Drug residue formation from ronidazole, a 5-nitroimidazole. I. Characterization of in vitro protein alkylation
References (31)
The efficacy of 1-methyl-2-carbamoyloxymethyl-5-nitroimidazole against enterohepatitis in experimental poults
Poultry Sci.
(1968)- et al.
Some properties of a detergent-solubilized NADPH-cytochrome c (cytochrome P-450) reductase purified by bio-specific affinity chromatography
J. Biol. Chem.
(1976) - et al.
Drug-residue formation from ronidazole, a 5-nitroimidazole. III. Studies on the mechanism of protein alkylation in vitro
Chem.-Biol. Interact.
(1982) - et al.
Protein measurement with the folin phenol reagent
J. Biol. Chem.
(1951) - et al.
Isolation of deoxyribonucleic acid and ribosomal ribonucleic acid from rat liver
Biochim. Biophys. Acta
(1968) - et al.
The mutagenic action of nitroimidazoles. I. Metronidazole, nimorazole, dimetridazole and ronidazole
Mutat. Res.
(1974) - et al.
Drug-residue formation from ronidazole, a 5-nitroimidazole. II. Involvement of microsomal NADPH-cytochrome P-450 reductase in protein alkylation in vitro
Chem.-Biol. Interact.
(1982) - et al.
Mammalian cell toxicity of nitro compounds: dependence upon reduction potential
Biochem. Biophys. Res. Commun.
(1976) - et al.
The mode of action of metronidazole in Trichomonas vaginalis and other microorganisms
Biochem. Pharmacol.
(1974) - et al.
The interaction of reduced metronidazole with DNA
Biochem. Pharmacol.
(1978)
The effects of nitroheterocyclic drugs on DNA: an in vitro model of cytotoxicity
Biochem. Pharmacol.
The mutagenicity of nitroaromatic drugs: effect of metronidazole after incubation in hypoxia in vitro
Mutat. Res.
Mutagenicity of metronidazole: activation by mammalian liver microsomes
Biochem. Biophys. Res. Commun.
Acetamide — a metabolite of metronidazole formed by the intestinal flora
Biochem. Pharmacol.
Role of the intestinal flora in the metabolism of misonidazole
Biochem. Pharmacol.
Cited by (30)
Versatile coordination modes of ronidazole towards transition metal ions: Five and seven membered chelate rings; Supramolecular networks
2016, PolyhedronCitation Excerpt :Ronidazole, (1-methyl-5-nitro-1H-imidazol-2-yl)methyl carbamate, is used in the treatment of Trichomonas foetus and Giardia in cats and dogs respectively [7–9]. Ronidazole undergoes a biotransformation in organisms and its metabolites may bind covalently to proteins [10], which has been proposed as a likely mechanism through which this compound causes mutagenicity in bacteria [11]. Additionally, it may cause neurotoxic effects in cats [12].
Nitroimidazole drugs vary in their mode of action in the human parasite Giardia lamblia
2012, International Journal for Parasitology: Drugs and Drug ResistanceCitation Excerpt :It is still not fully understood whether the nitroradical anion state or a further reduced state, e.g. the nitrosoimidazole state, is the actual agent (Moreno and Docampo, 1985). There is certain evidence that the latter could be the case (West et al., 1982; Wislocki et al., 1984). In G. lamblia, several factors have been suggested to reduce 5-nitroimidazoles, including ferredoxin, which in turn receives electrons from pyruvate:ferredoxin oxidoreductase (Townson et al., 1996), nitroreductase 1 (Nillius et al., 2011), and thioredoxin reductase (Leitsch et al., 2011).
Two atypical L-cysteine-regulated NADPH-dependent oxidoreductases involved in redox maintenance, L-cystine and iron reduction, and metronidazole activation in the enteric protozoan Entamoeba histolytica
2010, Journal of Biological ChemistryCitation Excerpt :Metronidazole is a prodrug that requires reduction of the nitro group to generate the cytotoxic nitroradical anion that undergoes further reduction resulting in the generation of nitrosoimidazole (12, 13). This active form can then react with sulfhydryl groups (14) and DNA (15) while being further reduced to an amine via a hydroxylamine intermediate. Here, we report for the first time multiple novel roles of two GOGAT β subunit-like proteins in E. histolytica.
Mechanism of bioactivation and covalent binding of 2,4,6-trinitrotoluene
1995, Chemico-Biological InteractionsDrug residue formation from ronidazole, a 5-nitroimidazole. VIII. Identification of the 2-methylene position as a site of protein alkylation
1992, Chemico-Biological InteractionsChromatographic and spectroscopic characterization of sulphur-bound dimetridazole and ronidazole derivatives
1991, Journal of Pharmaceutical and Biomedical Analysis