Dereplication Study on Glaucium aleppicum Boiss. in Jordan

The secondary metabolite constituents of Glaucium aleppicum Boiss. et Hausskn. ex Boiass. (Papaveraceae) were investigated using an in-house developed Ultra Performance Liquid Chromatography-Photodiode Array-High Resolution Tandem Mass Spectrometry (UPLC-PDAHRMS-MS/MS) method. In this study the powerful resolution and short analysis time afforded by UPLC coupled to the outstanding mass accuracy of an Orbitrap mass spectrometer was used to develop a rapid and effective dereplication method to identify secondary metabolite constituents of G. aleppicum in crude extracts. In addition, HCD MS/MS and UV (photodiode array) spectra were used as an integral part of the strategy. This methodology was applied on a small amount of extract (~ 1 mg) of G. aleppicum to dereplicate twelve compounds. Five of which have been isolated previously from G. aleppicum: allocryptopine, protopine, corydine, isocorydine, and norchelidonine. Seven were new to the species, these include: dehydroglaucine, norisocorydine, chelerythrine, norsanguinarine, dihydrochelerythrine, corytuberine, and fumaflorine methyl ester. In addition to one more compound that was unidentified and thus considered new. keywords: Norisocorydine, Norchelidonine, Dihydrochelerythrine, Corytuberine, Norsanguinarine, Fumaflorine methyl ester, Chelerythrine, Dehydroglaucine, Glucium aleppicum, LC-MS.