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Şarap Örneklerinde Sıvı-Sıvı Ekstraksiyonu İle TransResveratrol Analizi

Year 2013, Volume: 8 Issue: 1, 114 - 121, 10.06.2013

Abstract

3,5,4-trans-trihidroksistilben (trans-resveratrol)’in CH2Cl2 ve CHCl3 içindeki çözünürlüğü oldukça fazladır. Trans-resveratrolü tam ekstrakte etmek için, şarap örnekleri CHCl3 içinde çalkalandı. Elde edilen CHCl3 çözeltisi HPLC sistemine direk olarak enjekte edildi. Analiz, %60 MeCN: %40 EtOH içinde ve trans-resveratrol standart eklenmesiyle gerçekleştirildi. Kromatogramdaki rezolüsyon yaklaşık 1.0 olarak hesaplandı. Türkiye de üretilmiş olan 9 şarap örneğinde resveratrol konsantrasyonu 1.46-6.53 ppm olarak bulundu. Resveratrolün ekstraksiyon oranı, ardışık ekstraksiyon ile tespit edildi ve örnek miktarı arttırılarak, metodun doğruluğu test edildi. Geri kazanım % 100.42 olarak bulundu.

References

  • Fan G.J., Liu X.D., Qian Y.P., Shang Y.L., Li X.Z., Dai F., et al; 2009. 4,4’-dihydroxy trans stilbene, a resveratrol analogue, exhibited enhanced antioxidant activity and cyclotoxicity, Bioorganic and Medicinal Chemistry, 17: 2360-2365.
  • Shi L., Huang X.F., Zhu Z.W., Li H.Q., Xue Y.J., Zhu H.L.,et al; 2008. Synthesis of alkylaminophosphonate derivatives of resveratrol as potential antitumor agents, Australian Journal of Chemistry, 61: 472-475.
  • Fukuhara K., Nagakawa M., Nakanishi I., Ohkubo K., Imai K., Urano S., et al; 2006. Structural basis for DNA-cleaving activity of resveratrol in the presence of Cu(II), Bioorganic and Medicinal Chemistry, 14: 1437-1443.
  • Revilla E., Ryan J.M., 2000. Analysis of Phenolic compounds with potential antioxidant properties in grape extracts and wines by high performance liquid chromatography-photodiode array dedection without sample preparation, Journal of Chromatography A, 881: 461469.
  • Lopez M., Martinez F., Valle C.D., Orte C., Miro M., Analysis of Phenolic constituents of biological interest in red wines by high performance liquid chromatography, Journal of Chromatography A, 923: 359-363.
  • Ali A., Strummer J., 2003. A simple extraction and chromatographic system for the simultaneous Analysis of antocyanins and stilbenes of vitis species, Journal of Agricultural and Food Chemistry, 51: 7246-7251.
  • Kerem Z., Bravdo B.A., Shoseyov O., Tugenhoft Y., 2004. Rapid liquid chromatography-ultraviolet determination of organic acids and phenolic compounds in red wine und must, Journal of Chromatography A, 1052: 211-215.
  • Pinerio Z., Palma M., Barosso C.G., 2006. Determination of trans resveratrol in grapes by pressured liquid extraction and fast high performance liquid chromatography, Journal of Chromatography A, 1110: 61-65.
  • Nikifardjam M.S., Mark L., Avar P., Figler M., Uhmacht R., 2006. Polyphenols, antocyanins and trans resveratrol in red wines from the Hungarian Villany region, Food Chemistry, 98: 453-462.
  • Boocock D.J., Patel K.R., Faust G.E.S., Normolle D.P., Marezylo T.H., Crowell J.A., et al, 2007. Quantitation of trans resveratrol and dedection of its metabolites in human plasma and urine by high performance liquid chromatography, Journal of Chromatography B, 848: 182-187.
  • Vinas P., Campillo N., Hernandez-Perez M., Hernandez-Cordoba M., 2008. A Comparison of solid phase microextraction and stirbar sorptive extraction coupled to liquid chromatography for rapid analysis of resveratrol isomers in red wines, musts and fruit juices, Analytica Chimica Acta, 611: 119-125.
  • Feijoo O., Moreno A., Falque E.J., 2008. Trans and cis resveratrol content in Galician white and red wines, Journal of Food Composition and Analysis, 21: 608-613.
  • Vinas P., Campillo M., Castillo N.M, Hernandez-Cordoba M., 2009. Solid Phase microextraction on fiber derivatization for the analysis of some polyphenols in wine and grapes using gas chromatography-mass spectrometry, Journal of Chromatography A, 1216: 1279-1284.
  • Shanmuganathan M., Li P.C.H., 2009. Resveratrol analysis and degredation study in blueberry samples by HPLC with fluorescence dedection, Journal of Liquid Chromatography and Related Technologies, 32: 3038-3048.
  • Vlase L., Kiss B., Leucuta E.S., Gocan S.J., 2009. Rapid method for determination of resveratrol in wines by HPLC-MS, Journal of Liquid Chromatography and Related Technologies, 32: 2105- 2121.
  • Gocan S., 2009. Analysis of Stilbenes in wine by HPLC, Journal of Liquid Chromatography and Related Technologies, 32: 1598-1643.
  • Hollecker L., Pinna M., Filippino G, Scrugli S., Pinna B., Argiolas F., et al, 2009. Simultaneous determination of polyphenolic compounds in red white grapes grown in Sardinia by high performance liquid chromatography–electrospray ionisation–mass spectrometry, Journal of Chromatography A, 1216: 3402-3408.
  • Gamoh K., Nakashima K., 1999. Liquid chromatographic – mass spectrometric determination of trans resveratrol in wine using a tandem solid phase extraction method, Mass Spectrometry, 13: 1112-1115.
  • Goldberg D.M., Karumanchiri A., Ng E.; Yen J., Diamandis E.P., Soleas G.J., 1995. Direct gas chromatographic – mass spectrometric method to assay cis resveratrol in wines, Journal of Agricultural and Food Chemistry, 43: 1245-1250.
  • Lucena A.P.S., Nascimento R.J.B., Maciel J.A.C., Tavares J.X., Barbosa-Filho J.M., Oliveira E.J., 2010. Antioxidant activity and phenolic content of selected Brasilian Wines, Journal of Food Composition and Analysis, 23: 30-36.
  • Soto M.E., Bernal J., Martin M.T., Higes M., Bernal H.L., 2012. Liquid chromatographic determination of resveratrol and piceid isomers in Honey, Food Analytical Methods, 5: 162-171.
  • Meyer V., 2004. Practical High-Performance Liquid Chromatography, pp. 261-266, 4th ed, J. Wiley and Sons, Chicester-Newyork-Weinheim.

Liquid-Liquid Extraction Based Simple Trans-Resveratrol Analysis In Wine Samples

Year 2013, Volume: 8 Issue: 1, 114 - 121, 10.06.2013

Abstract

3,5,4-trans-trihydroxystilbene (trans-resveratrol) is quite soluble in CH2Cl2 and CHCl3. Wine samples are shaken in and rinsed with CHCl3 to obtain fine extracts of trans-resveratrol. The obtained CHCl3 solutions were directly injected to HPLC system for analysis. Determinations were made in 60% MeCN: 40% EtOH, and by trans-resveratrol standard addition. The resolution is calculated to be about 1.0 in the chromatogram. In 9 wine samples produced in Turkey, resveratrol concentrations were detected in between 1.46 and 6.53 ppm. By consecutive extractions, extraction ratio of resveratrol was determined and by increasing the amount of the samples, accuracy of the method was tested. It was found that the recovery is about 100.42 %

References

  • Fan G.J., Liu X.D., Qian Y.P., Shang Y.L., Li X.Z., Dai F., et al; 2009. 4,4’-dihydroxy trans stilbene, a resveratrol analogue, exhibited enhanced antioxidant activity and cyclotoxicity, Bioorganic and Medicinal Chemistry, 17: 2360-2365.
  • Shi L., Huang X.F., Zhu Z.W., Li H.Q., Xue Y.J., Zhu H.L.,et al; 2008. Synthesis of alkylaminophosphonate derivatives of resveratrol as potential antitumor agents, Australian Journal of Chemistry, 61: 472-475.
  • Fukuhara K., Nagakawa M., Nakanishi I., Ohkubo K., Imai K., Urano S., et al; 2006. Structural basis for DNA-cleaving activity of resveratrol in the presence of Cu(II), Bioorganic and Medicinal Chemistry, 14: 1437-1443.
  • Revilla E., Ryan J.M., 2000. Analysis of Phenolic compounds with potential antioxidant properties in grape extracts and wines by high performance liquid chromatography-photodiode array dedection without sample preparation, Journal of Chromatography A, 881: 461469.
  • Lopez M., Martinez F., Valle C.D., Orte C., Miro M., Analysis of Phenolic constituents of biological interest in red wines by high performance liquid chromatography, Journal of Chromatography A, 923: 359-363.
  • Ali A., Strummer J., 2003. A simple extraction and chromatographic system for the simultaneous Analysis of antocyanins and stilbenes of vitis species, Journal of Agricultural and Food Chemistry, 51: 7246-7251.
  • Kerem Z., Bravdo B.A., Shoseyov O., Tugenhoft Y., 2004. Rapid liquid chromatography-ultraviolet determination of organic acids and phenolic compounds in red wine und must, Journal of Chromatography A, 1052: 211-215.
  • Pinerio Z., Palma M., Barosso C.G., 2006. Determination of trans resveratrol in grapes by pressured liquid extraction and fast high performance liquid chromatography, Journal of Chromatography A, 1110: 61-65.
  • Nikifardjam M.S., Mark L., Avar P., Figler M., Uhmacht R., 2006. Polyphenols, antocyanins and trans resveratrol in red wines from the Hungarian Villany region, Food Chemistry, 98: 453-462.
  • Boocock D.J., Patel K.R., Faust G.E.S., Normolle D.P., Marezylo T.H., Crowell J.A., et al, 2007. Quantitation of trans resveratrol and dedection of its metabolites in human plasma and urine by high performance liquid chromatography, Journal of Chromatography B, 848: 182-187.
  • Vinas P., Campillo N., Hernandez-Perez M., Hernandez-Cordoba M., 2008. A Comparison of solid phase microextraction and stirbar sorptive extraction coupled to liquid chromatography for rapid analysis of resveratrol isomers in red wines, musts and fruit juices, Analytica Chimica Acta, 611: 119-125.
  • Feijoo O., Moreno A., Falque E.J., 2008. Trans and cis resveratrol content in Galician white and red wines, Journal of Food Composition and Analysis, 21: 608-613.
  • Vinas P., Campillo M., Castillo N.M, Hernandez-Cordoba M., 2009. Solid Phase microextraction on fiber derivatization for the analysis of some polyphenols in wine and grapes using gas chromatography-mass spectrometry, Journal of Chromatography A, 1216: 1279-1284.
  • Shanmuganathan M., Li P.C.H., 2009. Resveratrol analysis and degredation study in blueberry samples by HPLC with fluorescence dedection, Journal of Liquid Chromatography and Related Technologies, 32: 3038-3048.
  • Vlase L., Kiss B., Leucuta E.S., Gocan S.J., 2009. Rapid method for determination of resveratrol in wines by HPLC-MS, Journal of Liquid Chromatography and Related Technologies, 32: 2105- 2121.
  • Gocan S., 2009. Analysis of Stilbenes in wine by HPLC, Journal of Liquid Chromatography and Related Technologies, 32: 1598-1643.
  • Hollecker L., Pinna M., Filippino G, Scrugli S., Pinna B., Argiolas F., et al, 2009. Simultaneous determination of polyphenolic compounds in red white grapes grown in Sardinia by high performance liquid chromatography–electrospray ionisation–mass spectrometry, Journal of Chromatography A, 1216: 3402-3408.
  • Gamoh K., Nakashima K., 1999. Liquid chromatographic – mass spectrometric determination of trans resveratrol in wine using a tandem solid phase extraction method, Mass Spectrometry, 13: 1112-1115.
  • Goldberg D.M., Karumanchiri A., Ng E.; Yen J., Diamandis E.P., Soleas G.J., 1995. Direct gas chromatographic – mass spectrometric method to assay cis resveratrol in wines, Journal of Agricultural and Food Chemistry, 43: 1245-1250.
  • Lucena A.P.S., Nascimento R.J.B., Maciel J.A.C., Tavares J.X., Barbosa-Filho J.M., Oliveira E.J., 2010. Antioxidant activity and phenolic content of selected Brasilian Wines, Journal of Food Composition and Analysis, 23: 30-36.
  • Soto M.E., Bernal J., Martin M.T., Higes M., Bernal H.L., 2012. Liquid chromatographic determination of resveratrol and piceid isomers in Honey, Food Analytical Methods, 5: 162-171.
  • Meyer V., 2004. Practical High-Performance Liquid Chromatography, pp. 261-266, 4th ed, J. Wiley and Sons, Chicester-Newyork-Weinheim.
There are 22 citations in total.

Details

Primary Language English
Subjects Chemical Engineering
Journal Section Makaleler
Authors

Emine İnal

Sevi Öz

Arda Atakol This is me

Mehmet Akay This is me

Orhan Atakol

Publication Date June 10, 2013
Published in Issue Year 2013 Volume: 8 Issue: 1

Cite

IEEE E. İnal, S. Öz, A. Atakol, M. Akay, and O. Atakol, “Liquid-Liquid Extraction Based Simple Trans-Resveratrol Analysis In Wine Samples”, Süleyman Demirel University Faculty of Arts and Science Journal of Science, vol. 8, no. 1, pp. 114–121, 2013.