Alkaloids from Chlidanthus fragrans and their acetylcholinesterase, butyrylcholinesterase and prolyl oligopeptidase activities

Nat Prod Commun. 2013 Nov;8(11):1541-4.

Abstract

Eleven Amaryllidaceae alkaloids (1-11) were isolated from fresh bulbs of Chlidanthus fragrans Herb. The chemical structures were elucidated by MS, and 1D and 2D NMR spectroscopic experiments. Complete NMR assignments were achieved for deoxypretazzetine (1). All compounds were evaluated for their erythrocytic acetylcholinesterase and serum butyrylcholinesterase inhibition activity using Ellman's method. In the prolyl oligopeptidase assay, Z-Gly-Pro-p-nitroanilide was used as substrate. In biological assays, only the crinine type Amaryllidaceae alkaloid undulatine showed promising acetylcholinesterase and prolyl oligopeptidase inhibition activity with IC50 values of 23.0 +/- 1.0 microM and 1.96 +/- 0.12 mM, respectively. Other isolated compounds were considered inactive.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / metabolism*
  • Amaryllidaceae Alkaloids / chemistry
  • Amaryllidaceae Alkaloids / isolation & purification*
  • Amaryllidaceae Alkaloids / metabolism
  • Butyrylcholinesterase / metabolism*
  • Liliaceae / chemistry*
  • Liliaceae / enzymology
  • Magnetic Resonance Spectroscopy
  • Prolyl Oligopeptidases
  • Serine Endopeptidases / metabolism*

Substances

  • Amaryllidaceae Alkaloids
  • Acetylcholinesterase
  • Butyrylcholinesterase
  • Serine Endopeptidases
  • Prolyl Oligopeptidases