SpringerLink
Log in

Isolation and Identification of Flavonoids

  • Chapter
The Science of Flavonoids

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Chapter
GBP 19.95
Price includes VAT (United Kingdom)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
GBP 71.50
Price includes VAT (United Kingdom)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
GBP 89.99
Price includes VAT (United Kingdom)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free ship** worldwide - see info
Hardcover Book
GBP 129.99
Price includes VAT (United Kingdom)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free ship** worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  • Albach, D.C., Grayer, R.J., Jensen, S.R., Özgökce F., and Veitch, N.C., 2003, Acylated flavone glycosides from Veronica, Phytochem 64: 1295-1301.

    CAS  Google Scholar 

  • Albert, K., 1999, Liquid chromatography-nuclear magnetic resonance spectroscopy, J Chromatogr A 856: 199-211.

    CAS  PubMed  Google Scholar 

  • Andrade, F. D. P., Santos, L. C., Datchler, M., Albert, K., and Vilegas, W., 2002, Use of on-line liquid chromatography-nuclear magnetic resonance spectroscopy for the rapid investigation of flavonoids from Sorocea bomplandii, J Chromatogr A 953: 287-291.

    CAS  PubMed  Google Scholar 

  • Beck, V., Unterrieder, E., Krenn, L., Kubelka, W., and Jungbauer A., 2003, Comparison of hormonal activity (estrogen, androgen and progestin) of standardized plant extracts for large scale use in hormone replacement therapy, J Steroid Biochem Mol Biol 84: 259-268.

    CAS  PubMed  Google Scholar 

  • Becchi, M., and Fraisse, D., 1989, Fast atom bombardment collision-activated dissociation/mass-analysed ion kinetic energy analysis of C-glycosidic flavonoids, Biomed Environ Mass Spectrom 18: 122-130.

    CAS  Google Scholar 

  • Bednarek, P., Franski, R., Kerhoas, L., Einhorn, J., Wojtaszek, P., and Stobiecki, M., 2001, Profiling changes in metabolism of isoflavonoids and their conjugates in Lupinus albus treated with biotic elicitor, Phytochem 56: 77-85.

    CAS  Google Scholar 

  • Bednarek, P., Wojtaszek, P., Kerhoas, L., Einhorn, J., Franski, R., and Stobiecki, M., 2003, Profiling of flavonoid conjugates in Lupinus albus and Lupinus angustifolius responding to abiotic and biotic stimuli, J Chem Ecol 29: 1127-1142.

    CAS  PubMed  Google Scholar 

  • Behrens, M., Maie, N., Knicker, H., and Kogel-Knabner, I., 2003, MALDI TOF mass spectrometry and PSD fragmentation as means for the analysis of condensed tannins in plant leaves and needles, Phytochem 62: 1159-1170.

    CAS  Google Scholar 

  • Blaut, M., Schoefer, L., and Braune, A., 2003, Transformation of flavonoids by intestinal microorganisms, Int J Vitamin Nutr Res 73: 79-87.

    CAS  Google Scholar 

  • Boue, S. M., Wiese, T. E., Nehls, S., Burow, M.E., Elliott, S., Carter-Wientjes, C.H., Shih, B. Y., Mclachlan, J. A., and Cleveland, T. E., 2003, Evaluation of the estrogenic effects of legume extracts containing phytoestrogens, J Agric Food Chem 51: 2193-2199.

    CAS  PubMed  Google Scholar 

  • Bristow, A. W. T., Webb, K. S., Lubben, A. T., and Halket, J., 2004, Reproducible product-ion tandem mass spectra on various liquid chromatography/mass spectrometry instruments for development of spectral libraries, Rapid Comm Mass Spectrom 18: 1447-1454.

    CAS  Google Scholar 

  • Bovy, A., de Vos, R., Kemper, M., Schijlen, E., Pertejo, M. A., Muir, S., Collins, G., Robinson, S., Verhoyen, M., Hughes, S., Santos-Buelga, C., and van Tunen, A., 2002, High-flavonol tomatoes resulting from the heterologous expression of the maize transcription factors genes Lc and C1, Plant Cell 14: 2509-2526.

    CAS  PubMed  Google Scholar 

  • Bylka, W., Franski, R., and Stobiecki, M., 2002, Differentiation between isomeric acacetin-6-C-(6"-O-malonyl)-glucoside and acacetin-8-C-(6"-O-malonyl)-glucoside by using low-energy CID mass spectra, J Mass Spectrom 37: 648-650.

    CAS  PubMed  Google Scholar 

  • Careri, M., Bianchi, F., and Corradini C., 2002, Recent advances in the application of mass spectrometry in food related analysis, J Chromatogr A 970: 3-64.

    CAS  PubMed  Google Scholar 

  • Careri, M., Elviri, L., and Mangia, A., 1999, Validation of liquid chromatography ionspray mass spectrometry method for analysis of flavanones, flavones and flavonols, Rapid Comm Mass Spectrom 13: 2399-2405.

    CAS  Google Scholar 

  • Claeys, M., Li, Q., van den Heuvel, H. and Dillen, L., 1996, Mass spectrometric studies on flavonoid glucosides. In: Applications of Modern Mass Spectrometry in Plant Sciences. R.P Newton and T.J. Walton (Eds.), Clarendon Press, Oxford, 182-194.

    Google Scholar 

  • Cuyckens, F., Ma, Y. L., Pocsfalvi, G., and Claeys, M., 2000, Tandem mass spectral strategies for the structural characterization of flavonoid glycosides, Analusis 28: 888-895.

    CAS  Google Scholar 

  • Cuyckens, F., Rozenberg, R., de Hoffman, E., and Claeys, M., 2001, Structure characterization of flavonoid O-glycosides by positive and negative nano-electrospray ionization ion trap mass spectrometry, J Mass Spectrom 36: 1203-1210.

    CAS  PubMed  Google Scholar 

  • Cuyckens, F., Shahat, A. A., Pieters, L., and Claeys, M., 2002, Direct stereochemical assignement of hexose and pentose residues in flavonoid O-glycosides by fast atom bombardment and electrospray ionisation mass spectrometry, J Mass Spectrom 37: 1272-1279.

    CAS  PubMed  Google Scholar 

  • Cuyckens, F., and Claeys, M., 2004, Mass spectrometry in structural analysis of flavonoids, J Mass Spectrom 39: 1-15.

    CAS  PubMed  Google Scholar 

  • de Rijke, E., Zafra-Gomez, A., Ariese, F., Brinkman, U. A. T., and Gooijer, C., 2001, Determination of isoflavone glucoside malonates in Trifolium pratense L. (red clover) extracts: Quantification and stability studies, J Chromatogr A 932: 55-64.

    CAS  PubMed  Google Scholar 

  • de Rijke, E., Zappey, H., Ariese, F., Gooijer, C., and Brinkman, U. A. T., 2003, Liquid chromatography with atmospheric pressure chemical ionization and electrospray ionization mass spectrometry of flavonoids with triple-quadrupole and ion-trap instruments, J Chromatogr A 984: 45-58.

    CAS  PubMed  Google Scholar 

  • de Rijke E., de Kanter, F., Ariese, F., Brinkman, U. A. T., and Gooijer, C., 2004a, Liquid chromatography coupled to nuclear magnetic resonance spectroscopy for the identification of isoflavone glucoside malonates in T. pretense L. leaves, J Sep Sci 27: 1061-1070.

    CAS  Google Scholar 

  • de Rijke, E., Zappey, H., Ariese, F., Gooijer, C., and Brinkman, U. A. T., 2004b, Flavonoids in Leguminosae: Analysis of extracts of T. pratense L., T. dubium L., T. repens L., and L corniculatus L. leaves using liquid chromatography with UV, mass spectrometric and fluorescence detection, Anal Bioanal Chem 378: 995-1006.

    CAS  Google Scholar 

  • Dixon, R. A., and Paiva, N. L., 1995, Stress-induced phenylpropanoid metabolism, Plant Cell 7: 1085-1097.

    CAS  PubMed  Google Scholar 

  • Dixon, R. A., and Steel, C. L., 1999, Flavonoids and isoflavonoids—a gold mine for metabolic engineering, Trends Plant Sci 4: 394-400.

    PubMed  Google Scholar 

  • Domon, B., and Costello, C. E., 1988, A systematic nomenclature for carbohydrate fragmentations in FAB MS/MS spectra of glycoconjugates, Glycoconj J 5: 397-409.

    CAS  Google Scholar 

  • Fernie, A. R., Trethewey, R. N., Krotzky, A. J., and Willmitzer, L., 2004, Metabolite profiling: from diagnostic to systems biology. Nat Rev Mol Cell Biol 5: 763-769.

    CAS  PubMed  Google Scholar 

  • Fiehn, O., 2001, Combining genomics, metabolome analysis, and biochemical modeling to understand metabolic networks, Comp Functional Genomics 2: 155-168.

    CAS  Google Scholar 

  • Fisher, R., Stoger, E., Schillberg, S., Christou, P., and Twyman, R. M., 2004, Plant-based production of biopharmaceuticals, Curr Opin Plant Biol 7: 152-158.

    Google Scholar 

  • Francis, J.A., Rumbeiha, W., and Nair, M. G., 2004, Constituents in Easter lily flowers with medicinal activity, Life Sci 76: 671-683.

    CAS  PubMed  Google Scholar 

  • Franski, R., Bednarek, P., Wojtaszek, P., and Stobiecki, M., 1999, Identification of flavonoid diglycosides in yellow lupin (Lupinus luteus L.) with mass spectrometric techniques, J Mass Spectrom 34: 486-495.

    Google Scholar 

  • Franski, R., Matlawska, I., Bylka, W., Sikorska, M., Fiedorow P., and Stobiecki, M., 2002, Differentiation of interglycosidic linkages in permethylated flavonoid glycosides from linked-scan mass spectra (B/E), J Agric Food Chem 50: 976-982.

    CAS  PubMed  Google Scholar 

  • Franski, R., Eitner, K., Sikorska, M., Matlawska, I., and Stobiecki, M., 2003, Electrospray mass spectrometric decomposition of some glucuronic acid containing flavonoid diglycosides, Phytochem Anal 14: 170-175.

    CAS  PubMed  Google Scholar 

  • Friedrich, W., Eberhardt, A., and Galensa, R., 2000, Investigation of proanthocyanidins by HPLC with electrospray ionization mass spectrometry, Eur Food Res Technol 211: 56-64.

    CAS  Google Scholar 

  • Frison, S., and Sporns, P., 2002, Variation in the flavonol glycosides composition of almond seedcoats as determined by Maldi-Tof mass spectrometry, J Agric Food Chem 50: 6818-6822.

    CAS  PubMed  Google Scholar 

  • Fritz, K. L., Seppanen, C. M., Kurzer, M. S., and Csallany, A. S., 2003, The in vivo antioxidant activity of soybean isoflavones in human subjects, Nutr Res 23: 479-487.

    CAS  Google Scholar 

  • Gelpi, E., 2002, Interfaces for coupled liquid-phase separation/mass spectrometry techniques. An update on recent developments, J Mass Spectrom 37: 241-253.

    CAS  PubMed  Google Scholar 

  • Graham, T. L., 1991a, A rapid, high-resolution high performance liquid chromatography profiling procedure for plant and microbial aromatic secondary metabolites, Plant Physiol 95: 584-593.

    CAS  Google Scholar 

  • Graham, T. L., 1991b, Flavonoid and isoflavonoid distribution in develo** soybean seedlings tissues and in seed and root exudates, Plant Physiol 95: 594-603.

    CAS  Google Scholar 

  • Gu, L., and Gu, W., 2001, Characterisation of soy isoflavones and screening for novel malonyl glycosides using high performance liquid chromatography electrospray ionisation-mass spectrometry, Phytochem Anal 12: 377-382.

    CAS  PubMed  Google Scholar 

  • Hall, R., Beale, M., Fiehn, O., Hardy, N., Sumner, L. W., and Bino, R., 2002, Plant metabolomics: the missing link in functional genomics strategies, Plant Cell 14: 1437-1440.

    CAS  PubMed  Google Scholar 

  • Hansen, S. H., Jensen, A. G., Cornett, C., Bjørnsdottir, I., Taylor, S., Wright, B., and Wilson, I. D., 1999, High-performance liquid chromatography on-line coupled to high-field NMR and mass spectrometry for structure elucidation of constituents of Hypericum perforatum L., Anal Chem 71: 5235-5241.

    CAS  Google Scholar 

  • Harborne, J. B., and Williams, C. A., 2000, Advances in flavonoid research since 1992, Phytochem 55: 481-504.

    CAS  Google Scholar 

  • Herrera, M. C., Lugue, M. D., and de Castro, L., 2004, Ultrasound assisted extraction for analysis of phenolic compounds in strawberries, Anal Bioanal Chem 379: 1106-1112.

    CAS  PubMed  Google Scholar 

  • Holt, R. M., Newman, M. J., Pullen, F. S., Richards, D. S. and Swanson A. G., 1998, High-performance liquid chromatography-NMR spectrometry-mass spectrometry: further advances in hyphenated technology, J Mass Spectrom 32: 64-70.

    Google Scholar 

  • Huck, C. W., Buchmeister, M. R. and Bonn, G. K., 2002, Fast analysis of flavonoids in plant extracts by liquid chromatography—ultraviolet absorbance detection on poly(carboxylic acid)-coated silica and electrospray ionization tandem mass spectrometric detection, J Chromatography A 943: 33-38.

    CAS  Google Scholar 

  • Jennings, K. R., 1996, MS/MS instrumentation. In: Applications of Modern Mass Spectrometry in Plant Sciences, R.P. Newton and T.J. Walton (Eds.), Clarendon Press, Oxford, 25-43.

    Google Scholar 

  • Justesen, U., Knuthesen, P. and Leth, T., 1998, Quantitative analysis of flavonols, flavones and flavanones in fruits vegetables and beverages by high-performance liquid chromatography with photodiode array and mass spectrometric detection, J Chromatogr A 799: 101-110.

    CAS  PubMed  Google Scholar 

  • Kaiser, C. S., Rompp, H. and Schmidt, P. C., 2004, Supercritical carbon dioxide extraction of chamomile flowers: extraction efficiency, stability, and on-line inclusion of chamomile-carbon dioxide extract in beta cyclodextrin, Phytochem Anal 15: 249-256.

    CAS  PubMed  Google Scholar 

  • Kazuma, K., Noda, N. and Suzuki, M., 2003, Malonylated flavonol glycosides from the petals of Clitoria ternatea, Phytochem 62: 229-237.

    CAS  Google Scholar 

  • Klejdus, B., Vitamvasova-Sterbova, D. and Kuban, V., 2001, Identification of isoflavone conjugates in red clover (Trifolium pratense) by liquid chromatography-mass spectrometry after two-dimensional solid phase extraction, Anal Chim Acta 450: 81-97.

    CAS  Google Scholar 

  • Krueger, C. G., Dopke, N. C., Treichel, P. M., Folts, J. and Reed, J. D., 2000, Matrix assisted laser desorption/ionization time of flight mass spectrometry of polygalloyl polyflavan-3-ols in grape seed extract, J Agric Food Chem 48: 1663-1667.

    CAS  PubMed  Google Scholar 

  • Krueger, C. G., Vestling, M. M. and Reed, J. D., 2003, Matrix-assisted laser desorption/ionization time- of-flight mass spectrometry of heteropolyflavan-3-ols and glucosylated heteropolyflavans in sorghum [Sorghum bicolor (L.) Moench], J Agric Food Chem 51: 538-543.

    CAS  PubMed  Google Scholar 

  • Le Gall, G., DuPont, M. S., Mellon, F. A., Davis, A. L., Collins, G. J., Verhoyen, M. E. and Colquhoun, I. J., 2003, Characterization and content of flavonoid glycosides in genetically modified tomato (Lycopersicon esculentum) fruits, J Agric Food Chem 51: 2438-2446.

    CAS  PubMed  Google Scholar 

  • Le March, L., 2002, Cancer preventive effects of flavonoids—a review, Biomed Pharmacother 56: 78-83.

    Google Scholar 

  • Li, C. A., Meng, X. F., Winnik, B., Lee, M. J., Lu, H., Sheng, S. Q., Buckley, B. and Yang, C. S., 2001, Analysis of urinary metabolites of tea catechins by liquid chromatography/electrospray ionization mass spectrometry, Chem Res Toxicol 14: 702-707.

    CAS  PubMed  Google Scholar 

  • Li, Q. M., van den Heuvel, H., Dillen, L. and Clayes, M., 1992, Differentiation of C-6- and C-8- glycosidic flavonoids by positive ion fast atom bombardment and tandem mass spectrometry, Biol Mass Spectrom 21: 213-221.

    CAS  Google Scholar 

  • Lin, L. Z., He, X. G., Lindenmaier, M., Yang, J., Cleary, M., Qiu, S.X. and Cordell, G. A., 2000, LC/ESI/MS study of the flavonoid glycoside malonates of red clover (Trifolium pratense), J Agric Food Chem 48: 354-356.

    CAS  PubMed  Google Scholar 

  • Lommen, A., Godejohann, M., Venema, D. P., Hollman, P. C. H. and Spraul, M., 2000, Application of directly coupled HPLC-NMR-MS to the identification and confirmation of quercitin glycosides and phloretin glycosides in apple peel, Anal Chem 72: 1793-1797.

    CAS  PubMed  Google Scholar 

  • Lozovaya, V. V., Lygin, A. V., Zernova, O. V., Li, S. X., Hartman, G. L. and Widholm, J. M., 2004, Isoflavonoid accumulation in soybean hairy roots upon treatment with Fusarium solani, Plant Physiol Biochem 42: 671-679.

    CAS  PubMed  Google Scholar 

  • Ma, Y. L., Li, Q. M., van den Huevel, H. and Clayes, M., 1997, Characterization of flavone and flavonol aglycones by collision induced dissociation tandem mass spectrometry, Rapid Commun Mass Sp 11: 136-144.

    Google Scholar 

  • Ma, Y. L., Cuyckens, F., van den Heuvel, H. and Claeys, M., 2001, Mass spectrometric methods for the characterisation and differentiation of isomeric O-diglycosyl flavonoids. Phytochem Anal 12: 159-165.

    CAS  PubMed  Google Scholar 

  • March, R. E., 1997, An introduction to quadrupole ion trap mass spectrometry, J Mass Spectrom 32: 351-369.

    CAS  Google Scholar 

  • March, R. E., Miao, X-S., Metcalfe, C. D., Stobiecki, M. and Marczak, L., 2004, A fragmentation study of an isoflavone glycoside, genistein-7-O-glucoside, using quadrupole time of flight mass spectrometry at high mass resolution, Intern J Mass Spectrom 232: 171-183.

    CAS  Google Scholar 

  • Markham, K. R. and Geiger, H., 1994, 1H nuclear magnetic resonance spectroscopy of flavonoids and other their glycosides in hexadeuterodimethylsulfoxide. In: Harborne, J. B. (Eds.), The Flavonoids, Advances in Research Since 1986. Chapman Hill, London, 452.

    Google Scholar 

  • Markham, K. R. and Mabry, T. J., 1975, Ultraviolet-visible and proton magnetic resonance spectroscopy of flavonoids. In: The Flavonoids, Harborne J. B., Mabry T. J. and Mabry H. (Eds), Chapman and Hall, London, 45-77.

    Google Scholar 

  • Martinez-Ortega, M. V., Garcia-Parilla, M. C. and Troncoso, A. M., 2004, Comparison of different sample preparation treatments for the analysis of wine phenolic compounds in human plasma be reversed phase high-performance liquid chromatography, Anal Chim Acta 502: 49-55.

    CAS  Google Scholar 

  • McLafferty, F. W., Ed., 1983, Tandem Mass Spectrometry. Wiley-Interscience, New York.

    Google Scholar 

  • Mellenthin, O. and Galensa, R., 1999, Analysis of polyphenols using capillary zone electrophoresis and HPLC: Detection of soy, lupin, and pea protein in meat products, J Agric Food Chem 47: 594-602.

    CAS  PubMed  Google Scholar 

  • Naczk, M. and Shahidi, F., 2004, Extraction and analysis of phenolics in food, J Chromatogr A 1054: 95-111.

    CAS  Google Scholar 

  • Nestel, P., 2003, Isoflavones: their effects on cardiovascular risk and function, Curr Opin Lipidol 14: 3-8.

    CAS  PubMed  Google Scholar 

  • Niessen, W. M. A., 1999, Liquid Chromatography-Mass Spectrometry, Second Edition, Marcel Dekker Inc., New York.

    Google Scholar 

  • Ohnishi-Kameyama, M., Yanagida, A., Kanda, T. and Nagata, T., 1997, Identification of catechin oligomers from apple (Malus pumila cv. Fuji) in matrix assisted laser desorption/ionization time of flight mass spectrometry and fast atom bombardment mass spectrometry, Rapid Commun Mass Spectrom 11: 31-36.

    CAS  PubMed  Google Scholar 

  • Perret, C., Pezet, R. and Tabacchi, R., 2003, Fractionation of grape tannins and analysis by matrix- assisted laser desorption/ionization time of flight mass spectrometry, Phytochem Anal 14: 202-208.

    CAS  PubMed  Google Scholar 

  • Prasain, J. K., Wang, C-C., and Barnes, S., 2004, Mass spectrometric methods for the determination of flavonoids in biological samples, Free Radical Bio Medicine 37: 1324-1350.

    CAS  Google Scholar 

  • Queiroz, E. F., Wolfender, J. L., Atindehou, K. K., Traore, D. and Hostetmann, K., 2002, On-line identification of the antifungal constituents of Erythrina vogelii by liquid chromatography with tandem mass spectrometry, ultraviolet absorbance detection and nuclear magnetic resonance spectrometry combined with liquid chromatography micro-fractionation, J Chromatogr A 974: 123-134.

    CAS  PubMed  Google Scholar 

  • Rauha, J-P., Vuorela, H. and Kostiainen, R., 2001, Effect of eluent on the ionization efficiency of flavonoids by ion spray atmospheric pressure chemical ionization, and atmospheric pressure photoionization mass spectrometry, J Mass Spectrom 36: 1269-1280.

    CAS  PubMed  Google Scholar 

  • Robards, K., 2003, Strategies for the determination of bioactive phenols in plants, fruit and vegetables, J Chromatogr A 1000: 657-691.

    CAS  PubMed  Google Scholar 

  • Rostagno, M. A., Palma, M. and Barroso, C. G., 2003, Ultrasound assisted extraction of soy isoflavones, J Chromatogr A 1012: 119-128.

    CAS  PubMed  Google Scholar 

  • Rostagno, M. A., Palma, M. and Barroso, C.G., 2004, Pressurized liquid extraction of isoflavones from soybeans, Anal Chim Acta 522: 169-177.

    CAS  Google Scholar 

  • Sanchez-Rabaneda, F., Jauregui, O., Casals, I., Andres-Lacueva, C., Izquierdo-Pulido, M. and Lamuela- Raventos, R. M., 2003, Liquid chromatographic/electrospray ionization tandem mass spectrometric study of the phenolic composition of cocoa (Theobroma cacao), J Mass Spectrom 38: 35-42.

    CAS  PubMed  Google Scholar 

  • Self, R., Eagels, J., Galletti, G. C., Mueller-Harvey, I., Hartley, R. D., Lea, A. G. H., Magnolato, D., Richli, U., Gajer, R. and Haslam, E., 1986, Fast atom bombardment mass spectrometry of polyphenols (syn. vegetable tannins), Biomed Environ Mass Spectrom 13: 449-468.

    CAS  Google Scholar 

  • Sfakiaos, J., Coward, L., Kirk, M. C. and Barnes, S., 1997, Intestinal uptake and biliary excretion of the isoflavone genistein in rats, J Nutr 127: 1260-1269.

    Google Scholar 

  • Shirley, B. W., 1996, Flavonoids biosynthesis “new” function for an “old” pathway, Trends Plant Sci 1: 377-382.

    Google Scholar 

  • Sikorska, M., Matlawska, I., Franski, R. and Stobiecki, M., 2003, Application of mass spectrometric techniques for structural analysis of apigenin 8-C-(6-O-glucopyranosyl) glucopyranoside—a novel flavonoid C-diglycoside, Rapid Comm Mass Spectrom 17: 1380-1382.

    CAS  Google Scholar 

  • Smallcombe, S. H., Patt, S. L. and Keiffer, P. A., 1995, WET solvent suppression and its application to LC-NMR and high-resolution NMR spectroscopy, J Magn Res Ser A 117: 295-303.

    CAS  Google Scholar 

  • Smyth, W. F. and Brooks, P., 2004, A critical evaluation of high performance liquid chromatography- electrospray ionization-mass spectrometry and capillary electrophoresis-electrospray-mass spectrometry for the detection and determination of small molecules of significance in clinical and forensic studies, Electrophoresis 25: 1413-1446.

    CAS  PubMed  Google Scholar 

  • Stobiecki M. and Makkar H.P.S., 2004, Recent advances in analytical methods for identification of phenolic compounds, In: Proceedings of Fourth Workshop on Antinutritional Factors in Legume Seeds and Oilseeds, 8-10.03.2004 Toledo, Spain, eds. M. Muzquiz, G.D. Hill, C. Cuadado, M.M. Pedrosa, C. Burbano, Wageningen Academic Publisher, 11-28.

    Google Scholar 

  • Stobiecki, M., Ollechnowicz-Stepien, W., Rzadkowska-Bodalska, H., Cisowski, W. and Budko, E., 1988, Identification of flavonoid glycosides isolated from plants by Fast Atom Bombardment mass spectrometry and gas chromatography/mass spectrometry, Biomed Environm Mass Spectrom 15: 589-594.

    CAS  Google Scholar 

  • Stobiecki, M. and Wojtaszek, P., 1990, Application of gas chromatography-mass spectrometry for identification of isoflavonoids in lupin root extracts, J Chromatogr 508: 391-398.

    CAS  Google Scholar 

  • Stobiecki, M., 2000, Review—Application of mass spectrometry for identification and structural studies of flavonoid glycosides, Phytochem 54: 237-256.

    CAS  Google Scholar 

  • Stobiecki, M., 2001, Applications of separation techniques hyphenated to mass spectrometer for metabolic profiling, Curr Opin Chem 5: 89-111.

    Google Scholar 

  • Stobiecki, M., Wojtaszek, P. and Gulewicz, K., 1997, Application of solid phase extraction for profiling quinolizidine alkaloids and phenolic compounds in Lupinus albus, Phytochem Anal 8: 153-158.

    CAS  Google Scholar 

  • Stobiecki, M., Carr, S. A., Seviert, H-J., Reinhold, V. N. and Goldman, P., 1984, The contribution of bacterial microflora in metabolic profiling, 32nd ASMS Annual Conference on Mass Spectrometry and Allied Topics. San Antonio, Texas 27.05.-1.06. 1984. Abstracts, 580-581.

    Google Scholar 

  • Sumner, L. W., Mendes, P. and Dixon, R. A., 2003, Plant metabolomics: large-scale phytochemistry in the functional genomics era, Phytochem 62: 817-836.

    CAS  Google Scholar 

  • Sumner, L. W., Paiva, N. L., Dixon, R. A. and Geno, P. W., 1996, High performance liquid chromatography/continuous-flow liquid secondary ions mass spectrometry of flavonoid glycosides in leguminous plant extracts, J Mass Spectrom 31: 472-485.

    CAS  PubMed  Google Scholar 

  • Tomas-Barberan, F. A. and Garcia-Viguera, C., 1997, Capillary electrophoresis versus HPLC in plant polyphenol analysis, Analusis 25: M23-M25.

    CAS  Google Scholar 

  • Tomas-Barberan, F. A., Gil, M. I., Cremin, P., Waterhouse, A. L., Hess-Pierce, B. and Kader, A. A., 2001, HPLC-DAD-ESIMS analysis of phenolic compounds in nectarines, peaches, and plums, J Agric Food Chem 49: 4748-4760.

    CAS  PubMed  Google Scholar 

  • Trethewey, R. N., 2004, Metabolite profiling as an aid to metabolic engineering in plants. Curr Opin Plant Biol 7: 196-201.

    CAS  PubMed  Google Scholar 

  • Urbanek, M., Blechtova, L., Pospisilova, M. and Polasek, M., 2002, On-line coupling of capillary isotachophoresis and capillary zone electrophoresis for the determination of flavonoids in methanolic extracts of Hypericum perforatum leaves or flowers, J Chromatogr A 958: 261-271.

    CAS  PubMed  Google Scholar 

  • Vanhoenacker, G., de Villiers, A., Lazou, K., de Keukeleire, D. and Sandra, P., 2001, Comparison of high-performance liquid chromatography-mass spectroscopy and capillary electrophoresis-mass spectroscopy for the analysis of phenolic compounds in diethyl ether extracts of red wines, Chromatographia 54: 309-315.

    CAS  Google Scholar 

  • Vas, G. and Veckey, K., 2004, Solid-phase microextraction: a powerful sample preparation tool prior to mass spectrometric analysis, J Mass Spectrom 39: 233-254.

    CAS  PubMed  Google Scholar 

  • Verpoorte, R. and Memelink, J., 2002, Engineering secondary metabolite production in plants, Curr Opin Biotechnol 13: 181-187.

    CAS  PubMed  Google Scholar 

  • Vilegas, W., Vilegas, J. H. Y., Dachtler, M., Glaser, T. and Albert, K., 2000, Application of on-line C30 RP-HPLC-NMR for the analysis of flavonoids from leaf extract of Mayatenus aquifolium, Phytochem Anal 11: 317-321.

    CAS  Google Scholar 

  • Wang, J. and Sporns, P., 1999, Analysis of anthocyanins in red wine and fruit juice using Maldi-MS, J Agric Food Chem 47: 2009-2015.

    CAS  PubMed  Google Scholar 

  • Wang, J. and Sporns, P., 2000a, MALDI-ToF MS analysis of isoflavones in soy products, J Agric Food Chem 48: 5887-5892.

    CAS  Google Scholar 

  • Wang, J. and Sporns, P., 2000b, MALDI-ToF MS analysis of food flavonol glycosides, J Agric Food Chem 48: 1657-1662.

    CAS  Google Scholar 

  • Wang, S. P. and Huang, K. J., 2004, Determination of flavonoids by high performance liquid chromatography and capillary electrophoresis, J Chromatogr A 1032: 273-279.

    CAS  PubMed  Google Scholar 

  • Waridel, P., Wolfender, J. L., Lachavanne, J. B. and Hostettmann, K., 2004, Identification of the polar constituents of Potamogeton species by HPLC-UV with post column derivatization, HPLC-MSn and HPLC-NMR, and isolation of a new ent-labdane diglycoside, Phytochemistry 65: 2401-2410.

    CAS  PubMed  Google Scholar 

  • Waridel, P., Wolfender, J-L., Ndjoko, K., Hobby, K. R., Major, H. J. and Hostettmann, K., 2001, Evaluation of quadrupole time of flight tandem mass spectrometry and ion trap multiple-stage mass spectrometry for differentiation of C-glycosidic flavonoid isomers, J Chromatogr A 926: 29-41.

    CAS  PubMed  Google Scholar 

  • Watanabe, N. and Niki, E., 1978, Direct coupling of FT-NMR to high performance liquid chromatography, Proc Jpn Acad Ser B 54: 194-199.

    CAS  Google Scholar 

  • Wolfender, J. L., Ndjoko, K. and Hostettmann, K., 2001, The potential of LC-NMR in phytochemical analysis, Phytochem Anal 12: 2-22.

    CAS  PubMed  Google Scholar 

  • Wolfender, J. L., Ndjoko, K. and Hostettmann, K., 2003, Liquid chromatography with ultraviolet absorbance-mass spectrometric detection and with nuclear magnetic resonance spectroscopy: a powerful combination for the on-line structural investigation of plant metabolites, J Chromatogr A 1000: 437-455.

    CAS  PubMed  Google Scholar 

  • Wolfender, J. L., Rodriguez, S., Hostettmann, K. and Hiller, W., 1997, Liquid chromatography/ultra violet/mass spectrometric and liquid chromatography/nuclear magnetic resonance spectroscopic analysis of crude extracts of Gentianaceae species, Phytochem Anal 8: 97-104.

    CAS  Google Scholar 

  • Wolfender, J-L., Rodriguez, S. and Hostettmann, K., 1998, Liquid chromatography coupled to mass spectrometry and nuclear magnetic resonance spectroscopy for screening of plant constituents, J Chromatogr A 794: 299-316.

    CAS  Google Scholar 

  • Yasuda, T., Kano, Y., Saito, K. and Ohsawa, K., 1994, Urinary and biliary metabolites of daidzin and daidzein in rats, Biol Pharm Bull 17: 1369-1374.

    CAS  PubMed  Google Scholar 

  • Yang, Y. and Chien, M., 2000, Characterization of grape procyanidins using high performance liquid chromatography/mass spectrometry and matrix assisted laser desorption/ionization time of flight mass spectrometry, J Agric Food Chem 48: 3990-3996.

    CAS  PubMed  Google Scholar 

  • Zhao, J. J., Yang, A. Y. and Rogers, D. 2002, Effects of liquid chromatography mobile phase buffer contents on the ionisation and fragmentation of analytes in liquid chromatography/ion spray tandem mass spectrometric determination, J Mass Spectrom 37: 421-433.

    CAS  PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Bioorganic Chemistry PAS, Noskowskiego 12/14, 61-704, Poznan, Poland

    M. Stobiecki

  2. Institute of Plant Genetics PAS, Strzeszynska 34, 60-479, Poznan, Poland

    P. Kachlicki

Authors
  1. M. Stobiecki
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. P. Kachlicki
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. Department of Cellular and Molecular Biology, The Ohio State University, 43210, Columbus, Ohio, USA

    Erich Grotewold

Rights and permissions

Reprints and permissions

Copyright information

© 2006 Springer

About this chapter

Cite this chapter

Stobiecki, M., Kachlicki, P. (2006). Isolation and Identification of Flavonoids. In: Grotewold, E. (eds) The Science of Flavonoids. Springer, New York, NY. https://doi.org/10.1007/978-0-387-28822-2_2

Download citation

Publish with us

Policies and ethics

Search

Navigation