title: Design, Synthesis, and Antiviral Activity of Novel Ribonucleosides of 1,2,3-Triazolylbenzyl-aminophosphonates.
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 (1) H NMR, (13) C 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.
authors.affiliation: Department of Chemistry, Faculty of Sciences and Technology Gueliz (FSTG), Laboratory of Bioorganic and Macromolecular Chemistry, Marrakesh, Morocco.|Department of Chemistry, Faculty of Sciences Semlalia, Laboratory of Biomolecular and Medicinal Chemistry, Marrakesh, Morocco.|Institute for Organic Chemistry and Chemical Biology, Goethe-University Frankfurt am Main, Frankfurt am Main, Germany.
authors.forename: Abdelaaziz
authors.initials: A
authors.lastname: Ouahrouch
authors.affiliation: Department of Chemistry, Faculty of Sciences and Technology Gueliz (FSTG), Laboratory of Bioorganic and Macromolecular Chemistry, Marrakesh, Morocco.
authors.forename: Moha
authors.initials: M
authors.lastname: Taourirte
authors.affiliation: Rega Institute for Medical Research, KU Leuven, Leuven, Belgium.
authors.forename: Dominique
authors.initials: D
authors.lastname: Schols
authors.affiliation: Rega Institute for Medical Research, KU Leuven, Leuven, Belgium.
authors.forename: Robert
authors.initials: R
authors.lastname: Snoeck
authors.affiliation: Rega Institute for Medical Research, KU Leuven, Leuven, Belgium.
authors.forename: Graciela
authors.initials: G
authors.lastname: Andrei
authors.affiliation: Institute for Organic Chemistry and Chemical Biology, Goethe-University Frankfurt am Main, Frankfurt am Main, Germany.
authors.forename: Joachim W
authors.initials: JW
authors.lastname: Engels
authors.affiliation: Department of Chemistry, Faculty of Sciences Semlalia, Laboratory of Biomolecular and Medicinal Chemistry, Marrakesh, Morocco.
authors.forename: Hassan B
authors.initials: HB
authors.lastname: Lazrek
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D002460:Cell Line; D018360:Crystallography, X-Ray; D004267:DNA Viruses / Q000187:drug effects; D006801:Humans; D063065:Organophosphonates / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D012328:RNA Viruses / Q000187:drug effects; D012263:Ribonucleosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000998:Antiviral Agents; D063065:Organophosphonates; D012263:Ribonucleosides; D014230:Triazoles
keywords: 1,2,3-Triazoles; Antiviral activity; Kabachnik-Fields reaction; Ribonucleosides; α-Aminophosphonates