Fragmentation characteristics and isomeric differentiation of flavonol O-rhamnosides using negative ion electrospray ionization tandem mass spectrometry

Rapid Communications in Mass Spectrometry

Volumn 27, Issue 3, 2013, Pages 451-460

  Ablajan, Keyume ^a   Tuoheti, Anagu ^a  

^a XINJIANG UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ELECTROSPRAY IONIZATION; FLAVONOIDS; ISOMERS; MASS SPECTROMETRY;

BIOACTIVES; ELECTROSPRAY IONIZATION TANDEM MASS SPECTROMETRY; FLAVONOID; INDISPENSABLE TOOLS; ION ELECTROSPRAY IONIZATION; ISOMERIC COMPOUNDS; ISOMERIC FLAVONOIDS; RELATIVE ABUNDANCE; RESEARCH TOPICS; STRUCTURAL CHARACTERIZATION;

NEGATIVE IONS;

EID: 84871823767     PISSN: 09514198     EISSN: 10970231     Source Type: Journal    
DOI: 10.1002/rcm.6476     Document Type: Article

References (28)

1. I. Erlund,. Review of the flavonoids quercetin, hesperetin, and naringenin. Dietary sources, bioactivities, bioavailability, and epidemiology. Nutr. Res. 2004, 24, 851.
2. L. L. Marchand,. Cancer preventive effects of flavonoids-a review. Biomed. Pharmacother. 2002, 56, 296.
3. B. Halliwell, J. Rafter, A. Jenner,. Health promotion by flavonoids, tocopherols, tocotrienols, and other phenols: direct or indirect effects? Antioxidant or not? Am. J. Clin. Nutr. 2005, 81, 268S.
4. C. Manach, G. Williamson, C. Morand, A. Scalbert, C. Remesy,. Bioavailability and bioefficacy of polyphenols in humans. I. Review of 97 bioavailability studies. Am. J. Clin. Nutr. 2005, 81, 230S.
5. K. Robards, M. Antolovich,. Analytical chemistry of fruit bioflavonoids-a review. Analyst 1997, 122, R11.
6. G. Mojzisova, M. Kuchta,. Dietary flavonoids and risk of coronary heart disease. Physiol. Res. 2011, 50, 529.
7. F. M. Sacks, A. Lichtenstein, L. Van Horn, W. Harris, P. Kris-Etherton, M. Winston,. Soy protein, isoflavones, and cardiovascular health: an American Heart Association Science Advisory for professionals from the Nutrition Committee. Circulation 2006, 113, 1034.
8. J. M. Zhang, M. B. Satterfield, J. S. Brodbelt, S. J. Britz, B. Clevidence, J. A. Novotny,. Structural characterization and detection of kale flavonoids by electrospray ionization mass spectrometry. Anal. Chem. 2003, 75, 6401.
9. L. Abrankó, J. F. García-Reyes, A. Molina-Díaz,. In-source fragmentation and accurate mass analysis of multiclass flavonoid conjugates by electrospray ionization time-of-flightmass spectrometry. J. Mass Spectrom. 2011, 46, 478.
10. R. March, J. Brodbelt,. Analysis of flavonoids: tandem mass spectrometry, computational methods, and NMR. J. Mass Spectrom. 2008, 43, 1581.
11. K. Ablajan, Z. Abliz, X. Y. Shang, J. M. He, R. P. Zhang, J. G. Shi,. Structural characterization of flavonol 3,7-di-O-glycosides and determination of the glycosylation position by using negative ion electrospray ionization tandem mass spectrometry. J. Mass Spectrom. 2006, 41, 352.
12. F. Ferreres, R. Llorach, A. Gil-Izquierdo,. 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. Mass Spectrom. 2004, 39, 312.
13. R. Llorach, A. Gil-Izquierdo, F. Ferreres, F. A. Tomas-Barberan,. HPLC-DAD-MS/MS ESI characterization of unusual highly glycosylated acylated flavonoids from cauliflower (Brassica oleracea L. var. botrytis) agroindustrial byproducts. J. Agric. Food Chem. 2003, 51, 3895.
14. J. J. J. van der Hooft, J. Vervoort, R. J. Bino, J. Beekwilder, R. C. H. de Vos,. Polyphenol identification based on systematic and robust high-resolution accurate mass spectrometry fragmentation. Anal. Chem. 2011, 83, 409.
15. F. Cuyckens, M. Claeys,. Determination of the glycosylation position in flavonoid mono-Oglycosides by collision-induced dissociation of electrospray-generated deprotonated and sodiated molecules. J. Mass Spectrom. 2005, 40, 354.
16. E. Hvattum, D. Ekeberg,. Study of the collision-induced radical cleavage of flavonoid glycosides using negative electrospray ionization tandem quadrupole mass spectrometry. J. Mass Spectrom. 2003, 38, 43.
17. n. J. Mass Spectrom. 2011, 46, 77.
18. M. Stobiecki,. Application of mass spectrometry for identification and structural studies of flavonoid glycosides. Phytochemistry 2000, 54, 237.
19. F. Cuyckens, M. Claeys,. Mass spectrometry in the structural analysis of flavonoids. J. Mass Spectrom. 2004, 39, 1.
20. V. Vukics, A. Guttman,. Structural characterization of flavonoid glycosides by multi-stage mass spectrometry. Mass Spectrom. Rev. 2010, 29, 1.
21. H. J. Jeong, Y. B. Ryu, S. J. Park, J. H. Kim, H. J. Kwon, J. H. Kim, K. H. Park, M. C. Rho, W. S. Lee,. Neuraminidase inhibitory activities of flavonols isolated from Rhodiola rosea roots and their in vitro anti-influenza viral activities. Bioorg. Med. Chem. 2009, 17, 6816.
22. S. Wu, Y. Guo, S. Guo, L. Li, B. Wang, T. Ma,. Study of the chemical constituents of ethanol extracts of Rhodiola crenulata H. Mod. Food Sci. Technol. 2008, 24, 324.
23. L. Dong, L. Li, Z. H. Liao, M. Chen, M. Sun,. Chemical constituents in root of Rhodiola bupleuroides. Acta Bot. Boreal.-Occident. Sin. 2007, 27, 2564.
24. P. Geng, J. Sun, R. Zhang, J. He, Z. Abliz,. An investigation of the fragmentation differences of isomeric flavonol-O-glycosides under different collision-induced dissociation based mass spectrometry. Rapid Commun. Mass Spectrom. 2009, 23, 1519.
25. Y. L. Ma, Q. M. Li, H. Van den Heuvel, M. Claeys,. Characterization of flavone and flavonol aglycones by collision-induced dissociation tandem mass spectrometry. Rapid Commun. Mass Spectrom. 1997, 11, 1357.
26. B. Domon, C. E. Costello,. A systematic nomenclature for carbohydrate fragmentations in FAB-MS/MS spectra of glycoconjugates. Glycoconjugate J. 1988, 5, 397.
27. Q. M. Li, M. Claeys,. Characterization and differentiation of diglycosyl flavonoids by positive ion fast atom bombardment and tandem mass spectrometry. Biol. Mass Spectrom. 1994, 23, 406.
28. N. Fabre, I. Rustan, E. de Hoffmann, J. Quetin-Leclercq,. Determination of flavone, flavonol, and flavanone aglycones by negative ion liquid chromatography electrospray ion trap mass spectrometry. J. Am. Soc. Mass Spectrom. 2001, 12, 707.