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The strategy involved a sequential silylation\/<jats:italic>N<\/jats:italic>\u2010glycosylation\/<jats:italic>N<\/jats:italic>\u2010propargylation procedure of uracil <jats:bold>1<\/jats:bold> for preparing the dipolarophile <jats:bold>5<\/jats:bold> in good yield. A series of novel uridine\u2010[1,2,3]triazole nucleosides <jats:bold>6a<\/jats:bold>\u2013<jats:bold>j<\/jats:bold> were efficiently synthesized via the copper\u2010catalyzed azide\u2013alkyne cycloaddition (CuAAC) from dipolarophile <jats:bold>5<\/jats:bold> with different selected azides. The reactions were carried out under both conventional and ultrasonic irradiation conditions. In general, improvements were observed when reactions were carried out under sonication. Their antibacterial potential has been evaluated by means of a micro\u2010dilution assay against either Gram\u2010positive or Gram\u2010negative bacteria. Compounds <jats:bold>6i<\/jats:bold> and <jats:bold>6j<\/jats:bold> have shown significant bactericidal activity against <jats:italic>Staphylococcus aureu<\/jats:italic>s (MIC\u2009=\u200910 and 6\u2009\u03bcM, respectively), and <jats:bold>6h<\/jats:bold> against <jats:italic>Escherichia coli<\/jats:italic> (MIC\u2009=\u20098\u2009\u03bcM). Moreover, antibacterial kinetic assays showed that <jats:bold>6i<\/jats:bold> and <jats:bold>6j<\/jats:bold> significantly reduced the <jats:italic>S. aureus<\/jats:italic> growth rate at the MIC concentration, after 6\u2009h, compared to their deprotected analogs, <jats:bold>6k<\/jats:bold> and <jats:bold>6l<\/jats:bold>, respectively. Compound <jats:bold>6h<\/jats:bold> also significantly reduced the growth of <jats:italic>E. coli<\/jats:italic>. These antibacterial effects may be related to the penetrating properties of these compounds, as revealed by the leakage of nucleic acids from the sensitive strains.<\/jats:p><\/jats:sec>","DOI":"10.1002\/ardp.201800204","type":"journal-article","created":{"date-parts":[[2018,10,2]],"date-time":"2018-10-02T00:35:50Z","timestamp":1538440550000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Concise synthesis and antibacterial evaluation of novel 3\u2010(1,4\u2010disubstituted\u20101,2,3\u2010triazolyl)uridine nucleosides"],"prefix":"10.1002","volume":"351","author":[{"given":"Hamza","family":"Tachallait","sequence":"first","affiliation":[{"name":"Equipe de Chimie des Plantes et de Synth\u00e8se Organique et Bioorganique, Faculty of Science, Geophysics, Natural Patrimony and Green Chemistry (GEOPAC) Research Center Mohammed V University in Rabat Rabat 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