Design, synthesis, and antiviral activity of novel ribonucleosides of 1,2,3-Triazolylbenzyl-aminophosphonates

  • A novel series of ribonucleosides of 1,2,3-triazolylbenzyl-aminophosphonates was synthesized through the Kabachnik–Fields reaction using I2 as catalyst followed by copper-catalyzed cycloaddition of the azide–alkyne reaction (CuAAC). All structures of the newly prepared compounds were characterized by 1H NMR, 13C NMR, and HRMS spectra. The structures of 2e, 2f, 3d, and 3g were further confirmed by X-ray diffraction analysis. These compounds were tested against various strains of DNA and RNA viruses; compounds 4b and 4c showed a modest inhibitory activity against respiratory syncytial virus (RSV) and compound 4h displayed modest inhibitory activity against Coxsackie virus B4.

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Author:Abdelaaziz Ouahrouch, Moha Taourirte, Dominique Schols, Robert Snoeck, Graciela Andrei, Joachim W. Engels, Hassan B. Lazrek
URN:urn:nbn:de:hebis:30:3-395691
DOI:https://doi.org/10.1002/ardp.201500292
Parent Title (German):Archiv der Pharmazie
Publisher:Wiley-VCH
Document Type:Article
Language:English
Date of Publication (online):2015/11/17
Date of first Publication:2015/11/17
Publishing Institution:Universitätsbibliothek Johann Christian Senckenberg
Release Date:2016/03/04
Tag:1,2,3-Triazoles; Antiviral activity; Kabachnik–Fields reaction; Ribonucleosides; α-Aminophosphonates
Volume:349
Issue:1
Page Number:12
First Page:30
Last Page:41
Note:
© 2015 The Authors. Archiv der Pharmazie Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.
HeBIS-PPN:399771352
Institutes:Biochemie, Chemie und Pharmazie / Biochemie und Chemie
Dewey Decimal Classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
5 Naturwissenschaften und Mathematik / 57 Biowissenschaften; Biologie / 570 Biowissenschaften; Biologie
Sammlungen:Universitätspublikationen
Licence (German):License LogoCreative Commons - Namensnennung-Nicht kommerziell - Keine Bearbeitung 4.0