Synthesis of rocaglamide derivatives and evaluation of their Wnt signal inhibitory activities. Issue 11 (19th February 2016)

• Record Type: Journal Article
• Authors: Arai, Midori A.; Kofuji, Yuuki; Tanaka, Yuuki; Yanase, Natsuki; Yamaku, Kazuki; Fuentes, Rolly G.; Karmakar, Utpal Kumar; Ishibashi, Masami
• Is Part Of: Organic & biomolecular chemistry. Volume 14:Issue 11(2016)
• Page Start: 3061
• Page End: 3068
• Publication Date: 2016-02-19
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c5ob02537k
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A new class of rocaglamide derivatives were synthesized by [3 + 2] cycloaddition and their Wnt signal inhibitory activities were evaluated. Abstract : Rocaglamides are bioactive natural compounds which have a cyclopenta[ b ]benzofuran core structure. The total synthesis of a reported natural product, 3′-hydroxymethylrocaglate (5 ), was achieved using [3 + 2] cycloaddition between 3-hydroxyflavone and methyl cinnamate. We also describe the synthesis of rocaglamide heterocycle derivatives and evaluate their Wnt signal inhibitory activities. Compounds4, 5, 22a, 22b, 22c and23c showed potent Wnt signal inhibitory activity.