Ontology highlight
ABSTRACT:
SUBMITTER: Tehrani KHME
PROVIDER: S-EPMC8273888 | biostudies-literature | 2021 Jul
REPOSITORIES: biostudies-literature
Tehrani Kamaleddin H M E KHME Wade Nicola N Mashayekhi Vida V Brüchle Nora C NC Jespers Willem W Voskuil Koen K Pesce Diego D van Haren Matthijs J MJ van Westen Gerard J P GJP Martin Nathaniel I NI
Journal of medicinal chemistry 20210628 13
In an attempt to exploit the hydrolytic mechanism by which β-lactamases degrade cephalosporins, we designed and synthesized a series of novel cephalosporin prodrugs aimed at delivering thiol-based inhibitors of metallo-β-lactamases (MBLs) in a spatiotemporally controlled fashion. While enzymatic hydrolysis of the β-lactam ring was observed, it was not accompanied by inhibitor release. Nonetheless, the cephalosporin prodrugs, especially thiomandelic acid conjugate (<b>8</b>), demonstrated potent ...[more]