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Synthesis of 4'-Substituted-2'-Deoxy-2'-?-Fluoro Nucleoside Analogs as Potential Antiviral Agents.


ABSTRACT: Nucleoside analogs are widely used for the treatment of viral diseases (Hepatitis B/C, herpes and human immunodeficiency virus, HIV) and various malignancies. ALS-8176, a prodrug of the 4'-chloromethyl-2'-deoxy-2'-fluoro nucleoside ALS-8112, was evaluated in hospitalized infants for the treatment of respiratory syncytial virus (RSV), but was abandoned for unclear reasons. Based on the structure of ALS-8112, a series of novel 4'-modified-2'-deoxy-2'-fluoro nucleosides were synthesized. Newly prepared compounds were evaluated against RSV, but also against a panel of RNA viruses, including Dengue, West Nile, Chikungunya, and Zika viruses. Unfortunately, none of the compounds showed marked antiviral activity against these viruses.

SUBMITTER: Kasthuri M 

PROVIDER: S-EPMC7143966 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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Synthesis of 4'-Substituted-2'-Deoxy-2'-α-Fluoro Nucleoside Analogs as Potential Antiviral Agents.

Kasthuri Mahesh M   Li Chengwei C   Verma Kiran K   Russell Olivia Ollinger OO   Dickson Lyndsey L   McCormick Louise L   Bassit Leda L   Amblard Franck F   Schinazi Raymond F RF  

Molecules (Basel, Switzerland) 20200311 6


Nucleoside analogs are widely used for the treatment of viral diseases (Hepatitis B/C, herpes and human immunodeficiency virus, HIV) and various malignancies. ALS-8176, a prodrug of the 4'-chloromethyl-2'-deoxy-2'-fluoro nucleoside ALS-8112, was evaluated in hospitalized infants for the treatment of respiratory syncytial virus (RSV), but was abandoned for unclear reasons. Based on the structure of ALS-8112, a series of novel 4'-modified-2'-deoxy-2'-fluoro nucleosides were synthesized. Newly prep  ...[more]

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