Norfriedelins A-C with acetylcholinesterase inhibitory activity from acerola tree (Malpighia emarginata)

Org Lett. 2013 Apr 5;15(7):1580-3. doi: 10.1021/ol4003702. Epub 2013 Mar 13.

Abstract

Three novel norfriedelanes, A-C (1-3), were isolated from the branches and roots of Malpighia emarginata . Their structures and absolute configurations were determined by 1D and 2D NMR techniques and X-ray crystallographic analysis. Norfriedelin A (possessing an α-oxo-β-lactone group) and norfriedelin B (with a keto-lactone group) showed acetylcholinesterase inhibitory effects with the IC50 values of 10.3 and 28.7 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / isolation & purification*
  • Cholinesterase Inhibitors / pharmacology*
  • Crystallography, X-Ray
  • Inhibitory Concentration 50
  • Malpighiaceae / chemistry*
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology*

Substances

  • Cholinesterase Inhibitors
  • Triterpenes
  • norfriedelin A
  • norfriedelin B
  • norfriedelin C