Assessment of enzyme inhibitory and antioxidant activities of lignans from Taxus baccata L

Z Naturforsch C J Biosci. 2010 Mar-Apr;65(3-4):187-94. doi: 10.1515/znc-2010-3-404.

Abstract

Phytochemical investigations of Taxus baccata L. by successive chromatographic methods resulted in the isolation of the lignans lariciresinol (1), taxiresinol (2), 3'-demethylisolariciresinol-9'-hydroxyisopropylether (3), isolariciresinol (4), and 3-demethylisolariciresinol (5) as well as taxoids. Compounds 1-5 were evaluated for their acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and lipoxygenase (LOX) inhibitory activities, which play a role in the pathogenesis of Alzheimer's disease (AD), by in vitro spectrophotometric methods, while they were also screened for their antioxidant capacity in 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging, ferrous ion-chelating effect, and ferric-reducing antioxidant power (FRAP) at 125, 250, 500, and 1000 microg ml(-1). All compounds exhibited a moderate inhibition against both BChE and LOX, whereas they were inactive towards AChE. The compounds displayed a great scavenging activity against DPPH especially at 500 and 1000 microg ml(-1). Besides, they were found to exert noteworthy reducing antioxidant power on ferric ions. In particular, the FRAP of compounds 2 (3.552 +/- 0.02), 4 (3.021 +/- 0.71), and 5 (3.533 +/- 0.01) were as high as that of the reference chlorogenic acid (3.618 +/- 0.01) at 1000 microg ml(-1). None of the compounds exhibited chelating ability against ferrous ions.

MeSH terms

  • Alzheimer Disease / drug therapy
  • Alzheimer Disease / physiopathology
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology
  • Antioxidants / therapeutic use
  • Butyrylcholinesterase / drug effects
  • Butyrylcholinesterase / metabolism
  • Cholinesterase Inhibitors / isolation & purification
  • Cholinesterase Inhibitors / pharmacology
  • Cholinesterase Inhibitors / therapeutic use
  • Enzyme Inhibitors / isolation & purification*
  • Enzyme Inhibitors / pharmacology
  • Free Radical Scavengers / isolation & purification
  • Free Radical Scavengers / pharmacology
  • Humans
  • Lipoxygenase Inhibitors / isolation & purification
  • Lipoxygenase Inhibitors / pharmacology
  • Plants, Medicinal / chemistry
  • Taxus / chemistry*
  • Turkey

Substances

  • Antioxidants
  • Cholinesterase Inhibitors
  • Enzyme Inhibitors
  • Free Radical Scavengers
  • Lipoxygenase Inhibitors
  • Butyrylcholinesterase