1254364-26-5Relevant articles and documents
Structure-activity relationship of boronic acid derivatives of tyropeptin: Proteasome inhibitors
Watanabe, Takumi,Abe, Hikaru,Momose, Isao,Takahashi, Yoshikazu,Ikeda, Daishiro,Akamatsu, Yuzuru
scheme or table, p. 5839 - 5842 (2010/11/17)
The structure-activity relationship of the boronic acid derivatives of tyropeptin, a proteasome inhibitor, was studied. Based on the structure of a previously reported boronate analog of tyropeptin (2), 41 derivatives, which have varying substructure at the N-terminal acyl moiety and P2 position, were synthesized. Among them, 3-phenoxyphenylacetamide 6 and 3-fluoro picolinamide 22 displayed the most potent inhibitory activity toward chymotryptic activity of proteasome and cytotoxicity, respectively. The replacement of the isopropyl group in the P2 side chain to H or Me had negligible effects on the biological activities examined in this study.