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An investigation of the formation of fused- and spiro-β-lactone annulate to γ-lactams has shown that the fused systems are formed preferentially, under standard conditions, but that spiro systems are accessible only when the formation of the fused system is blocked and require careful optimisation of reaction conditions. These systems display both weak antibacterial activity and proteasome inhibition.

Original publication

DOI

10.1039/c7ob01148b

Type

Journal article

Journal

Org Biomol Chem

Publication Date

27/06/2017

Volume

15

Pages

5373 - 5379

Keywords

Anti-Bacterial Agents, Cell Line, Tumor, Cell Survival, Escherichia coli, Humans, Lactams, Lactones, Microbial Sensitivity Tests, Molecular Conformation, Proteasome Endopeptidase Complex, Proteasome Inhibitors, Spiro Compounds, Staphylococcus aureus