Synthesis of aminoalkyl-substituted aurone derivatives as acetylcholinesterase inhibitors

Bioorg Med Chem. 2015 Jan 1;23(1):231-40. doi: 10.1016/j.bmc.2014.11.004. Epub 2014 Nov 13.

Abstract

Alzheimer's disease (AD), a progressive and neurodegenerative disorder of the brain, is the most common cause of dementia among elderly people. To date, the successful therapeutic strategy to treat AD is maintaining the levels of acetylcholine by inhibiting acetylcholinesterase (AChE). In the present study, aurone derivatives were designed and synthesized as AChE inhibitors based on the lead structure of sulfuretin. Of those synthesized, compound 10d showed ca. 1700-fold and 6-fold higher AChE inhibitory activity than sulfuretin and galantamine, respectively. This compound also ameliorated scopolamine-induced memory deficit in mice when administered orally at the dose of 1 and 2mg/kg.

Keywords: Acetylcholinesterase inhibitor; Alzheimer’s disease; Aurone; Galantamine; Memory enhancing; Sulfuretin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alzheimer Disease / drug therapy
  • Animals
  • Benzofurans / chemical synthesis*
  • Benzofurans / chemistry
  • Benzofurans / pharmacology
  • Cholinesterase Inhibitors / chemical synthesis*
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / pharmacology
  • Male
  • Mice

Substances

  • Benzofurans
  • Cholinesterase Inhibitors
  • aurone