As a part of a project designed to investigate Colchicum species in Jordan, the chemical constituents of Colchicum crocifolium Boiss. (Colchicaceae) were investigated using LC-MS and LC-UV/Vis PDA. A decision tree for working with colchicinods has been developed by incorporating data from LC-UV/PDA and LC-MS. This dereplication strategy draws upon the UV/PDA spectra to classify compounds into one of four structural groups and combines this with retention time and mass spectra/molecular weight to identify the compounds. This strategy was applied on a small amount of extract (2 mg) of Colchicum crocifolium to dereplicate 10 known compounds from four different structural groups, namely (−)-demecolcine, 2-demethyl-(−)colchicine or3-demethyl-(−)-colchicine, N-deacetyl-(−)-colchicine, (−)-colchiciline, (−)colchicine, β-lumidemecolcine, 2-demethyl-β-lumicolchicine or 3-demethyl-βlumicolchicine, N,N-dimethyl-N-deacetyl-β-lumicornigerine, (−)-isoandrocymbine and (−)autumnaline. Furthermore, a new compound was identi?ed as N,N-dimethyl-N-deacetyl-(−)cornigerine. Three compounds, which had molecular ions at m/z 325, 340 and 374, could not be dereplicated into any obvious structural classes that have been isolated in our laboratories previously or reported in the literature.
A new colchicinoid from Colchicum crocifolium Boiss. (Colchicaceae) was isolated and identified as N,N-dimethyl-N-deacetyl-(-)-cornigerine (5), along with four known compounds, but new to the species: (-)-colchicine (1), (-)-demecolcine (2), (-)-N-methyl-(-)-demecolcine (3) and 3-demethyl-N-methyl-(-)-demecolcine (4). All isolated compounds showed potent cytotoxicity against a human cancer cell panel.
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