Studies on the action of nitroimidazole drugs. The products of nitroimidazole reduction.
The electron requirements for the electrolytic reduction of misonidazole, metronidazole and 4(5)-nitroimidazole have been measured using high-resolution coulometry. Eleven of the labelled final reduction products of metronidazole (a 5-nitroimidazole) have been separated by high-performance liquid chromatography and identified. These appear to be formed without the prior generation of a stable intermediate. In contrast, the reduction products of misonidazole (a 2-nitroimidazole) show little similarity to those of metronidazole but are likely to be formed via the four-electron hydroxylamine derivative. None of the final reduction products show toxicity towards Clostridium bifermentans or Escherichia coli suggesting that the short-lived cytotoxic agent of nitroimidazoles is a reduction product formed by the addition of not more than three electrons.[1]References
- Studies on the action of nitroimidazole drugs. The products of nitroimidazole reduction. Knox, R.J., Knight, R.C., Edwards, D.I. Biochem. Pharmacol. (1983) [Pubmed]
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