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.