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Differentiation of flavonoid glycoside isomers by using metal complexation and electrospray ionization mass spectrometry

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Journal of the American Society for Mass Spectrometry

Abstract

The elucidation of flavonoid isomers is accomplished by electrospray ionization tandem mass spectrometry (ESI-MS/MS) via formation and collisional activated dissociation (CAD) of metal/flavonoid complexes containing an auxiliary ligand. Addition of a metal salt and a suitable neutral auxiliary ligand to flavonoids in solution results in the formation of [M(II) (flavonoid-H) ligand]+ complexes by ESI which, upon collisional activated dissociation, often result in more distinctive fragmentation patterns than observed for conventional protonated or deprotonated flavonoids. Previously, 2,2′-bipyridine was used as an auxiliary ligand, and now we compare and explore the use of alternative pyridyl ligands, including 4,7-diphenyl-1,10-phenanthroline. Using this technique, three groups of flavonoid glycoside isomers are differentiated, including glycosides of apigenin, quercetin, and luteolin.

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  1. Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas, USA

    Michael Pikulski & Jennifer S. Brodbelt

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Published online October 30, 2003

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Pikulski, M., Brodbelt, J.S. Differentiation of flavonoid glycoside isomers by using metal complexation and electrospray ionization mass spectrometry. J Am Soc Mass Spectrom 14, 1437–1453 (2003). https://doi.org/10.1016/j.jasms.2003.07.002

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