"Clicked" sugar-curcumin conjugate: modulator of amyloid-β and tau peptide aggregation at ultralow concentrations

ACS Chem Neurosci. 2011 Dec 21;2(12):694-9. doi: 10.1021/cn200088r. Epub 2011 Oct 13.

Abstract

The synthesis of a water/plasma soluble, noncytotoxic, "clicked" sugar-derivative of curcumin with amplified bioefficacy in modulating amyloid-β and tau peptide aggregation is presented. Curcumin inhibits amyloid-β and tau peptide aggregation at micromolar concentrations; the sugar-curcumin conjugate inhibits Aβ and tau peptide aggregation at concentrations as low as 8 nM and 0.1 nM, respectively. In comparison to curcumin, this conveniently synthesized Alzheimer's drug candidate is a more powerful antioxidant.

Keywords: Alzheimer’s disease (AD); amyloid-β; antioxidant potential; curcumin; tau peptide; “click” reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alzheimer Disease / drug therapy
  • Alzheimer Disease / metabolism
  • Amyloid beta-Peptides / metabolism*
  • Animals
  • Antioxidants / administration & dosage
  • Antioxidants / chemical synthesis
  • Antioxidants / metabolism
  • Cells, Cultured
  • Curcumin / administration & dosage
  • Curcumin / chemical synthesis*
  • Curcumin / metabolism*
  • Galactose / administration & dosage
  • Galactose / chemical synthesis*
  • Galactose / metabolism*
  • Hippocampus / drug effects
  • Hippocampus / metabolism
  • Humans
  • Mice
  • tau Proteins / metabolism*

Substances

  • Amyloid beta-Peptides
  • Antioxidants
  • tau Proteins
  • Curcumin
  • Galactose