LC-MS/MS ANALYSIS OF SUGARCANE EXTRACTS AND DIFFERENTIATION OF MONOSACCHARIDES MOIETIES OF FLAVONE C-GLYCOSIDES

LC-MS/MS data of the flavones from extracts of nonmodified and transgenic sugarcane ("Bowman-Birk" and "Kunitz") led to the proposition of characteristic fragmentations that can be applied to identify the monosaccharides glucose, arabinose, and rhamnose in C-glycosylflavones. Col...

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Bibliographic Details
Published in:Journal of liquid chromatography & related technologies 2013-01, Vol.36 (2), p.239-248
Main Authors: Colombo, Renata, Yariwake, Janete Harumi, Queiroz, Emerson Ferreira, Ndjoko, Karine, Hostettmann, Kurt
Format: Article
Language:English
Subjects:
Analytical chemistry
Arabinose
CID-MS/MS
Derivatives
Diagnostic systems
Differentiation
flavonoids
Glucose
LC-UV-MS
Liquid chromatography
Monosaccharides
postcolumn derivatization
sugarcane
Transgenic
transgenic plants
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Summary:LC-MS/MS data of the flavones from extracts of nonmodified and transgenic sugarcane ("Bowman-Birk" and "Kunitz") led to the proposition of characteristic fragmentations that can be applied to identify the monosaccharides glucose, arabinose, and rhamnose in C-glycosylflavones. Collision-induced dissociation (CID) MS/MS generated diagnostic ions for different linked sugars in C-glycosylflavone-O-glycoside and C-glycosylflavone-O-acid derivatives, and the combination of MS data with postcolumn derivatization using UV shift reagents (which provide complementary information to determine the substitution patterns in the flavone skeleton) allowed for the identification of seven flavones not previously reported in sugarcane: 6-methoxyluteolin-8-C-arabinosyl-7-O-glucoside; diosmetin-8-C-arabinosyl-7-O-arabinoside; vitexin-7-O-rhamnoside; diosmetin-8-C-rhamnosyl-7-O-glucoside; tricetin-8-C-(6‴-O-sinapoylglucoside); 7,4′ di-O-methylapigenin-8-C-arabinosyl-rhamnoside; and luteolin-8-C-rhamnosyl-7-O-rhamnoside.
ISSN:1082-6076
1520-572X
DOI:10.1080/10826076.2011.649876