Uptake of the nitroimidazole drug megazol by African trypanosomes

Biochemical Pharmacology

Volumn 59, Issue 6, 2000, Pages 615-620

  Barrett, Michael P ^a   Fairlamb, Alan H ^b   Rousseau, Bernard ^c   Chauvière, Gerard ^d   Perié, Jacques ^d  

^a UNIVERSITY OF GLASGOW   (United Kingdom)

^b UNIVERSITY OF DUNDEE   (United Kingdom)

^c DIF   (France)

^d UNIVERSITÉ DE TOULOUSE   (France)

Author keywords

Chemotherapy; Drug uptake; Megazol; Sleeping sickness; Trypanosomiasis

Indexed keywords

2 AMINO 5 (1 METHYL 5 NITRO 2 IMIDAZOLYL) 1,3,4 THIADIAZOLE; ADENINE; ADENOSINE; INOSINE; MELARSOPROL; NITROIMIDAZOLE DERIVATIVE; NUCLEOSIDE;

AFRICAN TRYPANOSOMIASIS; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; DRUG UPTAKE; MALE; MOUSE; NONHUMAN; PRIORITY JOURNAL; TRYPANOSOMA; TRYPANOSOMA BRUCEI;

AFRICA; ANIMALS; BIOLOGICAL TRANSPORT; DRUG INTERACTIONS; DRUG RESISTANCE; NITROIMIDAZOLES; NUCLEOSIDES; RECEPTORS, PURINERGIC P2; TEMPERATURE; THIADIAZOLES; TIME FACTORS; TRYPANOCIDAL AGENTS; TRYPANOSOMA BRUCEI BRUCEI; TRYPANOSOMIASIS, AFRICAN;

EID: 0033952123     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(99)00368-8     Document Type: Article

References (27)

1. Barrett M.P. The fall and rise of sleeping sickness. Lancet. 353:1999;1113-1114.
2. Pepin J., Milord F. The treatment of human African trypanosomiasis. Adv Parasitol. 33:1994;1-47.
3. Berkelhammer G., Asato G. 2-Amino-5(-1-methyl-5-nitro-2-imidazolyl)-1,3,4-thiadiozole A new antimicrobial agent . Science. 162:1968;1146.
4. Winkelmann E., Raether W., Gebert U., Sinharry A. Chemotherapeutically active nitro compounds. 4. 5-Nitroimidazoles (Part 1). Arzneimittelforschung. 27:1977;2251-2263.
5. Ferreira R.C., Ferreira L.C. CL 64,855, a potent anti-Trypanosoma cruzi drug, is also mutagenic in Salmonella microsome assay. Mem Inst Oswaldo Cruz. 81:1986;49-52.
6. Watanabe M., Nishino T., Takio K., Sofuni T., Nohmi T. Purification and characterization of wild-type and mutant "classical" nitroreductases of Salmonella typhimurium. L33R mutation greatly diminishes binding of FMN to the nitroreductase of S. typhimurium. J Biol Chem. 273:1998;23922-23928.
7. Bouteille B., Marie-Daragon A., Chauvière G., de Albuquerque C., Enanga B., Darde J.M.L., Vallat J.M., Perie J., Dumas M. Effect of megazol on Trypanosoma brucei brucei acute and subacute infections in Swiss mice. Acta Trop. 60:1995;73-80.
8. Enanga B., Boudra H., Chauvière G., Labat C., Bouteille B., Dumas M., Houin G. Pharmacokinetics, metabolism and excretion of megazol, a new potent trypanocidal drug in animals. Arzneimittelforschung. 49:1999;441-447.
9. Enanga B., Keita M., Chauvière G., Dumas M., Bouteille B. Megazol combined with suramin A chemotherapy regimen which reversed the CNS pathology in a model of human African trypanosomiasis in mice . Trop Med Int health. 3:1998;736-741.
10. Jennings F.W., Chauvière G., Viode C., Murray M. Topical chemotherapy for experimental African trypanosomiasis with cerebral involvement The use of melarsoprol combined with the 5-nitroimidazole, megazol . Trop Med Int Health. 1:1996;363-366.
11. Tsuhako M.H., Alves M.J., Colli W., Brener Z., Augusto O. Restricted bioreductive metabolism of a nitroimidazole-thiadiazole derivative with curative action in experimental Trypanosoma cruzi infections. Biochem Pharmacol. 38:1989;4491-4496.
12. Viode C., de Alburquerque C., Chauvière G., Houee-Levin C., Perié J. Comparative study by pulse radiolysis of the radical anion derived from compounds used in Chagas' disease therapy. New J Chem. 21:1997;1331-1338.
13. Viode C., Bettache N., Cenas N., Krauth-Siegel R.L., Chauvière G., Bakalara N., Perié J. Enzymatic reduction studies of nitroheterocycles. Biochem Pharmacol. 57:1999;549-557.
14. Freeman C.D., Klutman N.E., Lamp K.C. Metronidazole. A therapeutic review and update. Drugs. 54:1997;679-708.
15. Carter N.S., Fairlamb A.H. Arsenical-resistant trypanosomes lack an unusual adenosine transporter. Nature. 361:1993;173-175.
16. Barrett M.P., Fairlamb A.H. The biochemical basis of crossresitance between arsenicals and diamidines in African trypanosomes. Parasitol Today. 15:1999;136-140.
17. Chauvière G., Rousseau B., Pillon F., Perié J. Synthesis of 2-amino-5-(1-methyl-5-nitro[[4-H-3]-2-imidazolyl)-1,3,4-thiadiazole. J Labelled Compd Rad. 41:1998;47-51.
18. Cunningham M.P., Vickerman K. Antigenic analysis in the Trypanosoma brucei group, using the agglutination reaction. Trans Roy Soc Trop Med Hyg. 56:1962;48-59.
19. Lanham S.M., Godfrey D.G. Isolation of salivarian trypanosomes from man and other mammals using DEAE-cellulose. Exp Parasitol. 28:1970;521-534.
20. Barrett M.P., Zhang Z.Q., Denise H., Giroud C., Baltz T. A diamidine-resistant Trypanosoma equiperdum clone contains a P2 purine transporter with reduced substrate affinity. Mol Biochem Parasitol. 73:1995;223-229.
21. Fairlamb A.H., Carter N.S., Cunningham M., Smith K. Characterisation of melarsen-resistant Trypanosoma brucei brucei with respect to cross-resistance to other drugs and trypanothione metabolism. Mol Biochem Parasitol. 53:1992;213-222.
22. 2+-ions. Eur J Biochem. 113:1980;223-227.
23. Carter N.S., Berger B.J., Fairlamb A.H. Uptake of diamidine drugs by the P2 nucleoside transporter in melarsen-sensitive and-resistant Trypanosoma brucei brucei. J Biol Chem. 270:1995;28153-28157.
24. Tsuhako M.H., Alves M.J., Colli W., Filardi L.S., Brener Z., Augusto O. Comparative studies of nifurtimox uptake and metabolism by drug-resistant and susceptible strains of Trypanosoma cruzi. Comp Biochem Physiol. 99:1991;317-321.
25. Ings R.M., McFadzean J.A., Ormerod W.E. The mode of action of metronidazole in Trichomonas vaginalis and other microganisms. Biochem Pharmacol. 23:1974;1421-1429.
26. Docampo R., Moreno S.N. Free radical metabolites in the mode of action of chemotherapeutic agents and phagocytic cells on Trypanosoma cruzi. Rev Infect Dis. 6:1984;223-238.
27. Tobie E.J., von Brand T. Further studies on arsenic resistance in Trypanosoma gambiense. Trans Roy Soc Trop Med Hyg. 48:1954;426-430.