Phosphonoxins: Rational design and discovery of a potent nucleotide anti-Giardia agent

Bioorganic and Medicinal Chemistry Letters

Volumn 17, Issue 10, 2007, Pages 2811-2816

  Suk, Dae Hwan ^a   Rejman, Dominik ^a,b   Dykstra, Christine C ^c   Pohl, Radek ^b   Pankiewicz, Krzysztof W ^a   Patterson, Steven E ^a  

^a UNIVERSITY OF MINNESOTA   (United States)

^b INSTITUTE OF MATHEMATICS   (Czech Republic)

^c AUBURN UNIVERSITY   (United States)

Author keywords

Cyst wall synthase; Encystation; Giardia; Nucleotide

Indexed keywords

ANTIPARASITIC AGENT; PHOSPHONOXIN; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DRUG DESIGN; DRUG MECHANISM; DRUG SYNTHESIS; GIARDIA; NONHUMAN;

ANIMALS; ANTIPROTOZOAL AGENTS; DRUG DESIGN; GIARDIA; HUMANS; MOLECULAR STRUCTURE; NUCLEOTIDES; PHOSPHONIC ACIDS; STRUCTURE-ACTIVITY RELATIONSHIP;

GIARDIA;

EID: 34247498696     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.02.063     Document Type: Article

References (37)

1. WHO In Guidelines for Drinking Water Quality; 2nd ed.; Addendum: Microbial Agents in Drinking Water; World Health Organization: Geneva, 2002; pp 70-118.
2. WHO In Guidelines for Drinking Water; 3 ed.; World Health Organization: Geneva, 2003; Vol. 1, pp 221-296.
3. Coppin A., Dzierszinski F., Legrand S., Mortuaire M., Ferguson D., and Tomavo S. Biochimie 85 (2003) 353
4. Adam R.D. Clin. Microbiol. Rev. 14 (2001) 447
5. Gajadhar A.A., and Allen J.R. Vet. Parasitol. 126 (2004) 3
6. Thompson R.C. Vet. Parasitol. 126 (2004) 15
7. Ali S.A., and Hill D.R. Curr. Opin. Infect. Dis. 16 (2003) 453
8. Okhuysen P.C. Clin. Infect. Dis. 34 (2001) 110
9. Wright J.M., Dunn L.A., Upcroft P., and Upcroft J.A. Expert. Opin. Drug Saf. 2 (2003) 529
10. Schuster F.L., and Visvesvara G.S. Int. J. Parasitol. 34 (2004) 1001
11. Schuster F.L., and Visvesvara G.S. Drug. Resist. Updat. 7 (2004) 41
12. Adagu I.S., Nolder D., Warhurst D.C., and Rossignol J.F. J. Antimicrob. Chemother. 49 (2002) 103
13. Smith H., and Nichols R.A. Parassitologia 48 (2006) 101
14. Polley L. Int. J. Parasitol. 35 (2005) 1279
15. Jarroll E.L., and Sener K. Drug Resist. Updat. 6 (2003) 239
16. Metronidazole inhibits cyst formation but this is secondary to its mechanism of action.
17. Karr C.D., and Jarroll E.L. Microbiology 150 (2004) 1237
18. Chavez-Munguia B., Hernandez-Ramirez V., Angel A., Rios A., Talamas-Rohana P., Gonzalez-Robles A., Gonzalez-Lazaro M., and Martinez-Palomo A. Exp. Parasitol. 107 (2004) 39
19. Harris J.R., and Petry F. J. Parasitol. 85 (1999) 839
20. Suk, D.-H.; Bonnac, L.; Dykstra, C. C.; Pankiewicz, K. W.; Patterson, S. E. Bioorg. Med. Chem. Lett. 2007, doi:10.1016/j.bmcl.2007.01.014.
21. Zhang D., and Miller M.J. Curr. Pharm. Des. 5 (1999) 73
22. Compain P., and Martin O.R. Bioorg. Med. Chem. 9 (2001) 3077
23. For a review on aza-sugars as transition state analogs for an N-acetylhexosaminyl transferase, see. Kajimoto T., and Wong C.-H. RIKEN Rev. 8 (1995) 13
24. Blackburn G. Chem. Ind. (1981) 131
25. Pankiewicz, K.; Goldstein, B. M. In ACS Symposium Series No. 839; Pankiewicz, K., Goldstein, B. M., Eds.; Oxford University Press, Oxford, 2003, pp 1-17.
26. Kiss T., Lazar I., and Kafarski P. Metal-Based Drugs 1 (1994) 247
27. Yager K.M., Taylor C.M., and Smith Amos I.B. J. Am. Chem. Soc. 116 (1994) 9377
28. Nesterenko P.N., Shaw M.J., Hill S.J., and Jones P. Microchem. J. 62 (1999) 58
29. Greene T., and Wuts P. Protective Groups in Organic Synthesis. 3rd ed. (1999), Wiley-Interscience, New York
30. Burger A., and Shelver W.H. J. Med. Pharmaceut. Chem. 4 (1961) 225
31. Baumann T., and Stamm H. Chemiker-Zeitung 107 (1983) 307
32. Bell C.A., Dykstra C.C., Naiman N.A., Cory M., Fairley T.A., and Tidwell R.R. Antimicrob. Agents Chemother. 37 (1993) 2668
33. Chapman T., Kinsman O., and Houston J. Antimicrob. Agents Chemother. 36 (1992) 1909
34. Viornery C., Pechy P., Boegli M., Aronsson B.-O., Descouts P.G., and Michael. Phosphorous, Sulfur and Silicon and the Related Elements 177 (2002) 310
35. Dvorakova H., and Holy A. Coll. Czech. Chem. Commun. 58 (1993) 1419
36. Liautard V., Christina A.E., Desvergnes V., and Martin O.R. J. Org. Chem. 71 (2006) 7347
37. Schuster M., He W.-F., and Blechert S. Tetrahedron Lett. 42 (2001) 2289