Design, synthesis, and evaluation of a water soluble C5-monoketone type curcumin analogue as a potent amyloid β aggregation inhibitor

  • Bioorg Med Chem Lett. 2019 Aug 15;29(16):2157-2161. doi: 10.1016/j.bmcl.2019.06.052.
Mayumi Hotsumi  1 ,  Misato Tajiri  1 ,  Yuri Nikaido  1 ,  Taki Sato  1 ,  Koki Makabe  1 ,  Hiroyuki Konno  2
Affiliations
  • 1. Department of Biochemical Engineering, Graduate School of Science and Engineering, Yamagata University, Yonezawa, Yamagata 992-8510, Japan.
  • 2. Department of Biochemical Engineering, Graduate School of Science and Engineering, Yamagata University, Yonezawa, Yamagata 992-8510, Japan. Electronic address: [email protected].
PMID: 31262559 DOI: 10.1016/j.bmcl.2019.06.052
Abstract

A structure activity relationship study of curcumin analogues for the inhibition of amyloid β aggregation is described. Optimization of the o-phenol and olefin spacer resulted in the identification of the C5-monoketone type curcumin analogue AY1319, which exhibited potent anti-amyloid β aggregation activity (leading to nanorod-like fragments), sufficient water solubility, and low cytotoxicity.

Keywords
Aggregation; Amyloid β; Curcumin; Water soluble.