A rapid method for determination of resveratrol in wines by HPLC-MS

Journal of Liquid Chromatography and Related Technologies

Volumn 32, Issue 14, 2009, Pages 2105-2121

  Vlase, Laurian ^a   Kiss, Bela ^a   Leucuta, Sorin E ^a   Gocan, Simion ^b  

^a IULIU HATIEGANU UNIVERSITY OF MEDICINE AND PHARMACY   (Romania)

^b BABE BOLYAI UNIVERSITY   (Romania)

Author keywords

Atmospheric pressure chemical ionization; Electrospray ionization; Liquid chromatography; Mass spectrometry; Resveratrol; Wine

Indexed keywords

ATMOSPHERIC PRESSURE CHEMICAL IONIZATION; CALIBRATION CURVES; CIS ISOMERS; CONCENTRATION OF; HIGH THROUGHPUT; HPLC-MS; ION TRANSITION; IONIZATION EFFICIENCY; IONIZATION MODES; LC-MS/MS; METHOD DEVELOPMENT; MOBILE PHASE; MULTIPLE FACTORS; OPTIMUM CONDITIONS; ORGANIC PHASE; RAPID METHOD; RESVERATROL; TRANS ISOMERS; WINE SAMPLE;

AMMONIUM COMPOUNDS; ATMOSPHERIC CHEMISTRY; ATMOSPHERIC IONIZATION; ATMOSPHERIC PRESSURE; CHROMATOGRAPHIC ANALYSIS; CHROMATOGRAPHY; HIGH PRESSURE LIQUID CHROMATOGRAPHY; ION SOURCES; IONIZATION; IONS; ISOMERS; LIQUIDS; MASS SPECTROMETERS; MASS SPECTROMETRY; ORGANIC SOLVENTS; PHASE INTERFACES; WINE;

ELECTROSPRAY IONIZATION;

ACETONITRILE; AMMONIUM ACETATE; ORGANIC SOLVENT; RESVERATROL;

AQUEOUS SOLUTION; ARTICLE; CALIBRATION; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; FLOW RATE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IONIZATION; ISOMER; MASS SPECTROMETRY; QUANTITATIVE ANALYSIS; WINE;

EID: 70349383220     PISSN: 10826076     EISSN: 1520572X     Source Type: Journal    
DOI: 10.1080/10826070903126989     Document Type: Article

References (52)

1. Dourtoglou, V.G.; Makris, D.P.; Bois-Dounas, F.; Zonas C. Transresveratrol concentration in wines produced in Greece. J. Food Compos. Anal. 1999, 12, 227-233.
2. Jeandet, P.; Bessis, R.; Gautheron, B. The production of resveratrol (3,5,40-trihydrostilbene) by grape berries in different developmental stages. Am. J. Enol. Vitic. 1991, 42, 41-46.
3. Jeandet, P.; Bessis, R.; Maume, B.F.; Meunier, P.; Peyron, D.; Trollat, P. Effect of enological practices on the resveratrol isomer content of wine. J. Agric. Food Chem. 1995, 43, 316-319.
4. Goldberg, D.M.; Yan, J.; Ng, E.; Diamandis, E.P.; Karumanchiri, A.; Soleas, G.J.; Waterhouse, A.L. A global survey of trans-resveratrol concentration in commercial wines. Am. J. Enol. Vitic. 1995, 46, 159-165.
5. Hung, L.; Chen, J.; Huang, S.; Lee, R.; Su, M. Cardioprotective effect of resveratrol, a natural antioxidant derived from grapes. Cardiaovasc. Res. 2000, 47, 549-555.
6. Mizutani, K.; Ikeda, K.; Yamori, Y. Resveratrol inhibits AGEs-induced proliferation and collagen synthesis activity in vascular smooth muscle cells from stroke-prone spontaneously hypertensive rats. Biochem. Biophys. Res. Commun. 2000, 274 (61-67).
7. Burns, J.; Gardner, P.T.; O?Neil, J.; Crawford, S.; Morecroft, I.; McPhail, D.B.; Lister, C.; Mattews, D.; MacLean, M.R.; Lean, M.E.J.; Duthie, G.G.; Crozier, A. Relationship among antioxidant activity, vasodilation capacity, and phenolic content of red wines. J. Agric. Food Chem. 2000, 48, 220-230.
8. Mizutani, K.; Ikeda, K.; Kawai, Y.; Yamori, Y. Resveratrol attenuates ovariectomy-induced hypertension and bone loss in stroke-prone spontaneously hypertensive rats. J. Nutr. Sci. Vitaminol. (Tokyo). 2000, 46, 78-83.
9. Rush, J.W.E.; Quadrilatero, J.; Levy, A.S.; Ford, R.J. Chronic resveratrol enhances endothelium-dependent relaction but does not alter eNOS levels in aorta of spontaneously hypertensive rats. Experim. Biol. Med. 2007, 232, 814-822.
10. Das, S.; Das, D.K. Resveratrol: A therapeutic promising for cardiovascular diseases. Recent Patents on Cardiovas. Drug Disc. 2007, 133-138(6).
11. El-Mowafy, A. Resveratrol activates membrane-bound guanylyl cyclase in coronary arterial smooth muscle: A novel signaling mechanism in support of coronary protection. Biochim. Biphys. Res. Commun. 2002, 291, 1218-1224.
12. Jang, M.; Lining, C.; Udeani, G.; Slowing, K.; Thomas, C.; Beecher, C.; Fong, H.; Farnswort, N.; Kinghorn, A.; Mehta, R.; Moon, R.; Pozzuto, J. Chacer chemopreventative activity of resveratrol, a natural product derived from grapes. Science. 1997, 275, 218-220.
13. Bertelli, A.A.; Ferrara, F.; Diana, G.; Fulgenzi, A.; Corsi, M.; Ponti, W.; Ferrero, M.E.; Bertelli, A. Resveratrol, a natural stilbene in grapes and wine, enhances intraphagocytosis in human promonocytes: a co-factor in anti-inflammatory and anticancer chemopreventive activity. Int. J. Tissue React. 1999, 21, 93 104.
14. Lu, R.; Serrero, G. Resveratrol, a natural product derived from grape, exhibitis antiestrogenic avtivity and inhibitis the growth of human breast cancer cells. J. Celular Physiol. 1999, 179, 297-304.
15. Tessitore, L.; David, A.; Sarotto, I.; Caderni, G. Resveratrol depresses the growth of colorectal aberrant crypt foci by affecting bax and p21(CIP) expresion. Arcinogenesis. 2000, 21, 1619-1622. (Pubitemid 30608219)
16. Schneider, Y.; Vincent, F.; Duranton, B.; Badolo, L.; Gosse, F.; Bergmann, C.; Seiler, N.; Raul, F. Cancer Lett. 2000, 158, 85-91.
17. Nielsen, M.; Ruch, R.J.; Vang, O. Resveratrol reverses tumor-promoterinhibition of gap-junctional intercellular communication. Biochem. Biophys. Res. Commun. 2000, 275, 804-809.
18. Tsan, M.F.; White, J.E.; Maheshwari, J.G.; Bremner, T.A.; Sacco, J. Resveratrol induces Fas signaling-independent apoptosis in THP-1 human monocytic leukaemia cells. Br. J. Haematol,. 2000, 109, 405-412.
19. Szende, B.; Tyihak, E.; Kiraly-Veghely, Z. Dose-dependent effect of resveratrol on proliferation and apoptosis in endotehelial and tumor cell cultures. Exp. Mol. Med. 2000, 32, 88-92.
20. Brakenhielm, E.; Cao, R.; Cao, Y. Supresion of angiogenesis, tumor growth and wound healing by resveratrol a natural compound in red wine and grapes. FASEB J. 2001, 15, 1798-1800.
21. Kimura, Y.; Okuda, H. Resveratrol isolated from Polygonum cuspidatum roots prevents tumor growth and metastasis to lung and tumor-induced neovascularization in Lewis lung carcinoma-bearing mice. J. Nutr. 2001, 131, 1844-1849. (Pubitemid 32520456)
22. Anthony, W.; Opipari, J.; Tan, L.; Boitano, A.E.; Sorenson, D.R.; Aurora, A.; Liu, J.R. Resveratrol-induced autophagocytosis in ovarian cancer cells. Cancer Res. 2004, 64, 696-703.
23. Tseng, S-H.; Lin, S-M.; Chen, J-C.; Su, Y-H.; Huang, H-Y.; Chen, C-K.; Lin, P-Y.; Chen, Y. Resveratrol suppresses the angiogenesis and tumor growth of gliomas in rats. Clin. Cancer Res. 2004, 10, 2190-2202.
24. Jones, S.B.; DePrimo, S.E.; Whitfield, M.L.; Brooks, J.D. Resveratrolinduced gene expression profiles in human prostate cancer cells. Cancer Epidemiol. Biomarkers Preven. 2005, 14, 596-604.
25. Frankel, E.N.; Waterhouse, A.L.; Kinsella, J.E. Inhibition of human LDL oxidation by resveratrol. The Lancet. 1993, 341, 1103-1104.
26. Fremont, L.; Belguendou, L.; Delpal, S. Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDLoxidation and polyunsaturated fatty acids. Life Science. 1999, 64, 2511-2521. (Pubitemid 29268427)
27. Daglia, M.; Papetti, A.; Grisoli, P.; Aceti, C.; Dacarro, C.; Gazzani, G. Antibacterial activity of red and white wine against oral streptococci. J. Agric. Food Chem. 2007, 55, 5038-5042.
28. Docherty, J.J.; Fu, M.M.; Stiffler, B.S.; Limperos, R.J.; Pokabla, C.M.; Delucia, A.L. Resveratrol inhibition of herpes simplex virus replication. Antiviral Res. 1999, 43, 145-155. (Pubitemid 29457437) (Pubitemid 29457437)
29. Docherty, J.J., Fu, M.M., Hah, J.M., Sweet, T.J., Faith, S.A., Both, T. Effect of resveratrol on herpes simplex virus vaginal infection in the mouse. Antiviral Res. 2005, 67, 155-162. (Pubitemid 41254199)
30. http://en.wikipedia.org/wiki/French-paradox
31. Renaud, S., de Lorgeril, M. Wine, alcohol, platelets and the French paradox for coronary Herat disease. The Lancet. 1992, 339, 1523-1526.
32. Malovana, S., Garcia Montelongo, F.J., Perez, J.P., Rodriguez-Delgado, M.A. Optimization of sample preparation for the determination of transresveratrol and other polyphenolic compounds in wines by high performance liquid chromatography. Anal. Chem. Acta. 2001, 428, 245-253.
33. Kovacs, Z., Dinya, Z., Antus, S. LC-SSI-MS techniques as efficient tools for characterization of nonvolatile phenolic compounds of a special Hungarian wine. J. Chromatogr. Sci. 2004, 42, 125-129.
34. Monagas, M., Suarez, R., Gomez-Cordoves, C., Bartolome, B. Simultaneous determinationof nonanthocyanin phenolic compounds in red wines by HPLC-DAD=ESI-MS. Am. J. Enol. Vitic. 2005, 56 (2), 139-147.
35. Sun, J., Liang, F., Bin, Y., Li., P., Duan, C. Screeining non-colored phenolics in red wines using lichid chromatography=ultraviolet and mass spectrometry=mass spectrometry libraries. Molecules. 2007, 12, 679-693.
36. Mark, L., Pour Nikfardjam, M.S., Avar, P., Ohmacht, R. A validated HPLC method for the quantitative analysis of trans-resveratrol and trans-piceid in Hungarian wines. J. Chromatogr. Sci. 2005, 43, 445-449.
37. Buiarelli, F., Coccioli, F., Jasionowska, R., Merolle, M., Terraciano, A. Analysis of some stilbenes in Italian wines by liquid chromatography=tandem tandem mass spectrometry. Rapid Commun. Mass Spectrum. 2007, 21, 2955-2964.
38. Gamoh, K., Nakashima, K. Liquid chromatography=mass spectrometric determination of trans-resveratrol in wines using a tandem solid-phase extraction method. Rapid Commun. Mass Spectrum. 1999, 13, 1112-1115.
39. Buiarelli, F., Coccioli, F., Jasionowska, R., Merolle, M., Terraciano, A. Chromatographic analysis of trans-resveratrol in Italian wines: Comparisons between Fl, UV, and MS detection. Chromatographia 2006, 64, 475-481.
40. Careri, M., Corradini, C., Elviri, L., Nicoletti, I., Zagnoni, I. Liquid chromatography-electrospray tandem mass spectrometry of cis-resveratrol and trans-resveratrol: development, validation, and application of the method to red wine, grape, and winemaking byproducts. J. Agric. Food Chem. 2004, 52 (23), 6868-6874.
41. Goldberg, D.M., Ng, E., Karumanchiri, A., Yan, J., Diamandis, E.P., Soleas, G.J. Assay of resveratrol glucosides and isomers in wine by direct injection high-performance liquid chromatography. J. Chromatogr. 1995, 708, 89-98.
42. Goldberg, D.M., Tsang, E., Karumanchiri, A., Diamandis, E.P., Soleas, G., Ng, E. Method to assay the concentrations of phenolic constituents of biological interest in wines. Anal. Chem. 1996, 68, 1688-1694.
43. Trela, B.C., Waterhouse, A.L. Resveratrol: Isomeric molar absorptivities and stability. J. Agric. Food Chem. 1996, 44, 1253-1257.
44. Vinas, P., Lopez-Erroz, C., Marin-Hernandez, J.J., Hernandez-Cordoba, M. Determination of phenols in wines by liquid chromatography with photodiode array and fluorescence detection. J. Chromatogr. A. 2000, 871, 85-93.
45. Dominguez, C., Guillen, D.A., Brroso, C.G. Automated solid phase extraction for sample preparation followed by high-performance liquid chromatography with diode array and mass spectrometric detection for the analysis of resveratrol derivatives in wine. J. Chromatogr. A. 2001, 918, 303-310.
46. Rodriguez-Delgado, M.A., Gonzalez, G., Perez-Trujillo, J.P., Garcia- Montelongo, F.J. Trans-resveratrol in wines from the Canary Islands (Spain). Analysis by high performance liquid chromatography. Food Chem. 2002, 76, 371-375.
47. Kolouchova-Hanzlikova, I., Melzoch, K., Filip, V., Smidrkal, J. Rapid method for resveratrol determination by HPLC with electrochemical and UV detections in wines. Food Chem. 2004, 87, 151-158. (Pubitemid 38507512)
48. Abril, M., Negueruela, A.I., Perez, C., Juan, T., Estopanan, G. Preliminary study of resveratrol content in Aragon red and rose wines. Food Chem. 2005, 92, 729-736. (Pubitemid 40544818)
49. Vian, M.A., Tomao, V., Gallet, S., Coulomb, P.O., Lacombe, J.M. Simple and papid method for cis- and trans-resveratrol and piceid isomers determination in wine by high-performance liquid chromatography using Chromolith column. J. Chromatogr. A. 2005, 1085, 224-229.
50. Vitrac, X., Bornet, A., Vanderlinde, R., Valls, J., Richard, T., Delaunay, J-C., Merillon, J-M., Teissedre, P-J. Determination of stilbenes (d-viniferin, trans-astringin, trans-piceid, cis- and trans-resveratrol, d-viniferin) in Brazilian wines. J. Agric. Food Chem. 2005, 53, 5664-5669.
51. Monagas, M., Suarez, R., Gomez-Cordoves, C., Bartolome, B. Simultaneous determinationof nonanthocyanin phenolic compounds in red wines by HPLC-DAD=ESI-MS. Am. J. Enol.Vitic. 2005, 56 (2), 139-147.
52. Kromidas, S. More practical problem solving in HPLC, Wiley-VCH Verlag GmbH & Co. KGaA: Weinheim, Germany, 2005, 187-209.