Identification of flavonoid glycosides using metal complexation and tandem mass spectrometry

AGFD 8

Barry D. Davis, barrydavis@mail.utexas.edu1, Michael Pikulski1, Junmei Zhang1, Paul W. Needs2, Paul A. Kroon2, and Jennifer S. Brodbelt1. (1) Department of Chemistry and Biochemistry, The University of Texas at Austin, 1 University Station A5300, Austin, TX 78712, (2) Institute of Food Research, Norwich Research Park, Colney, Norwich NR4 7UA, United Kingdom
The precise identification of flavonoid glycosides using mass spectrometry is a challenging task. The glycosidic portions are a particular challenge due to structural isomerism and multiple possible glycosylation sites. Simple metal complexation techniques have been developed which provide this information when used in combination with tandem mass spectrometry. In this way, isomeric compounds that usually yield identical fragmentation patterns are readily differentiated. The fragmentation patterns of the metal complexes are consistent for particular structural motifs, expanding the range of this identification technique to a large number of molecules. Metal complexation can be adapted to LCMS methods to provide structural information for reversed-phase liquid chromatography separations. The method has been proven applicable to the flavonol, flavone and flavanone classes.