Novel neurotrophic phenylbutenoids from Indonesian ginger Bangle, Zingiber purpureum

Bioorg Med Chem Lett. 2015 Apr 1;25(7):1586-91. doi: 10.1016/j.bmcl.2015.02.005. Epub 2015 Feb 12.

Abstract

Two new curcuminoids 1 and 2, and a new phenylbutenoid dimer 3, were isolated from Bangle (Zingiber purpureum). Their structures were determined on the basis of comprehensive spectroscopic data and their biogenetic pathway. Compounds 1 and 2 are the first example of curcumin coupled with phenylbutenoid. Compounds 1 and 2 promoted neurite outgrowth of NGF-mediated PC12 cells at concentrations ranging from 1 to 10 μM. In addition, compound 1 was found to accelerate the prevention of Aβ42 aggregation.

Keywords: Bangle; Curcuminoid; NGF; Neurite outgrowth-promoting activity; PC12 cells; Phenylbutenoid; Zingiber purpureum.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amyloid beta-Peptides / metabolism
  • Animals
  • Chalcones / chemistry
  • Chalcones / isolation & purification
  • Chalcones / pharmacology*
  • Curcumin / chemistry
  • Curcumin / isolation & purification
  • Curcumin / pharmacology
  • Dose-Response Relationship, Drug
  • Molecular Conformation
  • PC12 Cells
  • Rats
  • Structure-Activity Relationship
  • Zingiberaceae / chemistry*

Substances

  • Amyloid beta-Peptides
  • Chalcones
  • neocassumunarin A
  • Curcumin