Journal
CHEMMEDCHEM
Volume 12, Issue 9, Pages 652-659Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cmdc.201700116
Keywords
antiviral agents; favipiravir; nucleosides; pyrazine ribonucleosides; T-705
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Funding
- Deutsche Forschungsgemeinschaft (DFG) [HU 2350/1-1]
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T-705 (favipiravir) is a fluorinated hydroxypyrazine carboxamide that exhibits antiviral activities against a variety of RNA viruses. Given the lack of potent agents to combat these infections caused by a large number of high-impact pathogens, significant emphasis has been put on studies of the antiviral properties of T-705 and its mechanism of action. T-705 acts as a nucleobase analogue; it is therefore metabolized to the corresponding ribonucleoside triphosphate intracellularly. Herein we report a reliable synthesis of T-705-ribonucleoside as well as its 5'-monophosphate. Moreover, we disclose detailed studies on the remarkable lability of the heterocycle when attached to ribose under very mild conditions, as typically applied in biochemical studies.
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