{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,24]],"date-time":"2026-09-24T14:55:52Z","timestamp":1790261752222,"version":"4.1.0"},"reference-count":46,"publisher":"Wiley","issue":"11","license":[{"start":{"date-parts":[[2014,7,22]],"date-time":"2014-07-22T00:00:00Z","timestamp":1405987200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemMedChem"],"published-print":{"date-parts":[[2014,11]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The emergence and spread of antibiotic\u2010resistant pathogens is a global public health problem. Metallo\u2010\u03b2\u2010lactamases (M\u03b2Ls) such as New Delhi M\u03b2L\u20101 (NDM\u20101) are principle contributors to the emergence of resistance because of their ability to hydrolyze almost all known \u03b2\u2010lactam antibiotics including penicillins, cephalosporins, and carbapenems. A clinical inhibitor of MBLs has not yet been found. In this study we developed eighteen new diaryl\u2010substituted azolylthioacetamides and found all of them to be inhibitors of the M\u03b2L L1 from <jats:italic>Stenotrophomonas maltophilia<\/jats:italic> (<jats:italic>K<\/jats:italic><jats:sub>i<\/jats:sub>&lt;2\u2005\u03bc<jats:sc>M<\/jats:sc>), thirteen to be mixed inhibitors of NDM\u20101 (<jats:italic>K<\/jats:italic><jats:sub>i<\/jats:sub>&lt;7\u2005\u03bc<jats:sc>M<\/jats:sc>), and four to be broad\u2010spectrum inhibitors of all four tested M\u03b2Ls CcrA from <jats:italic>Bacteroides fragilis<\/jats:italic>, NDM\u20101 and ImiS from <jats:italic>Aeromonas veronii<\/jats:italic>, and L1 (<jats:italic>K<\/jats:italic><jats:sub>i<\/jats:sub>&lt;52\u2005\u03bc<jats:sc>M<\/jats:sc>), which are representative of the B1a, B1b, B2, and B3 subclasses, respectively. Docking studies revealed that the azolylthioacetamides, which have the broadest inhibitory activity, coordinate to the Zn<jats:sup>II<\/jats:sup> ion(s) preferentially via the triazole moiety, while other moieties interact mostly with the conserved active site residues Lys224 (CcrA, NDM\u20101, and ImiS) or Ser221 (L1).<\/jats:p>","DOI":"10.1002\/cmdc.201402249","type":"journal-article","created":{"date-parts":[[2014,7,22]],"date-time":"2014-07-22T05:53:50Z","timestamp":1406008430000},"page":"2445-2448","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":67,"title":["Diaryl\u2010Substituted Azolylthioacetamides: Inhibitor Discovery of New Delhi Metallo\u2010\u03b2\u2010Lactamase\u20101 (NDM\u20101)"],"prefix":"10.1002","volume":"9","author":[{"given":"Yi\u2010Lin","family":"Zhang","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ke\u2010Wu","family":"Yang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ya\u2010Jun","family":"Zhou","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alecander E.","family":"LaCuran","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Peter","family":"Oelschlaeger","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michael W.","family":"Crowder","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2014,7,22]]},"reference":[{"key":"e_1_2_4_1_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1164586"},{"key":"e_1_2_4_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja9086374"},{"key":"e_1_2_4_3_2","doi-asserted-by":"publisher","DOI":"10.1128\/AAC.01009-09"},{"key":"e_1_2_4_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bcp.2007.05.021"},{"key":"e_1_2_4_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi300056y"},{"key":"e_1_2_4_6_2","doi-asserted-by":"publisher","DOI":"10.1007\/s10156-013-0640-7"},{"key":"e_1_2_4_7_2","unstructured":"\u00a0"},{"key":"e_1_2_4_8_2","doi-asserted-by":"publisher","DOI":"10.1093\/cid\/ciq179"},{"key":"e_1_2_4_9_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1469-0691.2010.03385.x"},{"key":"e_1_2_4_10_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tim.2011.09.005"},{"key":"e_1_2_4_11_2","doi-asserted-by":"publisher","DOI":"10.1016\/S1473-3099(10)70143-2"},{"key":"e_1_2_4_12_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00018-004-4214-9"},{"key":"e_1_2_4_13_2","doi-asserted-by":"publisher","DOI":"10.1128\/CMR.18.2.306-325.2005"},{"key":"e_1_2_4_14_2","doi-asserted-by":"publisher","DOI":"10.1128\/AAC.00296-11"},{"key":"e_1_2_4_15_2","doi-asserted-by":"publisher","DOI":"10.1128\/CMR.00037-09"},{"key":"e_1_2_4_16_2","unstructured":"\u00a0"},{"key":"e_1_2_4_17_2","doi-asserted-by":"publisher","DOI":"10.2174\/092986709789104957"},{"key":"e_1_2_4_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm9012938"},{"key":"e_1_2_4_19_2","first-page":"823","volume":"5","author":"Toney J. 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