Electron attachment to isolated and microhydrated favipiravir

Electron attachment and its equivalent in complex environments, single-electron reduction, are important in many biological processes. Here, we experimentally study the electron attachment to favipiravir, a well-known antiviral agent. Electron attachment spectroscopy is used to explore the energetic...

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Veröffentlicht in:Physical chemistry chemical physics : PCCP 2021-10, Vol.23 (38), p.2151-21511
Hauptverfasser: Sedmidubská, Barbora, Luxford, Thomas F. M, Ko išek, Jaroslav
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Sprache:eng
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Zusammenfassung:Electron attachment and its equivalent in complex environments, single-electron reduction, are important in many biological processes. Here, we experimentally study the electron attachment to favipiravir, a well-known antiviral agent. Electron attachment spectroscopy is used to explore the energetics of associative (AEA) and dissociative (DEA) electron attachment to isolated favipiravir. AEA dominates the interaction and the yields of the fragment anions after DEA are an order of magnitude lower than that of the parent anion. DEA primary proceeds via decomposition of the CONH 2 functional group, which is supported by reaction threshold calculations using ab initio methods. Mass spectrometry of small favipiravir-water clusters demonstrates that a lot of energy is transferred to the solvent upon electron attachment. The energy gained upon electron attachment, and the high stability of the parent anion were previously suggested as important properties for the action of several electron-affinic radiosensitizers. If any of these mechanisms cause synergism in chemo-radiation therapy, favipiravir could be repurposed as a radiosensitizer. The low-energy electron-induced reactivity of the antivirotic molecule favipiravir is investigated, with associative and dissociative electron attachment being observed. The dominant associative electron attachment is enhanced upon hydration.
ISSN:1463-9076
1463-9084
DOI:10.1039/d1cp02686k