The total synthesis of berberine and selected analogues, and their evaluation as amyloid beta aggregation inhibitors.

Affiliation

Tajiri M(1), Yamada R(1), Hotsumi M(1), Makabe K(1), Konno H(2).
Author information:
(1)Graduate School of Science and Engineering, Yamagata University, Yonezawa, Yamagata 992-8510, Japan.
(2)Graduate School of Science and Engineering, Yamagata University, Yonezawa, Yamagata 992-8510, Japan. Electronic address: [Email]

Abstract

The total synthesis of berberine and selected analogues. And their evaluation as amyloid β (Aβ) aggregation inhibitors is described. The key step in the synthesis, the assembly of the berberine framework, was accomplished using an intermolecular Heck reaction. Berberine analog 17 incorporating a tertiary amine moiety showed good anti Aβ aggregation activity, water solubility, and almost no toxicity to nerve cells.