Journal
ACS MEDICINAL CHEMISTRY LETTERS
Volume 5, Issue 8, Pages 915-920Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ml5001855
Keywords
Oxapenems; beta-lactamase inhibitors; Gram-negative infections; quantum mechanical calculations; stability
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We present a comprehensive study of C6-alkylidene containing oxapenems. We show that this class of beta-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.
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