Structure-based design of β-lactamase inhibitors. 2. Synthesis and evaluation of bridged sulfactams and oxamazins

A series of bridged monocyclic β-lactams activated by various groups on the β-lactam nitrogen (X = OCH 2 CO 2 H, OSO 3 H) has been synthesized and evaluated. Among them, the bridged sulfactams (X = OSO 3 H) were found to be effective β-lactamase inhibitors. They inhibit both class A and class C β-lactamases.