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Inspired by the broad antibacterial activities of various heterocyclic compounds such as 2\u2010quinolone derivatives, we designed and synthesized new methyl\u2010(2\u2010oxo\u20101,2\u2010dihydroquinolin\u20104\u2010yl)\u2010L\u2010alaninate\u20101,2,3\u2010triazole derivatives via 1,3\u2010dipolar cycloaddition reaction of 1\u2010propargyl\u20102\u2010quinolone\u2010L\u2010alaninate with appropriate azide groups. The synthesized compounds were obtained in good yield ranging from 75 to 80\u2009%. The chemical structures of these novel hybrid molecules were determined by spectroscopic methods and the antimicrobial activity of the compounds was investigated against both bacterial and fungal strains. The tested compounds showed significant antimicrobial activity and weak to moderate antifungal activity. Despite the evident similarity of the quinolone moiety of our compounds with fluoroquinolones, our compounds do not function by inhibiting DNA gyrase. Computational characterization of the compounds shows that they have attractive physicochemical and pharmacokinetic properties and could serve as templates for developing potential antimicrobial agents for clinical use.<\/jats:p>","DOI":"10.1002\/cmdc.202100714","type":"journal-article","created":{"date-parts":[[2022,1,2]],"date-time":"2022-01-02T22:05:48Z","timestamp":1641161148000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":21,"title":["Design, Synthesis, <i>in\u2005vitro<\/i> and <i>in silico<\/i> Characterization of 2\u2010Quinolone\u2010L\u2010alaninate\u20101,2,3\u2010triazoles as Antimicrobial Agents"],"prefix":"10.1002","volume":"17","author":[{"given":"Oussama","family":"Moussaoui","sequence":"first","affiliation":[{"name":"Laboratory of Applied Organic Chemistry Sidi Mohamed Ben Abdellah University  30000 Fez Morocco"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rajendra","family":"Bhadane","sequence":"additional","affiliation":[{"name":"Structural Bioinformatics Laboratory, Biochemistry \u00c5bo Akademi University  20520 Turku Finland"},{"name":"Pharmaceutical Sciences Laboratory, Pharmacy \u00c5bo Akademi University  20520 Turku Finland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Riham","family":"Sghyar","sequence":"additional","affiliation":[{"name":"Laboratory of Applied Organic Chemistry Sidi Mohamed Ben Abdellah University  30000 Fez Morocco"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0124-0474","authenticated-orcid":false,"given":"Janez","family":"Ila\u0161","sequence":"additional","affiliation":[{"name":"Faculty of Pharmacy University of Ljubljana  1000 Ljubljana Slovenia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"El Mestafa","family":"El Hadrami","sequence":"additional","affiliation":[{"name":"Laboratory of Applied Organic Chemistry Sidi Mohamed Ben Abdellah University  30000 Fez Morocco"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5925-8300","authenticated-orcid":false,"given":"Said","family":"Chakroune","sequence":"additional","affiliation":[{"name":"Laboratory of Applied Organic Chemistry Sidi Mohamed Ben Abdellah University  30000 Fez Morocco"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0725-126X","authenticated-orcid":false,"given":"Outi M. 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