Abstract
A novel series of tetrafluoro and hexafluoro acyclic nucleosides and their phosphoramidates were successfully prepared from commercially available 2,2,3,3-tetrafluoro-1,4-butanediol and 2,2,3,3,4,4-hexafluoro-1,5-pentanediol in four to six steps. Their ability to block HIV, HCV, HSV-1, and HBV replication along with their cytotoxicity toward HepG2, human lymphocyte, CEM, and Vero cells was assessed.
Keywords:
Fluorine; acyclonucleoside; antiviral agent; phosphoramidates.
MeSH terms
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Amides / chemistry
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Animals
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Anti-HIV Agents / chemical synthesis
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Anti-HIV Agents / chemistry
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Anti-HIV Agents / pharmacology
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Antiviral Agents / chemical synthesis
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Antiviral Agents / chemistry*
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Antiviral Agents / pharmacology*
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Chemistry Techniques, Synthetic
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Drug Evaluation, Preclinical / methods
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Fluorine / chemistry
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Hep G2 Cells / drug effects
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Hepatitis B virus / drug effects
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Herpesvirus 1, Human / drug effects
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Humans
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Molecular Structure
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Nucleosides / chemical synthesis
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Nucleosides / chemistry
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Phosphoric Acids / chemistry
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Vero Cells / drug effects
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Virus Replication / drug effects
Substances
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Amides
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Anti-HIV Agents
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Antiviral Agents
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Nucleosides
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Phosphoric Acids
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Fluorine
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phosphoramidic acid