Abstract
A general procedure for the preparation of 1,2,3-triazole analogs of nucleosides from diethyl 2-azidoethoxymethyl- and 2-azidoethoxyethylphosphonates was elaborated. The application of microwave irradiation shortened the reaction time to 10 min in comparison to ca. 48 h when 1,3-dipolar cycloadditions were performed under standard conditions. All compounds were evaluated in vitro for inhibitory activity against a broad variety of DNA and RNA viruses. None of the compounds were antivirally active at subtoxic concentrations. Compound 17k exhibited moderate inhibitory effects on the proliferation of human T-lymphocyte cells (IC50=64 µM for CEM).
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication types
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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 / chemistry
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Antiviral Agents / pharmacology
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Cats
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Cell Line, Tumor
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Cell Proliferation / drug effects
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Cells, Cultured
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Chlorocebus aethiops
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DNA Viruses / drug effects
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Dogs
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Humans
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Inhibitory Concentration 50
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Mice
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Nucleosides / chemical synthesis
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Nucleosides / chemistry
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Nucleosides / pharmacology*
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Nucleotides / chemical synthesis
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Nucleotides / chemistry
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Nucleotides / pharmacology*
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RNA Viruses / drug effects
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Structure-Activity Relationship
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T-Lymphocytes / drug effects
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T-Lymphocytes / metabolism
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Time Factors
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Triazoles / chemical synthesis
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Triazoles / chemistry
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Triazoles / pharmacology*
Substances
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Antiviral Agents
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Nucleosides
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Nucleotides
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Triazoles