Design, Synthesis, and Antiviral Activity of Novel Ribonucleosides of 1,2,3‐Triazolylbenzyl‐aminophosphonates
Identifieur interne : 000904 ( Main/Curation ); précédent : 000903; suivant : 000905Design, Synthesis, and Antiviral Activity of Novel Ribonucleosides of 1,2,3‐Triazolylbenzyl‐aminophosphonates
Auteurs : Abdelaaziz Ouahrouch [Maroc, Allemagne] ; Moha Taourirte [Maroc] ; Dominique Schols [Belgique] ; Robert Snoeck [Belgique] ; Graciela Andrei [Belgique] ; Joachim W. Engels [Allemagne] ; Hassan B. Lazrek [Maroc]Source :
- Archiv der Pharmazie [ 0365-6233 ] ; 2016-01.
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 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.
Ribonucleosides of 1,2,3‐triazolylbenzyl‐aminophosphonate analogs were synthesized through the Kabachnik–Fields reaction and copper‐catalyzed cycloaddition of the azide–alkyne reaction. All compounds were tested against various strains of DNA and RNA viruses. Compounds 4b and 4c showed modest inhibitory activity against respiratory syncytial virus while compound 4h displayed modest inhibitory activity against Coxsackie virus B4.
Url:
- https://api.istex.fr/ark:/67375/WNG-P4G7Q498-8/fulltext.pdf
- http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4832832
DOI: 10.1002/ardp.201500292
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<front><div type="abstract" xml:lang="en">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.</div>
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