Structure characterization of flavonoid O-diglycosides by positive and negative nano-electrospray ionization ion trap mass spectrometry

被引:206
作者
Cuyckens, F
Rozenberg, R
de Hoffmann, E
Claeys, M
机构
[1] Univ Instelling Antwerp, Dept Pharmaceut Sci, UIA, B-2610 Antwerp, Belgium
[2] Catholic Univ Louvain, Fac Sci, Dept Chim, B-1348 Louvain, Belgium
来源
JOURNAL OF MASS SPECTROMETRY | 2001年 / 36卷 / 11期
关键词
flavonoid O-diglycosides; structure; nano-electrospray ionization; ion trap mass spectrometry;
D O I
10.1002/jms.224
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Isomeric flavonoid O-diglycosides were analyzed by positive and negative nano-electrospray ionization (ESI) ion trap mass spectrometry (ITMS} in order to evaluate whether the two most common interglycosidic linkage Types, i.e. 1 --> 2 and 1 --> 6, found for glycosides containing a rhamnosylglucose glycan part can be differentiated. In the positive ion mode the degree of internal glucose residue loss was found to be strongly dependent on the aglycone type and was very pronounced for aglycones of the flavanone type. The relative abundance of the Y-type ions formed by fragmentation at glycosidic bonds only allows one to infer the interglycosidic linkage types in the case of flavone O-diglycosides. In contrast, the negative ion mode makes a clear differentiation between a rutinoside (1 --> 6) and a neohesperidoside (1 --> 2) glycan residue possible for all aglycone types. The neohesperidose-containing compounds could be characterized by additional product ions. When the compounds were dissolved in pure methanol a molecular radical ion tvas found to be the base peak in nano-ESI. Copyright (C) 2001 John Wiley & Sons, Ltd.
引用
收藏
页码:1203 / 1210
页数:8
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