Ring Formation and Hydration Effects in Electron Attachment to Misonidazole

Int J Mol Sci. 2019 Sep 6;20(18):4383. doi: 10.3390/ijms20184383.

Abstract

We study the reactivity of misonidazole with low-energy electrons in a water environment combining experiment and theoretical modelling. The environment is modelled by sequential hydration of misonidazole clusters in vacuum. The well-defined experimental conditions enable computational modeling of the observed reactions. While the NO 2 - dissociative electron attachment channel is suppressed, as also observed previously for other molecules, the OH - channel remains open. Such behavior is enabled by the high hydration energy of OH - and ring formation in the neutral radical co-fragment. These observations help to understand the mechanism of bio-reductive drug action. Electron-induced formation of covalent bonds is then important not only for biological processes but may find applications also in technology.

Keywords: bond formation; clusters; electron attachment; low-energy electron; misonidazole.

MeSH terms

  • Electrons*
  • Misonidazole / chemistry*
  • Models, Molecular
  • Models, Theoretical
  • Molecular Structure
  • Solvents
  • Spectrum Analysis
  • Water

Substances

  • Solvents
  • Water
  • Misonidazole