Abstract:

Peptidyl epoxyketones were potential antitumor agents due to their 20S proteasome inhibitory activities. Based on their structures and special inhibitory mechanism, a series of compounds were designed by linking the epoxyketone moiety (the C-terminal pharmacophore) and the peptide backbones. To make these compounds, we used a novel method to prepare the terminal α,β-unsaturated ketone, the crucial intermediate, from Weinreb amide with satisfactory yield (62%–65%).

Key words: Epoxyketone, Epoxyketone, Synthesis, Synthesis, α,β-Unsaturated ketone, α,β-Unsaturated ketone, Weinreb amide, Weinreb amide