Synthesis of 4'-Substituted Carbocyclic Uracil Derivatives and Their Monophosphate Prodrugs as Potential Antiviral Agents

Over the past decades, both 4'-modified nucleoside and carbocyclic nucleoside analogs have been under the spotlight as several compounds from either family showed anti-HIV, HCV, RSV or SARS-CoV-2 activity. Herein, we designed compounds combining these two features and report the synthesis of a...

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Veröffentlicht in:Viruses 2023-02, Vol.15 (2), p.544
Hauptverfasser: Biteau, Nicolas G, Amichai, Sarah A, Azadi, Niloufar, De, Ramyani, Downs-Bowen, Jessica, Lecher, Julia C, MacBrayer, Tamara, Schinazi, Raymond F, Amblard, Franck
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Sprache:eng
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Zusammenfassung:Over the past decades, both 4'-modified nucleoside and carbocyclic nucleoside analogs have been under the spotlight as several compounds from either family showed anti-HIV, HCV, RSV or SARS-CoV-2 activity. Herein, we designed compounds combining these two features and report the synthesis of a series of novel 4'-substituted carbocyclic uracil derivatives along with their corresponding monophosphate prodrugs. These compounds were successfully prepared in 19 to 22 steps from the commercially available (-)-Vince lactam and were evaluated against a panel of RNA viruses including SARS-CoV-2, influenza A/B viruses and norovirus.
ISSN:1999-4915
1999-4915
DOI:10.3390/v15020544