Analysis of phenolic compounds in cork from Quercus suber L. by HPLC-DAD/ESI-MS

Food Chemistry

Volumn 125, Issue 4, 2011, Pages 1398-1405

  Fernandes, Ana ^a   Sousa, André ^a   Mateus, Nuno ^a   Cabral, Miguel ^b   de Freitas, Victor ^a  

^a UNIVERSITY OF PORTO   (Portugal)

^b Amorim and Irmãos S A Research and Development   (Portugal)

Author keywords

Cork; Ellagitannins; Flavanoellagitannins; LC DAD ESI MS; Phenolic compounds; Quercus suber L.

Indexed keywords

CORK; ELLAGITANNINS; FLAVANOELLAGITANNINS; LC-DAD/ESI-MS; PHENOLIC COMPOUNDS; QUERCUS;

ALDEHYDES; CARBOHYDRATES; ELECTROSPRAY IONIZATION; ESTERIFICATION; ESTERS; GLUCOSE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY;

PHENOLS;

ACID; ALDEHYDE; ELLAGIC ACID; ELLAGITANNIN; FLAVANOELLAGITANNIN; GALLIC ACID DERIVATIVE; GALLOYL ESTER; GLUCOSE; HEXAHYDROXYDIPHENOYL ESTER; MONGOLICAIN; PHENOL DERIVATIVE; TANNIN; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CORK TREE; ELECTROSPRAY MASS SPECTROMETRY; EXTRACTION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIQUID CHROMATOGRAPHY; MOLECULAR WEIGHT; NONHUMAN; QUERCUS SUBER;

QUERCUS SUBER;

EID: 78649319471     PISSN: 03088146     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.foodchem.2010.10.016     Document Type: Article

References (36)

1. Bakhtiar A., Gleye J., Moulis C., Fourasté I. Desorption chemical ionization mass spectrometry of C-glycosylflavones. Phytochemical Analysis 1994, 5(2):86-89.
2. Barry K.M., Davies N.W., Mohammed C.L. Identification of hydrolysable tannins in the reaction zone of Eucalyptus nitens wood by high performance liquid chromatography-electrospray ionisation mass spectrometry. Phytochemical Analysis 2001, 12(2):120-127.
3. Cadahía, E., Conde, E., Fernández de Simón, B., García-Vallejo, M. C. (1996). Proanthocyanidins and ellagitannins in cork of Quercus suber. Proceedings of the 18th International Conference on Polyphenols, Vol. I (pp. 215-216). Bordeaux.
4. Cantos E., Espin J.C., Lopez-Bote C., De la Hoz L., Ordonez J.A., Tomás-Barberán F.A. Phenolic compounds and fatty acids from acorns (Quercus spp.), the main dietary constituent of free-ranged Iberian pigs. Journal of Agricultural and Food Chemistry 2003, 51(21):6248-6255.
5. Casey J.A. Is cork a good seal for wine?. Australian Grapegrower Winemaker 1994, 37:39-41.
6. Chatonnet P., Boidron J.N., Pons M. Elevage des vins rouges en futs de chene:evolution de certains composés volatils et de leur impact aromatique. Sciences des Aliments 1990, 10:565-587.
7. Conde E., Cadahía E., García-Vallejo M.C., Fernández de Simón B. Polyphenolic composition of Quercus suber cork from different Spanish provenances. Journal of Agricultural and Food Chemistry 1998, 46(8):3166-3171.
8. Conde E., Cadahía E., García-Vallejo M.C., Fernández de Simón B., González Adrados J.R. Low molecular weight polyphenols in cork of Quercus suber. Journal of Agricultural and Food Chemistry 1997, 45(7):2695-2700.
9. Conde E., Cadahía E., García-Vallejo M.C., González-Adrados J.R. Chemical characterization of reproduction cork from Spanish Quercus Suber. Journal of Wood Chemistry and Technology 1998, 18(4):447-469.
10. de Freitas V., Glories Y., Bourgeois G., Vitry C. Characterisation of oligomeric and polymeric procyanidins from grape seeds by liquid secondary ion mass spectrometry. Phytochemistry 1998, 49(5):1435-1441.
11. Hervé Du Penhoat C., Michon V., Peng S., Viriot C., Scalbert A., Gage D. Structural elucidation of new dimeric ellagitannins from Quercus robur L. Roburins A-E. Journal of the Chemical Society Perkin Transactions 1991, 1:1653-1660.
12. Ishimaru K., Ishimatsu M., Nonaka G., Mihashi K., Iwase Y., Nishioka I. Tannins and related compounds. LXXII.: Isolation and characterization of Mongolicanin (procyanidino-ellagitannin), mongolinin A, acutissimin C and vescalagin carboxylic acid, novel tannins from Quercus mongolica var. Grosseserrata. Chemical and Pharmaceutical Bulletin 1988, 36(9):3319-3327.
13. Ito H., Yamaguchi K., Kim T.H., Khennouf S., Gharzouli K., Yoshida T. Dimeric and trimeric hydrolyzable tannins from Quercus coccifera and Quercus suber. Journal of Natural Products 2002, 65(3):339-345.
14. Jung R., Hamatscheck J. Structure and characteristics of natural cork in relation to its use as closure material for bottles. Wein-Wiss 1992, 47:226-234.
15. Laranjinha J., Cadenas E. Redox cycles of caffeic acid, α-tocopherol, and ascorbate: Implications for protection of low-density lipoproteins against oxidation. IUBMB Life 1999, 48(1):57-65.
16. Mayer W., Gabler W., Riester A., Korger H. Isolation of castalagin, vescalagin, castalin and vescalin. Liebigs Annalen der Chemie 1967, 707(1):177-181.
17. Mayer W., Seitz H., Jochims J.C. Structure of castalagins. Liebigs Annalen der Chemie 1969, 721:186-194.
18. Mayer W., Seitz H., Jochims J.C., Schauerte K., Schilling G. Structure of vescalagins. Liebigs Annalen der Chemie 1971, 751(1):60-68.
19. Mazzoleni V., Caldentey P., Careri M., Mangia A., Colagrande O. Volatile components of cork used for production of wine stoppers. American Journal of Enology and Viticulture 1994, 45(4):401-406.
20. Nawwar M.A.M., Marzouk M.S., Nigge W., Linscheid M. High-performance liquid chromatographic/electrospray ionization mass spectrometric screening for polyphenolic compounds of Epilobium hirsutum - The structure of the unique ellagitannin epilobamide-A. Journal of Mass Spectrometry 1997, 32(6):645-654.
21. Nonaka G., Ishimaru K., Azuma R., Ishimatsu M., Nishioka I. Tannins and related compounds. LXXXV.: Structures of novel C-Glycosidic ellagitannins, grandinin and pterocarinins A and B. Chemical and Pharmaceutical Bulletin 1989, 37(8):2071-2077.
22. Nonaka G., Ishimaru K., Mihashi K., Iwase Y., Ageta M., Nishioka I. Tannins and related compounds LXIII.: Isolation and characterization of Mongolicains A and B, novel tannins from Quercus and Castanopsis species. Chemical and Pharmaceutical Bulletin 1988, 36(3):857-869.
23. Peña-Neira A., Hernández T., García-Vallejo M.C., Cadahía E., Fernández de Simón B., Suarez J.A. Low molecular weight phenols in cork stoppers. American Journal of Enology and Viticulture 1999, 50(3):285-290.
24. Pereira H. Chemical composition and variability of cork from Quercus suber L. Wood Science and Technology 1988, 22(3):211-218.
25. Pocock K.F., Sefton M.A., Williams P.J. Taste thresholds of phenolic extracts of french and American oakwood: The influence of oak phenols on wine flavor. American Journal of Enology and Viticulture 1994, 45(4):429-434.
26. Rocha S.M., Coimbra M.A., Delgadillo I. Occurrence of furfuraldehydes during the processing of Quercus suber L. cork. Simultaneous determination of furfural, 5-hydroxymethylfurfural and 5-methylfurfural and their relation with cork polysaccharides. Carbohydrate Polymers 2004, 56(3):287-293.
27. Rocha S.M., Ganito S., Barros A., Carapuça H.M., Delgadillo I. Study of cork (from Quercus suber L.)-wine model interactions based on voltammetric multivariate analysis. Analytica Chimica Acta 2005, 528(2):147-156.
28. Santos-Buelga C., Scalbert A. Proanthocyanidins and tannin-like compounds - nature, occurrence, dietary intake and effects on nutrition and health. Journal of the Science of Food and Agriculture 2000, 80(7):1094-1117.
29. Saucier C., Jourdes M., Glories Y., Quideau S. Extraction, detection, and quantification of flavano-ellagitannins and ethylvescalagin in a bordeaux red wine aged in oak barrels. Journal of Agricultural and Food Chemistry 2006, 54(19):7349-7354.
30. Scalbert A., Monties B., Janin G. Tannins in wood: comparison of different estimation methods. Journal of Agricultural and Food Chemistry 1989, 37(5):1324-1329.
31. Singleton V.L. Maturation of wines and spirits: Comparisons, facts, and hypotheses. American Journal of Enology and Viticulture 1995, 46(1):98-115.
32. Snakkers G., Nepveu G., Guilley E., Cantagrel R. Geographic, silvicultural and individual variabilities of extractive content for French sessile oaks (Quercus petraea Liebl.): Polyphenols, octalactones and volatile phenols. Annals of Forest Science 2000, 57(3):251-260.
33. Varea S., García-Vallejo M.C., Cadahía E., Fernández De Simón B. Polyphenols susceptible to migrate from cork stoppers to wine. European Food Research and Technology 2001, 213(1):56-61.
34. Vivas N., Glories Y. Les phénoménes dóxydoreduction liès à l'élevage en barrique des vins rouges: Aspects technologiques. Revue Francaise Oenologie 1993, 33:33-38.
35. Vivas N., Glories Y. Role of oak wood ellagitannins in the oxidation process of red wines during aging. American Journal of Enology and Viticulture 1996, 47(1):103-107.
36. Zywicki B., Reemtsma T., Jekel M. Analysis of commercial vegetable tanning agents by reversed-phase liquid chromatography-electrospray ionization-tandem mass spectrometry and its application to wastewater. Journal of Chromatography A 2002, 970(1-2):191-200.