4.5 Article

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

Journal

ARCHIV DER PHARMAZIE
Volume 349, Issue 1, Pages 30-41

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ardp.201500292

Keywords

1,2,3-Triazoles; alpha-Aminophosphonates; Antiviral activity; Kabachnik-Fields reaction; Ribonucleosides

Funding

  1. Centre National de Recherche Scientifique et Technique project (Rabat, Morocco) [RS/2011/01]
  2. KU Leuven [GOA 10/014]

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A novel series of ribonucleosides of 1,2,3-triazolylbenzyl-aminophosphonates was synthesized through the Kabachnik-Fields reaction using I-2 as catalyst followed by copper-catalyzed cycloaddition of the azide-alkyne reaction (CuAAC). All structures of the newly prepared compounds were characterized by H-1 NMR, C-13 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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