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Volumn 65, Issue 6, 2003, Pages 999-1006

Trypanosoma cruzi: Effect and mode of action of nitroimidazole and nitrofuran derivatives

Author keywords

Intracellular trypanothione scavengers; Nitroheterocycles; Redox cycling; Respiration inhibitors; Thiols depletion; Trypanosoma cruzi

Indexed keywords

1 METHYL 2 (5 ACETAMIDO 1,3,5 THIADOZOLYL) 5 NITROIMIDAZOLE; 1 METHYL 2 (5 AMINO 1,3,4 OXADIOZOLYL) 5 NITROSOIMIDAZOLE; 1 METHYL 2 (5 TRIFLUOROMETHYLACETAMIDO 1,3,5 THIADIAZOLYL) 5 NITROIMIDAZOLE; 2 (5 AMINO 1,3,4 OXADIAZOLYL) 5 NITROFURAN; 2 (DIMETHYLAMINO) 4' [(1 METHYL 2 NITROIMIDAZOL 5 YL)METHOXY]ACETANILIDE; 2 AMINO 5 (1 METHYL 5 NITRO 2 IMIDAZOLYL) 1,3,4 THIADIAZOLE; 2 FORMYL 5 NITROFURAN SEMICARBAZINE; 4 NITROIMIDAZOLE; ACETANILIDE DERIVATIVE; CHEMICAL COMPOUND; NIFURTIMOX; NITROFURAN DERIVATIVE; NITROIMIDAZOLE; NITROIMIDAZOLE DERIVATIVE; NITROSO DERIVATIVE; RO 150216; SCAVENGER; THIOL; TRYPANOTHIONE; TRYPANOTHIONE REDUCTASE; UNCLASSIFIED DRUG;

EID: 0037443505     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(02)01663-5     Document Type: Article
Times cited : (156)

References (42)
  • 2
    • 0024020604 scopus 로고
    • Toxic effects of nifurtimox and benznidazole, two drugs used against trypanosomiasis (Chagas' disease)
    • Castro J.A., Diaz de Toranzo E.G. Toxic effects of nifurtimox and benznidazole, two drugs used against trypanosomiasis (Chagas' disease). Biomed. Env. Sci. 1:1988;19-33.
    • (1988) Biomed. Env. Sci. , vol.1 , pp. 19-33
    • Castro, J.A.1    Diaz de Toranzo, E.G.2
  • 3
    • 0024472574 scopus 로고
    • Thirteen-fold increase of chromosomal aberrations nonrandomly distributed in chagasic children treated with nifurtimox
    • Gorla N.B., Ledesma O.S., Barbieri G.P., Larripa I.B. Thirteen-fold increase of chromosomal aberrations nonrandomly distributed in chagasic children treated with nifurtimox. Mutat. Res. 224:1989;263-267.
    • (1989) Mutat. Res. , vol.224 , pp. 263-267
    • Gorla, N.B.1    Ledesma, O.S.2    Barbieri, G.P.3    Larripa, I.B.4
  • 4
    • 0020323313 scopus 로고
    • Nitroimidazole-thiadiazole derivative with curative action in experimental Trypanosoma cruzi infections
    • Filardi L.S., Brener Z.A. Nitroimidazole-thiadiazole derivative with curative action in experimental Trypanosoma cruzi infections. Ann. Trop. Med. Parasitol. 76:1982;293-297.
    • (1982) Ann. Trop. Med. Parasitol. , vol.76 , pp. 293-297
    • Filardi, L.S.1    Brener, Z.A.2
  • 5
    • 0018682874 scopus 로고
    • Generation of superoxide anion and hydrogen peroxide induced by nifurtimox in Trypanosoma cruzi
    • Docampo R., Stoppani A.O.M. Generation of superoxide anion and hydrogen peroxide induced by nifurtimox in Trypanosoma cruzi. Arch. Biochem. Biophys. 1911:1979;317-321.
    • (1979) Arch. Biochem. Biophys. , vol.1911 , pp. 317-321
    • Docampo, R.1    Stoppani, A.O.M.2
  • 7
    • 0000002455 scopus 로고
    • Free-radical intermediates in the antiparasitic action of drugs and phagocytic cells
    • Pryor WA, editor. Academic Press: New York
    • Docampo R, Moreno SNJ. Free-radical intermediates in the antiparasitic action of drugs and phagocytic cells. In: Pryor WA, editor. Free radicals in biology, vol. 6. Academic Press: New York; 1984. p. 243-88.
    • (1984) Free Radicals in Biology , vol.6 , pp. 243-288
    • Docampo, R.1    Moreno, S.N.J.2
  • 8
    • 0018858751 scopus 로고
    • Generation of oxygen-reduction derivatives induced by nifurtimox and other nitrocompounds in Trypanosoma cruzi
    • Docampo R., Stoppani A.O.M. Generation of oxygen-reduction derivatives induced by nifurtimox and other nitrocompounds in Trypanosoma cruzi. Medicina (Buenos Aires). 40(Suppl 1):1980;10-16.
    • (1980) Medicina (Buenos Aires) , vol.40 , Issue.SUPPL. 1 , pp. 10-16
    • Docampo, R.1    Stoppani, A.O.M.2
  • 9
    • 0020700002 scopus 로고
    • Increased biliary secretion and loss of hepatic glutathione in rat liver after nifurtimox treatment
    • Dubin M., Moreno S.N.J., Martino E.E., Docampo R., Stoppani A.O.M. Increased biliary secretion and loss of hepatic glutathione in rat liver after nifurtimox treatment. Biochem. Pharmacol. 32:1983;483-487.
    • (1983) Biochem. Pharmacol. , vol.32 , pp. 483-487
    • Dubin, M.1    Moreno, S.N.J.2    Martino, E.E.3    Docampo, R.4    Stoppani, A.O.M.5
  • 10
    • 0020455681 scopus 로고
    • Different behaviors of benznidazole as free radical generator with mammalian and Trypanosoma cruzi microsomal preparations
    • Moreno S.N.J., Docampo R., Mason R.P., Leon W., Stoppani A.O.M. Different behaviors of benznidazole as free radical generator with mammalian and Trypanosoma cruzi microsomal preparations. Arch. Biochem. Biophys. 218:1982;585-591.
    • (1982) Arch. Biochem. Biophys. , vol.218 , pp. 585-591
    • Moreno, S.N.J.1    Docampo, R.2    Mason, R.P.3    Leon, W.4    Stoppani, A.O.M.5
  • 11
    • 0021183459 scopus 로고
    • Reductive metabolism and activation of benznidazole
    • Masana M., Toranzo E.G.D., Castro J.A. Reductive metabolism and activation of benznidazole. Biochem. Pharmacol. 33:1984;1041-1045.
    • (1984) Biochem. Pharmacol. , vol.33 , pp. 1041-1045
    • Masana, M.1    Toranzo, E.G.D.2    Castro, J.A.3
  • 12
    • 0023769844 scopus 로고
    • Interactions of benznidazole reactive metabolites with nuclear and kinetoplasmic DNA, proteins and lipids from Trypanosoma cruzi
    • Diaz de Toranzo E.G., Castro J.A., Franke de Cazzulo B.M., Cazzulo J.J. Interactions of benznidazole reactive metabolites with nuclear and kinetoplasmic DNA, proteins and lipids from Trypanosoma cruzi. Experientia. 44:1988;880-881.
    • (1988) Experientia , vol.44 , pp. 880-881
    • Diaz de Toranzo, E.G.1    Castro, J.A.2    Franke de Cazzulo, B.M.3    Cazzulo, J.J.4
  • 13
    • 0002447906 scopus 로고
    • Free radicals in the mode of action of antiparasitic drugs
    • Aruoma OI, editor. Harwood Academic: Switzerland
    • Aldunate J, Morello A. Free radicals in the mode of action of antiparasitic drugs. In: Aruoma OI, editor. Free radicals in tropical diseases. Harwood Academic: Switzerland; 1993. p. 137-65.
    • (1993) Free Radicals in Tropical Diseases , pp. 137-165
    • Aldunate, J.1    Morello, A.2
  • 14
    • 0030911717 scopus 로고    scopus 로고
    • Effects of nifurtimox and benznidazole upon glutathione and trypanothione in epimastigote, trypomastigote, and amastigote forms of Trypanosoma cruzi
    • Maya J.D., Repetto Y., Agosín M., Ojeda J.M., Tellez R., Gaule C., Morello A. Effects of nifurtimox and benznidazole upon glutathione and trypanothione in epimastigote, trypomastigote, and amastigote forms of Trypanosoma cruzi. Mol. Biochem. Parasitol. 86:1997;101-106.
    • (1997) Mol. Biochem. Parasitol. , vol.86 , pp. 101-106
    • Maya, J.D.1    Repetto, Y.2    Agosín, M.3    Ojeda, J.M.4    Tellez, R.5    Gaule, C.6    Morello, A.7
  • 15
    • 37049250545 scopus 로고
    • 2-Amino-5-(1-methyl-5-nitro-2-imidazolyl)-1,3,4-thiadiazole: A new antimicrobial agent
    • Berkelhammer G., Asato G. 2-Amino-5-(1-methyl-5-nitro-2-imidazolyl)-1,3,4-thiadiazole: a new antimicrobial agent. Science. 1162:1968;1146.
    • (1968) Science , vol.1162 , pp. 1146
    • Berkelhammer, G.1    Asato, G.2
  • 16
    • 0023609713 scopus 로고
    • Susceptibility and natural resistance of Trypanosoma cruzi strains to drugs used clinically in Chagas disease
    • Filardi L.S., Brener Z. Susceptibility and natural resistance of Trypanosoma cruzi strains to drugs used clinically in Chagas disease. Trans. R. Soc. Trop. Med. Hyg. 81:1987;755-759.
    • (1987) Trans. R. Soc. Trop. Med. Hyg. , vol.81 , pp. 755-759
    • Filardi, L.S.1    Brener, Z.2
  • 18
    • 0031658497 scopus 로고    scopus 로고
    • Megazol combined with suramin: A chemotherapy regimen which reversed the CNS pathology in a model of human African trypanosomiasis in mice
    • 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.
    • (1998) Trop. Med. Int. Health , vol.3 , pp. 736-741
    • Enanga, B.1    Keita, M.2    Chauvière, G.3    Dumas, M.4    Bouteille, B.5
  • 19
    • 0033072869 scopus 로고    scopus 로고
    • Trypanosomiasis and leishmaniasis: Between the idea and the reality of control
    • Denise H., Mattews K., Lindergard G., Croft S., Barrett M.P. Trypanosomiasis and leishmaniasis: between the idea and the reality of control. Parasitol. Today. 15:1999;43-45.
    • (1999) Parasitol. Today , vol.15 , pp. 43-45
    • Denise, H.1    Mattews, K.2    Lindergard, G.3    Croft, S.4    Barrett, M.P.5
  • 20
    • 0029984113 scopus 로고    scopus 로고
    • Topical chemotherapy for experimental African trypanosomiasis with cerebral involvement: The use of melarsoprol combined with the 5-nitroimidazole, megazol
    • Jennings F.W., Chauvière G., Viodé 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.
    • (1996) Trop. Med. Int. Health , vol.1 , pp. 363-366
    • Jennings, F.W.1    Chauvière, G.2    Viodé, C.3    Murray, M.4
  • 22
    • 0024985266 scopus 로고
    • Mechanism of action of a nitroimidazole-thiadiazole derivative upon Trypanosoma cruzi tissue culture amastigotes
    • De Castro S.L., Meireles M. Mechanism of action of a nitroimidazole-thiadiazole derivative upon Trypanosoma cruzi tissue culture amastigotes. Mem. Inst. Oswaldo Cruz. 85:1990;95-99.
    • (1990) Mem. Inst. Oswaldo Cruz , vol.85 , pp. 95-99
    • De Castro, S.L.1    Meireles, M.2
  • 23
    • 0022604437 scopus 로고
    • CL 64,855, a potent anti-Trypanosoma cruzi drug, is also mutagenic in the Salmonella/microsome assay
    • Ferreira R.C., Ferreira L.C. CL 64,855, a potent anti-Trypanosoma cruzi drug, is also mutagenic in the Salmonella/microsome assay. Mem. Inst. Oswaldo Cruz. 81:1986;49-52.
    • (1986) Mem. Inst. Oswaldo Cruz , vol.81 , pp. 49-52
    • Ferreira, R.C.1    Ferreira, L.C.2
  • 25
    • 0033291566 scopus 로고    scopus 로고
    • Implication du mégazol dans la chimiothérapie des trypanosomoses
    • Bouteille B., Chauvière G. Implication du mégazol dans la chimiothérapie des trypanosomoses. Med. Trop. 59:1999;321-330.
    • (1999) Med. Trop. , vol.59 , pp. 321-330
    • Bouteille, B.1    Chauvière, G.2
  • 26
    • 0034033520 scopus 로고    scopus 로고
    • Nucleophilic substitution studies on nitroimidazoles and applications to the synthesis of biologically active compounds
    • Chauvière G., Viodé C., Périé J. Nucleophilic substitution studies on nitroimidazoles and applications to the synthesis of biologically active compounds. J. Heterocyclic Chem. 37:2000;119-126.
    • (2000) J. Heterocyclic Chem. , vol.37 , pp. 119-126
    • Chauvière, G.1    Viodé, C.2    Périé, J.3
  • 27
    • 0023053012 scopus 로고
    • T-Butyl-4-hydroxyanisole, a novel respiratory chain inhibitor. Effects on Trypanosoma cruzi epimastigotes
    • Aldunate J., Ferreira J., Letelier M.J., Repetto Y., Morello A. t-Butyl-4-hydroxyanisole, a novel respiratory chain inhibitor. Effects on Trypanosoma cruzi epimastigotes. FEBS Lett. 195:1986;295-297.
    • (1986) FEBS Lett. , vol.195 , pp. 295-297
    • Aldunate, J.1    Ferreira, J.2    Letelier, M.J.3    Repetto, Y.4    Morello, A.5
  • 28
    • 0023729154 scopus 로고
    • Effects of t-butyl-4-hydroxyanisole and other phenolic antioxidants on tumoral cells and Trypanosoma parasites
    • Ferreira J., Coloma L., Fones E., Letelier M.E., Repetto Y., Morello A., Aldunate J. Effects of t-butyl-4-hydroxyanisole and other phenolic antioxidants on tumoral cells and Trypanosoma parasites. FEBS Lett. 234:1988;485-488.
    • (1988) FEBS Lett. , vol.234 , pp. 485-488
    • Ferreira, J.1    Coloma, L.2    Fones, E.3    Letelier, M.E.4    Repetto, Y.5    Morello, A.6    Aldunate, J.7
  • 31
    • 0023253710 scopus 로고
    • In vivo effects of difluoromethylornithine on trypanothione and polyamine levels in bloodstream forms of Trypanosoma brucei
    • Fairlamb A.H., Henderson G.B., Bacchi C.J., Cerami A. In vivo effects of difluoromethylornithine on trypanothione and polyamine levels in bloodstream forms of Trypanosoma brucei. Mol. Biochem. Parasitol. 24:1987;185-191.
    • (1987) Mol. Biochem. Parasitol. , vol.24 , pp. 185-191
    • Fairlamb, A.H.1    Henderson, G.B.2    Bacchi, C.J.3    Cerami, A.4
  • 33
    • 0028334267 scopus 로고
    • Electrochemical study of the nitro radical anion from nicardipine: Kinetic parameters and its interaction with glutathione
    • Squella J.A., Bollo S., de la Fuente J., Núñez-Vergara L.J. Electrochemical study of the nitro radical anion from nicardipine: kinetic parameters and its interaction with glutathione. Bioelectrochem. Bioenergetics. 34:1994;13-18.
    • (1994) Bioelectrochem. Bioenergetics , vol.34 , pp. 13-18
    • Squella, J.A.1    Bollo, S.2    De la Fuente, J.3    Núñez-Vergara, L.J.4
  • 34
    • 0035928953 scopus 로고    scopus 로고
    • Cyclic voltammetric studies on nitro radical anion formation from megazol and some related nitroimidazole derivatives
    • Bollo S., Nuñez-Vergara L.J., Bonta M., Chauvière G., Périé J., Squella J.A. Cyclic voltammetric studies on nitro radical anion formation from megazol and some related nitroimidazole derivatives. J. Electroanal. Chem. 511:2001;46-54.
    • (2001) J. Electroanal. Chem. , vol.511 , pp. 46-54
    • Bollo, S.1    Nuñez-Vergara, L.J.2    Bonta, M.3    Chauvière, G.4    Périé, J.5    Squella, J.A.6
  • 35
    • 0001366805 scopus 로고
    • Cyclic voltammetry theory for the disproportionation reaction and spherical diffusion
    • Olmstead M.L., Nicholson R.S. Cyclic voltammetry theory for the disproportionation reaction and spherical diffusion. Anal. Chem. 41:1969;862-864.
    • (1969) Anal. Chem. , vol.41 , pp. 862-864
    • Olmstead, M.L.1    Nicholson, R.S.2
  • 37
    • 0024789925 scopus 로고
    • Restricted bioreductive metabolism of a nitroimidazole-thiadiazole derivative with curative action in experimental Trypanosoma cruzi infections
    • 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.
    • (1989) Biochem. Pharmacol. , vol.38 , pp. 4491-4496
    • Tsuhako, M.H.1    Alves, M.J.2    Colli, W.3    Brener, Z.4    Augusto, O.5
  • 38
    • 0001425015 scopus 로고    scopus 로고
    • Comparative study by pulse radiolysis of the radical anion derived from compounds used in Chagas' disease therapy
    • Viodé C., De Albuquerque C., Chauvière G., Houée-Levin C., Périé 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.
    • (1997) New J. Chem. , vol.21 , pp. 1331-1338
    • Viodé, C.1    De Albuquerque, C.2    Chauvière, G.3    Houée-Levin, C.4    Périé, J.5
  • 39
    • 0029961212 scopus 로고    scopus 로고
    • Glutathione and trypanothione in several strains of Trypanosoma cruzi. Effects of drugs
    • Repetto Y., Opazo E., Maya J.D., Agosín M., Morello A. Glutathione and trypanothione in several strains of Trypanosoma cruzi. Effects of drugs. Comp. Biochem. Physiol. 115B:1996;281-285.
    • (1996) Comp. Biochem. Physiol. , vol.115 B , pp. 281-285
    • Repetto, Y.1    Opazo, E.2    Maya, J.D.3    Agosín, M.4    Morello, A.5
  • 41
    • 0023346188 scopus 로고
    • Hydrophobicity measurements by HPLC: A new approach to P constants
    • Gago F., Alvarez-Builla J., Elguero J. Hydrophobicity measurements by HPLC: a new approach to P constants. J. Liq. Chromatogr. 10:1987;1031-1047.
    • (1987) J. Liq. Chromatogr. , vol.10 , pp. 1031-1047
    • Gago, F.1    Alvarez-Builla, J.2    Elguero, J.3
  • 42
    • 0021933665 scopus 로고
    • Identification of a novel thiol-containing cofactor essential for glutathione reductase activity in trypanosomatids
    • Fairlamb A.H., Cerami A. Identification of a novel thiol-containing cofactor essential for glutathione reductase activity in trypanosomatids. Mol. Biochem. Parasitol. 14:1985;187-198.
    • (1985) Mol. Biochem. Parasitol. , vol.14 , pp. 187-198
    • Fairlamb, A.H.1    Cerami, A.2


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