Systematic screening and characterization of flavonoid glycosides in Carthamus tinctorius L. by liquid chromatography/UV diode-array detection/electrospray ionization tandem mass spectrometry

被引:69
作者
Jin, Yu [1 ]
Xiao, Yuan-sheng [1 ]
Zhang, Fei-fang [1 ]
Xue, Xing-ya [1 ]
Xu, Qing [1 ]
Liang, Xin-miao [1 ]
机构
[1] Chinese Acad Sci, Dalian Inst Chem Phys, Grad Sch, Dalian 116023, Peoples R China
关键词
screening; characterization; flavonoid glycosides; Carthamus tinctorius L; HPLC/DAD/ESI-MS;
D O I
10.1016/j.jpba.2007.10.036
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
The traditional Chinese medicine (TCM) is a complex system, which always consists of numerous compounds with significant difference in the content and physical and chemical properties. In this paper, a screening method based on target molecular weights was developed to characterize the flavonoid glycosides in the flower of Carthamus tinctorius L. The screening tables of aglycone and glycan were designed, respectively, in order to select and combine freely. The multiple reaction monitoring (MRM) scan mode with higher sensitivity and selectivity was adopted in the screening, which benefit the characterization for the minor components. Seventy-seven flavonoid glycosides were screened out finally, and their structures were characterized by tandem mass spectrometric method in both positive and negative ion modes. The glycosylation mode, aglycone, sequence and/or the interglycosidic linkages of the glycan portion and glycosylation position were elucidated by the fragmentation rule in the MS. Numerous compounds screened out with this method showed the structure variety in secondary plant metabolites, and the purposeful screening systemically and subsequent structure characterization offered more information about the chemical constitutions of TCM. (c) 2007 Elsevier B.V. All rights reserved.
引用
收藏
页码:418 / 430
页数:13
相关论文
共 33 条
[1]   Identification and mass spectrometric characterization of glycosylated flavonoids in Triticum durum plants by high-performance liquid chromatography with tandem mass spectrometry [J].
Cavaliere, C ;
Foglia, P ;
Pastorini, E ;
Samperi, R ;
Laganà, A .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2005, 19 (21) :3143-3158
[2]  
Cuyckens F, 2004, J MASS SPECTROM, V39, P1, DOI [10.1002/jms.585, 10.1002/jms.622]
[3]   Structure characterization of flavonoid O-diglycosides by positive and negative nano-electrospray ionization ion trap mass spectrometry [J].
Cuyckens, F ;
Rozenberg, R ;
de Hoffmann, E ;
Claeys, M .
JOURNAL OF MASS SPECTROMETRY, 2001, 36 (11) :1203-1210
[4]   Flavonoids: Old and new aspects of a class of natural therapeutic drugs [J].
Di Carlo, G ;
Mascolo, N ;
Izzo, AA ;
Capasso, F .
LIFE SCIENCES, 1999, 65 (04) :337-353
[5]   Determination of flavone, flavonol, and flavanone aglycones by negative ion liquid chromatography electrospray ion trap mass spectrometry [J].
Fabre, N ;
Rustan, I ;
de Hoffmann, E ;
Quetin-Leclercq, J .
JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 2001, 12 (06) :707-715
[6]   Characterisation of the phenolic profile of Boerhaavia diffusa L. by HPLC-PAD-MS/MS as a tool for quality control [J].
Ferreres, F ;
Sousa, C ;
Justin, M ;
Valentao, P ;
Andrade, PB ;
Llorach, R ;
Rodrigues, A ;
Seabra, RM ;
Leitao, A .
PHYTOCHEMICAL ANALYSIS, 2005, 16 (06) :451-458
[7]   Characterization of the interglycosidic linkage in di-, tri-, tetra- and pentaglycosylated flavonoids and differentiation of positional isomers by liquid chromatography/electrospray ionization tandem mass spectrometry [J].
Ferreres, F ;
Llorach, R ;
Gil-Izquierdo, A .
JOURNAL OF MASS SPECTROMETRY, 2004, 39 (03) :312-321
[8]  
Harborne JB, 1999, HDB NATURAL FLAVONOI
[9]   6-HYDROXYKAEMPFEROL AND ITS GLYCOSIDES FROM CARTHAMUS-TINCTORIUS PETALS [J].
HATTORI, M ;
HUANG, XL ;
CHE, QM ;
KAWATA, Y ;
TEZUKA, Y ;
KIKUCHI, T ;
NAMBA, T .
PHYTOCHEMISTRY, 1992, 31 (11) :4001-4004
[10]   A tandem mass spectrometric study of selected characteristic flavonoids [J].
Hughes, RJ ;
Croley, TR ;
Metcalfe, CD ;
March, RE .
INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, 2001, 210 (1-3) :371-385