.C., Proteau P.J., Kellogg B.A., Sacchettini J.C., Poulter C.D. Proc. Natl. Acad. Sci. U.S.A. 26:1996;15018.