Abstract
The acyclic azanucleosides with 2-, 3-, or 4-aminobenzenesulfonyl function at the nitrogen atom of the sugar mimic were prepared by coupling of 2-, 3-, or 4-nitro-N-(2-pivaloyloxyethyl)-N-(pivaloyloxymethyl)benzenesulfonamide with the silylated pyrimidine nucleobases followed by the reduction of the nitro group with sodium dithionite in aqueous solution or the palladium-catalysed transfer hydrogenation. The azanucleosides were evaluated for, but found to be devoid of, activity against several RNA- and DNA-viruses in vitro.
Publication types
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Evaluation Study
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Antiviral Agents / chemical synthesis
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Antiviral Agents / pharmacology*
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Aza Compounds / chemical synthesis
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Aza Compounds / pharmacology*
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Catalysis
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Cell Line
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DNA Viruses / drug effects*
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Drug Resistance, Viral
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Humans
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Hydrogenation
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Nucleosides / chemical synthesis
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Nucleosides / pharmacology*
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Palladium / chemistry
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Pyrimidine Nucleosides / chemistry
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RNA Viruses / drug effects*
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Structure-Activity Relationship
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Sulfanilamide
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Sulfanilamides / chemistry
Substances
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Antiviral Agents
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Aza Compounds
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Nucleosides
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Pyrimidine Nucleosides
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Sulfanilamides
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Sulfanilamide
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Palladium