Bio-guided isolation of cholinesterase inhibitors from the bulbs of Crinum x powellii.
In a search for potential acetylcholinesterase (AChE) inhibitors, the ethanol extract of the bulbs of Crinum x powellii (Amaryllidaceae) was found to demonstrate a marked inhibition of this enzyme. Using a bio-guided isolation strategy, linoleic acid ethyl ester has been identified as the compound responsible for this inhibition. Three other molecules - the alkaloid hippadine, the glycosylated benzyl alcohol derivative calleryanin and 4'-hydroxy-7-methoxyflavan - were also isolated and characterized for the first time from Crinum x powellii. The structures of these compounds were elucidated by spectrometric methods including EI, D/CI mass spectrometry, (1)H, (13)C and 2D NMR experiments. Linoleic acid was also found to inhibit AChE.
Kissling
Jonathan
J
Laboratoire de Pharmacognosie et Phytochimie, Université de Genève, Switzerland.
Ioset
Jean-Robert
JR
Marston
Andrew
A
Hostettmann
Kurt
K
D047151:Amaryllidaceae Alkaloids / Q000737:chemistry / Q000302:isolation & purification; D002800:Cholinesterase Inhibitors / Q000737:chemistry / Q000302:isolation & purification*; D031407:Crinum / Q000737:chemistry*; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification; D008041:Linoleic Acids / Q000302:isolation & purification*; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry*; D013057:Spectrum Analysis
C433580:4'-hydroxy-7-methoxyflavan; D047151:Amaryllidaceae Alkaloids; D002800:Cholinesterase Inhibitors; D005419:Flavonoids; D008041:Linoleic Acids; C039688:hippadine