Synthesis and biological evaluation of novel 1,2,3-triazolonucleotides

Synthesis and biological evaluation of novel 1,2,3-triazolonucleotides

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 cycloadditio...

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Veröffentlicht in:Archiv der Pharmazie 2013-04, Vol.346 (4), p.278-91
Hauptverfasser: Głowacka, Iwona E, Balzarini, Jan, Wróblewski, Andrzej E
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creator Głowacka, Iwona E
Balzarini, Jan
Wróblewski, Andrzej E
description 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).
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title Synthesis and biological evaluation of novel 1,2,3-triazolonucleotides
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