Alkylidene Oxapenem ?-Lactamase Inhibitors Revisited: Potent Broad Spectrum Activity but New Stability Challenges.
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ABSTRACT:
SUBMITTER: Miller MD
PROVIDER: S-EPMC4137382 | biostudies-literature | 2014 Aug
REPOSITORIES: biostudies-literature
Publications
Alkylidene Oxapenem β-Lactamase Inhibitors Revisited: Potent Broad Spectrum Activity but New Stability Challenges.
Miller Matthew D MD Kale Manoj M Reddy Kishore K Tentarelli Sharon S Zambrowski Mark M Zhang Minli M Palmer Tiffany T Breen John J Lahiri Sushmita S Shirude Pravin S PS Verheijen Jeroen C JC
ACS medicinal chemistry letters 20140620 8
We present a comprehensive study of C6-alkylidene containing oxapenems. We show that this class of β-lactamase inhibitors possesses an unprecedented spectrum with activity against class A, C, and D enzymes. Surprisingly, this class of compounds displayed significant photolytic instability in addition to the known hydrolytic instability. Quantum mechanical calculations were used to develop models to predict the stability of new analogues. ...[more]
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