Literature DB >> 21051229

Straightforward synthesis of triazoloacyclonucleotide phosphonates as potential HCV inhibitors.

Hanane Elayadi1, Michael Smietana, Christophe Pannecouque, Pieter Leyssen, Johan Neyts, Jean-Jacques Vasseur, Hassan B Lazrek.   

Abstract

Preparation of several triazoloacyclic nucleoside phosphonates is described. The key step of the synthesis involves a copper(I)-catalysed azide-alkyne 1,3-dipolar cycloaddition between azidoalkylphosphonates and propargylated nucleobases. The antiviral properties of these new analogues have been evaluated and revealed interesting potencies.
Copyright © 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 21051229     DOI: 10.1016/j.bmcl.2010.10.046

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  11 in total

1.  Pronounced Inhibition Shift from HIV Reverse Transcriptase to Herpetic DNA Polymerases by Increasing the Flexibility of α-Carboxy Nucleoside Phosphonates.

Authors:  Jubi John; Youngju Kim; Nicholas Bennett; Kalyan Das; Sandra Liekens; Lieve Naesens; Eddy Arnold; Anita R Maguire; Matthias Götte; Wim Dehaen; Jan Balzarini
Journal:  J Med Chem       Date:  2015-10-09       Impact factor: 7.446

2.  Design, synthesis, antiviral and cytotoxic evaluation of novel acyclic phosphonate nucleotide analogues with a 5,6-dihydro-1H-[1,2,3]triazolo[4,5-d]pyridazine-4,7-dione system.

Authors:  Emilia Bankowska; Jan Balzarini; Iwona E Głowacka; Andrzej E Wróblewski
Journal:  Monatsh Chem       Date:  2014-01-25       Impact factor: 1.451

3.  Design, synthesis, antiviral and cytostatic evaluation of novel isoxazolidine nucleotide analogues with a 1,2,3-triazole linker.

Authors:  Dorota G Piotrowska; Jan Balzarini; Iwona E Głowacka
Journal:  Eur J Med Chem       Date:  2011-11-20       Impact factor: 6.514

4.  Design, synthesis, antiviral and cytostatic activity of ω-(1H-1,2,3-triazol-1-yl)(polyhydroxy)alkylphosphonates as acyclic nucleotide analogues.

Authors:  Iwona E Głowacka; Jan Balzarini; Graciela Andrei; Robert Snoeck; Dominique Schols; Dorota G Piotrowska
Journal:  Bioorg Med Chem       Date:  2014-05-20       Impact factor: 3.641

5.  Magnetic γFe2O3@Sh@Cu2O: an efficient solid-phase catalyst for reducing agent and base-free click synthesis of 1,4-disubstituted-1,2,3-triazoles.

Authors:  Fereshteh Norouzi; Shahrzad Javanshir
Journal:  BMC Chem       Date:  2020-01-07

6.  Design, Synthesis, and Antiviral Activity of Novel Ribonucleosides of 1,2,3-Triazolylbenzyl-aminophosphonates.

Authors:  Abdelaaziz Ouahrouch; Moha Taourirte; Dominique Schols; Robert Snoeck; Graciela Andrei; Joachim W Engels; Hassan B Lazrek
Journal:  Arch Pharm (Weinheim)       Date:  2015-11-17       Impact factor: 3.751

7.  Multicomponent click synthesis of new 1,2,3-triazole derivatives of pyrimidine nucleobases: promising acidic corrosion inhibitors for steel.

Authors:  Rodrigo González-Olvera; Araceli Espinoza-Vázquez; Guillermo E Negrón-Silva; Manuel E Palomar-Pardavé; Mario A Romero-Romo; Rosa Santillan
Journal:  Molecules       Date:  2013-12-06       Impact factor: 4.411

Review 8.  Chemical architecture and applications of nucleic acid derivatives containing 1,2,3-triazole functionalities synthesized via click chemistry.

Authors:  Tim Efthymiou; Wei Gong; Jean-Paul Desaulniers
Journal:  Molecules       Date:  2012-10-26       Impact factor: 4.411

9.  Phosphonylated Acyclic Guanosine Analogues with the 1,2,3-Triazole Linker.

Authors:  Iwona E Głowacka; Graciela Andrei; Dominique Schols; Robert Snoeck; Dorota G Piotrowska
Journal:  Molecules       Date:  2015-10-16       Impact factor: 4.411

10.  The synthesis, antiviral, cytostatic and cytotoxic evaluation of a new series of acyclonucleotide analogues with a 1,2,3-triazole linker.

Authors:  Iwona E Głowacka; Jan Balzarini; Andrzej E Wróblewski
Journal:  Eur J Med Chem       Date:  2013-10-30       Impact factor: 6.514

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