Systematic bottom-up approach for flavonoid derivative screening in plant material using liquid chromatography high-resolution mass spectrometry

Analytical and Bioanalytical Chemistry

Volumn 403, Issue 4, 2012, Pages 995-1006

  Abrankó, László ^a   García Reyes, Juan F ^b   Molina Díaz, Antonio ^b  

^a Institute of Entrepreneurship and Innovation   (Hungary)

^b UNIVERSITY OF JAÉN   (Spain)

Author keywords

High resolution mass spectrometry; Non target analysis; Profiling; Time of flight mass spectrometry

Indexed keywords

ACCURATE MASS; ACYL MOIETY; AGLYCONES; AUTOMATED SCREENING; BOTTOM UP APPROACH; C-GLYCOSIDES; GLYCOSIDIC BOND; HIGH RESOLUTION MASS SPECTROMETRY; IDENTIFICATION PROTOCOL; MULTI-CLASS; NON-TARGET ANALYSIS; O-GLYCOSIDES; PLANT MATERIAL; PROFILING; SCREENING PROCEDURES; SELECTED EXAMPLES; SUGAR UNITS; SYSTEMATIC EVALUATION; TIME OF FLIGHT MASS SPECTROMETRY;

ANTHOCYANINS; AUTOMATION; CHROMATOGRAPHY; GLYCOSIDES; IONS; MASS SPECTROMETERS; MASS SPECTROMETRY; PLANT EXTRACTS; SUGARS;

HIGH PRESSURE LIQUID CHROMATOGRAPHY;

FLAVONOID; PLANT EXTRACT;

CHEMISTRY; CONFERENCE PAPER; EVALUATION; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METHODOLOGY; PLANT;

CHROMATOGRAPHY, LIQUID; FLAVONOIDS; MASS SPECTROMETRY; PLANT EXTRACTS; PLANTS;

EID: 84861233769     PISSN: 16182642     EISSN: 16182650     Source Type: Journal    
DOI: 10.1007/s00216-012-5865-2     Document Type: Conference Paper

References (30)

1. Robards K, Antolovich M (1997) Analytical chemistry of fruit bioflavonoids-a review. Analyst 122(2):R11-R34
2. Gould KS, Lister C (2006) Flavonoid functions in plants. In: Andersen OM, Markham KR (eds) Flavonoids: chemistry, biochemistry and applications. CRC Taylor & Francis, Boca Raton
3. Crozier A, Jaganath IB, Clifford MN (2009) Dietary phenolics: chemistry, bioavailability and effects on health. Nat Prod Rep 26(8):1001-1043
4. Del Rio D, Borges G, Crozier A (2010) Berry flavonoids and phenolics: bioavailability and evidence of protective effects. Br J Nutr 104:S67-S90
5. Williamson G, Carughi A (2010) Polyphenol content and health benefits of raisins. Nutr Res 30(8):511-519
6. Harnly JM, Bhagwat S, Lin LZ (2007) Profiling methods for the determination of phenolic compounds in foods and dietary supplements. Anal Bioanal Chem 389(1):47-61 (Pubitemid 47325212)
7. Fu S, Arráez-Roman D, Segura-Carretero A, Menéndez JA, Menéndez-Gutiérrez MP, Micol V, Fernández-Gutiérrez A (2010) Qualitative screening of phenolic compounds in olive leaf extracts by hyphenated liquid chromatography and preliminary evaluation of cytotoxic activity against human breast cancer cells. Qualitative screening of phenolic compounds in olive leaf extracts by hyphenated liquid chromatography and preliminary evaluation of cytotoxic activity against human breast cancer cells. Anal Bioanal Chem 397(2):643-654
8. Matsuda F, Yonekura-Sakakibara K, Niida R, Kuromori T, Shinozaki K, Saito K (2009) MS/MS spectral tag-based annotation of nontargeted profile of plant secondary metabolites. Plant Journal 57(3):555-577
9. Cuyckens F, Claeys M (2004) Mass spectrometry in the structural analysis of flavonoids (vol 39, pg 1, 2004). J Mass Spectrom 39(4):461-461
10. Giusti MM, Rodriguez-Saona LE, Griffin D, Wrolstad RE (1999) Electrospray and tandem mass spectroscopy as tools for anthocyanin characterization. J Agric Food Chem 47(11):4657-4664
11. Cuyckens F, Shahat AA, Van den Heuvel H, Abdel-Shafeek KA, El-Messiry MM, Seif-El Nasr MM, Pieters L, Vlietinck AJ, Claeys M (2003) The application of liquid chromatography-electrospray ionization mass spectrometry and collision-induced dissociation in the structural characterization of acylated flavonol O-glycosides from the seeds of Carrichtera annua. The application of liquid chromatography-electrospray ionization mass spectrometry and collision-induced dissociation in the structural characterization of acylated flavonol O-glycosides from the seeds of Carrichtera annua. Eur J Mass Spectrom 9(4):409-420
12. Lin LZ, Harnly JM (2007) A screening method for the identification of glycosylated flavonoids and other phenolic compounds using a standard analytical approach for all plant materials. A screening method for the identification of glycosylated flavonoids and other phenolic compounds using a standard analytical approach for all plant materials. J Agric Food Chem 55(4):1084-1096
13. Hao HP, Cui N, Wang GJ, Xiang BR, Liang Y, Xu XY, Zhang H, Yang J, Zheng CN, Wu L, Gong P, Wang W (2008) Global detection and identification of nontarget components from herbal preparations by liquid chromatography hybrid ion trap time-of-flight mass spectrometry and a strategy. Global detection and identification of nontarget components from herbal preparations by liquid chromatography hybrid ion trap time-of-flight mass spectrometry and a strategy. Anal Chem 80(21):8187-8194
14. García-Reyes JF, Molina-Díaz A, Fernández-Alba AR (2007) Identification of pesticide transformation products in food by liquid chromatography/time-of-flight mass spectrometry via "fragmentation- degradation" relationships. Identification of pesticide transformation products in food by liquid chromatography/time-of-flight mass spectrometry via "fragmentation-degradation" relationships. Anal Chem 79(1):307-321 (Pubitemid 46095063)
15. Kussmann M, Affolter M, Nagy K, Holst B, Fay LB (2007) Mass spectrometry in nutrition: understanding dietary health effects at the molecular level. Mass Spectrom Rev 26(6):727-750 (Pubitemid 47631048)
16. Lee JS, Kim DH, Liu KH, Oh TK, Lee CH (2005) Identification of flavonoids using liquid chromatography with electrospray ionization and ion trap tandem mass spectrometry with an MS/MS library. Identification of flavonoids using liquid chromatography with electrospray ionization and ion trap tandem mass spectrometry with an MS/MS library. Rapid Commun Mass Spectrom 19(23):3539-3548
17. Llorach R, Garrido I, Monagas M, Urpi-Sarda M, Tulipani S, Bartolome B, Andres-Lacueva C (2010) Metabolomics study of human urinary metabolome modifications after intake of almond (Prunus dulcis (Mill.) DA Webb) skin polyphenols. Metabolomics study of human urinary metabolome modifications after intake of almond (Prunus dulcis (Mill.) DA Webb) skin polyphenols. Journal of Proteome Research 9(11):5859-5867
18. Maul R, Schebb NH, Kulling SE (2008) Application of LC and GC hyphenated with mass spectrometry as tool for characterization of unknown derivatives of isoflavonoids. Anal Bioanal Chem 391(1):239-250
19. Mullen W, Larcombe S, Arnold K, Welchman H, Crozier A (2010) Use of accurate mass full scan mass spectrometry for the analysis of anthocyanins in berries and berry-fed tissues. J Agric Food Chem 58(7):3910-3915
20. de Rijke E, Out P, Niessen WMA, Ariese F, Gooijer C, Brinkman UAT (2006) Analytical separation and detection methods for flavonoids. J Chromatogr A 1112(1-2):31-63
21. Vukics V, Guttman A (2010) Structural characterization of flavonoid glycosides by multi-stage mass spectrometry. Mass Spectrom Rev 29(1):1-16
22. Domon B, Costello CE (1988) A systematic nomenclature for carbohydrate fragmentations in FAB-MS/MS spectra of glycoconjugates. Glycoconjugate J 5(4):397-409 (Pubitemid 19031141)
23. Li QM, Claeys M (1994) Characterization and differentiation of diglycosyl flavonoids by positive ion fast atom bombardment and tandem mass spectrometry. Biol Mass Spectrom 23(7):406-416
24. March RE, Miao XS, Metcalfe CD (2004) A fragmentation study of a flavone triglycoside, kaempferol-3-O-robinoside-7-O-rhamnoside. Rapid Commun Mass Spectrom 18(9):931-934 (Pubitemid 38619541)
25. Abrankó L, García-Reyes JF, Molina-Díaz A (2011) In-source CID fragmentation and accurate mass analysis of multiclass flavonoid conjugates by electrospray ionization-time-of-flight mass spectrometry. In-source CID fragmentation and accurate mass analysis of multiclass flavonoid conjugates by electrospray ionization-time-of-flight mass spectrometry. J Mass Spectrom 46:478-488
26. Tourino S, Fuguet E, Jauregui O, Saura-Calixto F, Cascante M, Torres JL (2008) High-resolution liquid chromatography/electrospray ionization time-of-flight mass spectrometry combined with liquid chromatography/ electrospray ionization tandem mass spectrometry to identify polyphenols from grape antioxidant dietary fiber. High-resolution liquid chromatography/ electrospray ionization time-of-flight mass spectrometry combined with liquid chromatography/electrospray ionization tandem mass spectrometry to identify polyphenols from grape antioxidant dietary fiber. Rapid Commun Mass Spectrom 22(22):3489-3500
27. Dinelli G, Carretero AS, Di Silvestro R, Marotti I, Fu SP, Benedettelli S, Ghiselli L, Gutierrez AF (2009) Determination of phenolic compounds in modern and old varieties of durum wheat using liquid chromatography coupled with time-of-flight mass spectrometry. Determination of phenolic compounds in modern and old varieties of durum wheat using liquid chromatography coupled with time-of-flight mass spectrometry. J Chromatogr A 1216(43):7229-7240
28. Qi LW, Chen CY, Li P (2009) Structural characterization and identification of iridoid glycosides, saponins, phenolic acids and flavonoids in Flos Lonicerae Japonicae by a fast liquid chromatography method with diode-array detection and timeof-flight mass spectrometry. Structural characterization and identification of iridoid glycosides, saponins, phenolic acids and flavonoids in Flos Lonicerae Japonicae by a fast liquid chromatography method with diode-array detection and timeof-flight mass spectrometry. Rapid Commun Mass Spectrom 23(19):3227-3242
29. Suzuki H, Sasaki R, Ogata Y, Nakamura Y, Sakurai N, Kitajima M, Takayama H, Kanaya S, Aoki K, Shibata D, Saito K (2008) Metabolic profiling of flavonoids in Lotus japonicus using liquid chromatography Fourier transform ion cyclotron resonance mass spectrometry. Metabolic profiling of flavonoids in Lotus japonicus using liquid chromatography Fourier transform ion cyclotron resonance mass spectrometry. Phytochemistry 69(1):99-111
30. Abad-García B, Berrueta LA, Garmón-Lobato S, Gallo B, Vicente F (2009) A general analytical strategy for the characterization of phenolic compounds in fruit juices by high-performance liquid chromatography with diode array detection coupled to electrospray ionization and triple quadrupole mass spectrometry. A general analytical strategy for the characterization of phenolic compounds in fruit juices by high-performance liquid chromatography with diode array detection coupled to electrospray ionization and triple quadrupole mass spectrometry. J Chromatogr A 1216(28):5398-5415