Hopeahainol A: an acetylcholinesterase inhibitor from Hopea hainanensis

Chemistry. 2008;14(1):376-81. doi: 10.1002/chem.200700960.

Abstract

A phytochemical study of Hopea hainanensis has led to the isolation of three new polyphenols and one known compound. The most important of these compounds are hopeahainols A (2) and B (3), which contain an unprecedented carbon skeleton. The structures were elucidated by analysis of the spectroscopic data including single-crystal X-ray spectroscopy and computational methods. Hopeahainol A was an acetylcholinesterase inhibitor with an IC50 value of 4.33 microM, which is comparable to that of huperzine A, a presently prescribed drug for the treatment of Alzheimer, while other similar structures were inactive. This observation was complemented by a 3D interaction model of the inhibitor with active sites.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / metabolism*
  • Cholinesterase Inhibitors / chemistry*
  • Cholinesterase Inhibitors / metabolism
  • Cholinesterase Inhibitors / pharmacology*
  • Crystallography, X-Ray
  • Dipterocarpaceae / chemistry*
  • Heterocyclic Compounds, 4 or More Rings / chemistry*
  • Heterocyclic Compounds, 4 or More Rings / metabolism
  • Heterocyclic Compounds, 4 or More Rings / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Structure

Substances

  • Cholinesterase Inhibitors
  • Heterocyclic Compounds, 4 or More Rings
  • hopeahainol A
  • Acetylcholinesterase