Identification of flavone aglycones and glycosides in soybean pods by liquid chromatography-tandem mass spectrometry.
High-performance liquid chromatography-atmospheric pressure chemical ionization mass spectrometry was used to identify flavone aglycones and glycosides in soybean pods. Tandem mass spectrometry (MS-MS and MS-MS-MS) and photodiode array detection were also utilized in flavone characterization. A total of seven flavone aglycones and glycosides were identified. Among them three flavone aglycones--apigenin, 7,4'-dihydroxyflavone, and luteolin--and two flavone glycosides--apigenin-7-O-beta-D-glucoside, and luteolin-7-O-beta-D-glucoside--were unambiguously identified based on their abundant (M+H)+ ions, UV spectra, retention time, and tandem mass spectrometric analysis compared with authentic standards. The tentative identification of two flavone glycosides as 7,4'-dihydroxyflavone-7-O-beta-D-glucoside and apigenin-7-O-beta-D-glucoside-6"-O-malonate was based on UV spectra, (M+H)+ ions, and tandem mass spectrometry. This is the first report identifying flavone aglycones and glycosides in soybean pods.
Boué
Stephen M
SM
US Department of Agriculture, Agricultural Research Center, Southern Regional Research Center, P.O. Box 19687, New Orleans, LA 70179-0687 USA. sboue@nola.srrc.usda.gov
Carter-Wientjes
Carol H
CH
Shih
Betty Y
BY
Cleveland
Thomas E
TE
D047310:Apigenin; D002851:Chromatography, High Pressure Liquid; D002853:Chromatography, Liquid / Q000379:methods; D047309:Flavones; D005419:Flavonoids / Q000032:analysis* / Q000737:chemistry; D005960:Glucosides / Q000032:analysis / Q000737:chemistry; D006027:Glycosides / Q000032:analysis* / Q000737:chemistry; D047311:Luteolin; D015394:Molecular Structure; D013025:Glycine max / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D013056:Spectrophotometry, Ultraviolet
D047309:Flavones; D005419:Flavonoids; D005960:Glucosides; D006027:Glycosides; D047310:Apigenin; D047311:Luteolin; C043562:flavone