Colchicinoids from Colchicum Crocifolium Boiss.: A Case Study in Dereplication Strategies for (-)-Colchicine and Related Analogs Using LC-MS and LC-PDA Techniques
- UNCG Author/Contributor (non-UNCG co-authors, if there are any, appear on document)
- Nicholas Oberlies, Patricia A. Sullivan Distinguished Professor of Chemistry (Creator)
- Institution
- The University of North Carolina at Greensboro (UNCG )
- Web Site: http://library.uncg.edu/
Abstract: 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, ß-lumidemecolcine, 2-demethyl-ß-lumicolchicine or 3-demethyl-ß-lumicolchicine, N,N-dimethyl-N-deacetyl-ß-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.
Colchicinoids from Colchicum Crocifolium Boiss.: A Case Study in Dereplication Strategies for (-)-Colchicine and Related Analogs Using LC-MS and LC-PDA Techniques
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Additional Information
- Publication
- Phytochemical Analysis, 19, 385-394. PMID: 18444231; doi: 10.1002/pca.1060
- Language: English
- Date: 2008
- Keywords
- bioactive natural products, hyphenated techniques, Jordanian medicinal plants, biodiversity, colchicaceae