{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,26]],"date-time":"2026-09-26T03:43:03Z","timestamp":1790394183846,"version":"4.1.0"},"reference-count":28,"publisher":"Wiley","issue":"14","license":[{"start":{"date-parts":[[2020,6,22]],"date-time":"2020-06-22T00:00:00Z","timestamp":1592784000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/100009104","name":"Universit\u00e0 Degli Studi di Modena e Reggio Emila","doi-asserted-by":"publisher","award":["FAR 2016"],"award-info":[{"award-number":["FAR 2016"]}],"id":[{"id":"10.13039\/100009104","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemMedChem"],"published-print":{"date-parts":[[2020,7,20]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Boronic acids are known reversible covalent inhibitors of serine \u03b2\u2010lactamases. The selectivity and high potency of specific boronates bearing an amide side chain that mimics the \u03b2\u2010lactam's amide side chain have been advanced in several studies. Herein, we describe a new class of boronic acids in which the amide group is replaced by a bioisostere triazole. The boronic acids were obtained in a two\u2010step synthesis that relies on the solid and versatile copper\u2010catalyzed azide\u2013alkyne cycloaddition (CuAAC) followed by boronate deprotection. All of the compounds show very good inhibition of the\n                    <jats:italic>Klebsiella pneumoniae<\/jats:italic>\n                    carbapenemase KPC\u20102, with\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    values ranging from 1\u2005nM to 1\u2005\u03bcM, and most of them are able to restore cefepime activity against\n                    <jats:italic>K. pneumoniae<\/jats:italic>\n                    harboring\n                    <jats:italic>bla<\/jats:italic>\n                    <jats:sub>KPC\u20102<\/jats:sub>\n                    . In particular, compound\n                    <jats:bold>1\u2009e<\/jats:bold>\n                    , bearing a sulfonamide substituted by a thiophene ring, proved to be an excellent KPC\u20102 inhibitor (\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    =30\u2005nM); it restored cefepime susceptibility in KPC\u2010Kpn cells (MIC=0.5\u2005\u03bcg\/mL) with values similar to that of vaborbactam (\n                    <jats:italic>K<\/jats:italic>\n                    <jats:sub>i<\/jats:sub>\n                    =20\u2005nM, MIC in KPC\u2010Kpn 0.5\u2005\u03bcg\/mL). Our findings suggest that \u03b1\u2010triazolylboronates might represent an effective scaffold for the treatment of KPC\u2010mediated infections.\n                  <\/jats:p>","DOI":"10.1002\/cmdc.202000126","type":"journal-article","created":{"date-parts":[[2020,5,27]],"date-time":"2020-05-27T16:52:10Z","timestamp":1590598330000},"page":"1283-1288","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":8,"title":["\u03b1\u2010Triazolylboronic Acids: A Promising Scaffold for Effective Inhibitors of KPCs"],"prefix":"10.1002","volume":"15","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7670-216X","authenticated-orcid":false,"given":"Maria Luisa","family":"Introvigne","sequence":"first","affiliation":[{"name":"Clinical and Experimental Medicine PhD Programme University of Modena and Reggio Emilia  via Universit\u00e0 4 41121 Modena Italy"},{"name":"Department of Life Sciences University of Modena and Reggio Emilia  Via Campi 103 41125 Modena Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Magdalena A.","family":"Taracila","sequence":"additional","affiliation":[{"name":"Departments of Medicine"},{"name":"Louis Stokes Cleveland Department of Veterans Affairs Medical Center  Cleveland OH 44106 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Fabio","family":"Prati","sequence":"additional","affiliation":[{"name":"Department of Life Sciences University of Modena and Reggio Emilia  Via Campi 103 41125 Modena Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Emilia","family":"Caselli","sequence":"additional","affiliation":[{"name":"Department of Life Sciences University of Modena and Reggio Emilia  Via Campi 103 41125 Modena Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Robert A.","family":"Bonomo","sequence":"additional","affiliation":[{"name":"Departments of Medicine"},{"name":"Pharmacology, Biochemistry and Molecular Biology and Microbiology, Biochemistry, and Proteomics and Bioinformatics Case Western Reserve University  2109 Adelbert Rd. Cleveland OH 44106 USA"},{"name":"Louis Stokes Cleveland Department of Veterans Affairs Medical Center  Cleveland OH 44106 USA"},{"name":"CWRU-Cleveland VAMC Center for Antimicrobial Resistance and Epidemiology (Case VA CARES)  Cleveland OH 44106 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,6,22]]},"reference":[{"key":"e_1_2_7_1_1","unstructured":"World Health Organization.Global Antimicrobial Resistance Surveillance System. Manual for Early Implementation. 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