Characterisation of the antitrypanosomal activity of peptidyl α- aminoalkyl phosphonate diphenyl esters

Biochemical Pharmacology

Volumn 60, Issue 10, 2000, Pages 1497-1504

  Morty, Rory E ^a,d   Troeberg, Linda ^a,e   Powers, James C ^b   Ono, Shin ^b,f   Lonsdale Eccles, John D ^c   Coetzer, Theresa H T ^a  

^a UNIVERSITY OF KWAZULU NATAL   (South Africa)

^b GEORGIA INSTITUTE OF TECHNOLOGY   (United States)

^c UNIVERSITY OF ALABAMA AT BIRMINGHAM   (United States)

^d YALE UNIVERSITY SCHOOL OF MEDICINE   (United States)

^e UNIVERSITY OF CAMBRIDGE   (United Kingdom)

^f UNIVERSITY OF TOYAMA   (Japan)

Author keywords

Chemotherapy; Oligopeptidase B; Peptidyl phosphonate diphenyl ester; Serine peptidase inhibitor; Trypanosoma brucei

Indexed keywords

ANTITRYPANOSOMAL AGENT; CARBOBENZYLOXYGLYCYL 4 AMIDINOPHENYLGLYCINE PHOSPHONIC ACID DIPHENYL ESTER; CHLOROMETHYL KETONE DERIVATIVE; DIMINAZENE ACETURATE; EFLORNITHINE; OLIGOPEPTIDASE B; PENTAMIDINE ISETHIONATE; PHOSPHONIC ACID ESTER; SERINE PROTEINASE; SERINE PROTEINASE INHIBITOR; SURAMIN; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIPROTOZOAL ACTIVITY; ARTICLE; CELL MEMBRANE PERMEABILITY; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG MECHANISM; DRUG POTENCY; DRUG TARGETING; ENZYME INHIBITION; MALE; MOLECULAR DYNAMICS; MOUSE; NONHUMAN; PRIORITY JOURNAL; RAT; TRYPANOSOMA BRUCEI; TRYPANOSOMIASIS;

EID: 0034670174     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(00)00459-7     Document Type: Article

References (38)

1. International Laboratory for Research on Animal Diseases, ILRAD 1990: Annual Report of the International Laboratory for Research on Animal Diseases. International Laboratory for Research on Animal Diseases, Nairobi, 1991.
2. International Laboratory for Research on Animal Diseases, ILRAD 1993: Annual Report of the International Laboratory for Research on Animal Diseases. International Laboratory for Research on Animal Diseases, Nairobi, 1994.
3. Sleeping sickness on the boil in Zaïre. TDR News. 46:1994;6.
4. Ekwanzala M., Pépin J., Khonde N., Molisho S., Bruneel H., De Wals P. In the heart of darkness Sleeping sickness in Zaïre . Lancet. 348:1996;1427-1430.
5. Iten M., Matovu E., Brun R., Kaminsky R. Innate lack of susceptibility of Ugandan Trypanosoma brucei rhodesiense to DL-α-difluoromethylornithine (DFMO). Trop Med Parasitol. 46:1995;190-194.
6. Pépin J., Milford F. The treatment of human African trypanosomiasis. Adv Parasitol. 33:1994;1-47.
7. Pinder M., Authié E. The appearance of isometadium resistant Trypanosoma congolense in West Africa. Acta Trop. 41:1984;247-252.
8. Schönefeld A., Rottcher D., Moloo S.K. The sensitivity to trypanocidal drugs of Trypanosoma vivax isolated in Kenya and Somalia. Trop Med Parasitol. 38:1987;177-180.
9. Wang C.C. Molecular mechanisms and therapeutic approaches to the treatment of African trypanosomiasis. Annu Rev Pharmacol Toxicol. 35:1995;93-127.
10. Morty R.E., Lonsdale-Eccles J.D., Morehead J., Caler E.V., Mentele R., Auerswald E.A., Coetzer T.H.T., Andrews N.W., Burleigh B.A. Oligopeptidase B from Trypanosoma brucei A new member of an emerging subgroup of serine oligopeptidases . J Biol Chem. 274:1999;26149-26156.
11. Troeberg L., Pike R.N., Morty R.E., Berry R.K., Coetzer T.H.T., Lonsdale-Eccles J.D. Proteases from Trypanosoma brucei brucei Purification, characterisation and interactions with host regulatory molecules . Eur J Biochem. 238:1996;728-736.
12. Morty R.E., Authié E., Troeberg L., Lonsdale-Eccles J.D., Coetzer T.H.T. Isolation and characterisation of a trypsin-like serine oligopeptidase from Trypanosoma congolense. Mol Biochem Parasitol. 102:1999;145-155.
13. Morty R.E., Troeberg L., Pike R.N., Jones R., Nickel P., Lonsdale-Eccles J.D., Coetzer T.H.T. A trypanosome oligopeptidase as a target for the trypanocidal agents pentamidine, diminazene and suramin. FEBS Lett. 433:1998;251-256.
14. Coombs GH and Mottram JC, Parasite proteinases and amino acid metabolism: Possibilities for chemotherapeutic exploitation. Parasitology 114 (Suppl): S61-S80, 1997.
15. Engel J.C., Doyle P.S., Hsieh I., McKerrow J.H. Cysteine protease inhibitors cure an experimental Trypanosoma cruzi infection. J Exp Med. 188:1998;725-734.
16. Troeberg L., Morty R.E., Pike R.N., Lonsdale-Eccles J.D., Palmer J.T., McKerrow J.H., Coetzer T.H.T. Cysteine proteinase inhibitors kill cultured bloodstream forms of Trypanosoma brucei brucei. Exp Parasitol. 91:1999;349-355.
17. Young JR, The molecular genetics of antigenic variation in Trypanosoma brucei. Ph.D. Thesis, Cambridge University, Cambridge, 1985.
18. Grab D.J., Bwayo J.J. Isopycnic isolation of African trypanosomes on Percoll gradients formed in situ. Acta Trop. 39:1982;363-366.
19. Lanham S.M., Godfrey D.G. Separation of trypanosomes from the blood of infected rats and mice by anion-exchangers. Exp Parasitol. 28:1970;521-534.
20. Jameson G.W., Roberts D.V., Adams R.W., Kyle W.S.A., Elmore D.T. Determination of the operational molarity of solutions of bovine α-chymotrypsin, trypsin, thrombin and factor Xa by spectrofluorimetric titration. Biochem J. 131:1973;107-117.
21. Oleksyszyn J., Boduszek B., Kam C.-M., Powers J.C. Novel amidine-containing peptidyl phosphonates as irreversible inhibitors for blood coagulation and related serine proteases. J Med Chem. 37:1994;226-231.
22. Potempa J., Pike R.N., Travis J. Titration and mapping of the active site of cysteine proteinases from Porphyromonas gingivalis (gingipains) using peptidyl chloromethanes. Biol Chem. 378:1997;223-230.
23. Salvesen G., Nagase H. Inhibition of proteolytic enzymes. Benyon R.J., Bond J.S. Proteolytic Enzymes A Practical Approach . 1989;83-104 Oxford University Press, Oxford.
24. Hesse F., Selzer P.M., Mühlstädt K., Duszenko M. A novel cultivation technique for long-term maintenance of bloodstream-form trypanosomes in vitro. Mol Biochem Parasitol. 70:1995;157-166.
25. Towbin H., Staehlin T., Gordon J. Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets Procedure and applications . Proc Natl Acad Sci USA. 76:1979;4350-4354.
26. Matsudaira P. Sequence from picomole quantities of proteins electroblotted onto polyvinylene difluoride membranes. J Biol Chem. 262:1987;10035-10038.
27. Schechter I., Berger A. On the size of the active-site of proteases. I. Papain. Biochem Biophys Res Commun. 32:1967;898-902.
28. Barron E.S. Thiol groups of biological importance. Adv Enzymol. 11:1951;201-253.
29. Fairlamb AH, Novel biochemical pathways in parasitic protozoa. Parasitology 99 (Suppl): S93-S112, 1989.
30. Kettner C., Shaw E. Inactivation of trypsin-like enzymes with peptides of arginine chloromethyl ketone. Methods Enzymol. 80:1980;754-764.
31. Shaw E. Peptidyl diazomethanes as inhibitors of cysteine and serine proteinases. Methods Enzymol. 244:1994;649-656.
32. Okenu D.M.N., Opara K.N., Nwuba R.I., Nwagwu M. Purification and characterisation of an extracellularly released protease of Trypanosoma brucei. Parasitol Res. 85:1999;424-428.
33. Hua S.-B., To W.-Y., Nguyen T.T., Wong M.-L., Wang C.C. Purification and characterisation of proteasomes from Trypanosoma brucei. Mol Biochem Parasitol. 78:1996;33-46.
34. Lomo P.O., Coetzer T.H.T., Lonsdale-Eccles J.D. Purification and characterisation of the proteasome from Trypanosoma brucei brucei. Immunopharmacology. 36:1997;27-39.
35. Oleksyszyn J., Powers J.C. Amino acid and peptide phosphonate derivatives as specific inhibitors of serine peptidases. Methods Enzymol. 244:1994;423-441.
36. Ghendler Y., Parizade M., Arnon R., McKerrow J.H., Fishelson Z. Schistosoma mansoni Evidence for a 28-kDa membrane-anchored protease on schistosomula . Exp Parasitol. 83:1996;73-82.
37. 2+ signalling in mammalian cells. J Cell Biol. 136:1997;609-620.
38. Schrével J., Bernard F., Maintier C., Mayer R., Monsigny M. Detection and characterization of a selective endopeptidase from Plasmodium berghei by using fluorogenic peptidyl substrates. Biochem Biophys Res Commun. 124:1984;703-710.