Design, Synthesis, and Antiviral Activity of Novel Ribonucleosides of 1,2,3‐Triazolylbenzyl‐aminophosphonates
Identifieur interne : 000507 ( Ncbi/Curation ); précédent : 000506; suivant : 000508Design, Synthesis, and Antiviral Activity of Novel Ribonucleosides of 1,2,3‐Triazolylbenzyl‐aminophosphonates
Auteurs : Abdelaaziz Ouahrouch ; Moha Taourirte ; Dominique Schols ; Robert Snoeck ; Graciela Andrei ; Joachim W. Engels ; Hassan B. LazrekSource :
- Archiv Der Pharmazie [ 0365-6233 ] ; 2015.
Abstract
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
Url:
DOI: 10.1002/ardp.201500292
PubMed: 26575425
PubMed Central: 4832832
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<front><div type="abstract" xml:lang="en"><p>A novel series of ribonucleosides of 1,2,3‐triazolylbenzyl‐aminophosphonates was synthesized through the Kabachnik–Fields reaction using I<sub>2</sub>
as catalyst followed by copper‐catalyzed cycloaddition of the azide–alkyne reaction (CuAAC). All structures of the newly prepared compounds were characterized by <sup>1</sup>
H NMR, <sup>13</sup>
C NMR, and HRMS spectra. The structures of <bold>2e</bold>
, <bold>2f</bold>
, <bold>3d</bold>
, and <bold>3g</bold>
were further confirmed by X‐ray diffraction analysis. These compounds were tested against various strains of DNA and RNA viruses; compounds <bold>4b</bold>
and <bold>4c</bold>
showed a modest inhibitory activity against respiratory syncytial virus (RSV) and compound <bold>4h</bold>
displayed modest inhibitory activity against Coxsackie virus B4.</p>
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