Separation of epigallocatechin-3-gallate from crude tea polyphenols by using Cellulose diacetate graft BoldItalic-cyclodextrin copolymer asymmetric membrane

Hong ZHU, Peiyong QIN

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PDF(380 KB)
Front. Chem. Sci. Eng. ›› 2011, Vol. 5 ›› Issue (3) : 330-338. DOI: 10.1007/s11705-010-1104-6
RESEARCH ARTICLE
RESEARCH ARTICLE

Separation of epigallocatechin-3-gallate from crude tea polyphenols by using Cellulose diacetate graft BoldItalic-cyclodextrin copolymer asymmetric membrane

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Abstract

This study demonstrates a new Cellulose diacetate graft β-cyclodextrin (CDA-β-CD) copolymer asymmetric membrane prepared by a phase inversion technique for the separation of (-)-epigallocatechin-3-gallate (EGCG) from other polyphenols in crude tea. The graft copolymer, CDA-β-CD, was synthesized by prepolymerization of cellulose diacetate (CDA) and 1,6-hexamethylene-diisocyanate (HDI), which was then grafted with β-cyclodextrin (β-CD). Surface and cross-section morphologies of the CDA-β-CD membranes were analyzed by using scanning electron microscopy (SEM). Fourier transform infrared spectroscopy (FT-IR) indicated that the β-CD was grafted onto the CDA by chemical bonding. The influences of the HDI/CDA mass ratio and the catalyst mass fraction on the β-CD graft yield were investigated. The optimum conditions of a HDI/CDA mass ratio of 0.35 g·g-1 and a catalyst mass fraction of 0.18 wt-% produced a β-CD graft yield of 26.51 wt-%. The effects of the β-CD graft yield and the concentration of the polymer cast solution on the separation of EGCG were also investigated. Under optimum conditions of a β-CD graft yield of 24.21 wt-% and a polymer concentration of 13 wt-%, the purity of EGCG increased from 26.51 to 86.91 wt-%.

Keywords

(-)-epigallocatechin-3-gallate (EGCG) / tea polyphenols / CDA-β-CD

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Hong ZHU, Peiyong QIN. Separation of epigallocatechin-3-gallate from crude tea polyphenols by using Cellulose diacetate graft BoldItalic-cyclodextrin copolymer asymmetric membrane. Front Chem Sci Eng, 2011, 5(3): 330‒338 https://doi.org/10.1007/s11705-010-1104-6

References

[1]
Nagle D G, Ferreira D, Zhou Y D. Epigallocatechin-3-gallate (EGCG): chemical and biomedical perspectives. Phytochemistry, 2006, 67(17): 1849–1855
[2]
Xu J, Sandström C, Janson J C, Tan T. Chromatographic retention of epigallocatechin gallate on oligo-b-cyclodextrin coupled sepharose media investigated using NMR. Chromatographia, 2006, 64(1-2): 7–11
[3]
Xu J, Zhang G F, Tan T W, Janson J C. One-step purification of epigallocatechin gallate from crude green tea extracts by isocratic hydrogen bond adsorption chromatography on b-cyclodextrin substituted agarose gel media. Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 2005, 824(1-2): 323–326
[4]
Kumamoto M, Sonda T, Takedomi K, Tabata M. Enhanced separation and elution of catechins in HPLC using mixed-solvents of water, acetonitrile and ethyl acetate as the mobile phase. Analytical Sciences, 2000, 16(2): 139–144
[5]
Amarowicz R, Maryniak A, Shahidi F. TLC separation of methylated (–)-epigallocatechin-3-gallate. Czech Journal of Food Sciences, 2005, 23: 36–39
[6]
Kim J I, Hong S B, Row K H. Effect of particle size in preparative reversed-phase high-performance liquid chromatography on the isolation of epigallocatechin gallate from Korean green tea. Journal of Chromatography. A, 2002, 949(1-2): 275–280
[7]
Sharma V, Gulati A, Ravindranath S D, Kumar V. A simple and convenient method for analysis of tea biochemicals by reverse phase HPLC. Journal of Food Composition and Analysis, 2005, 18(6): 583–594
[8]
Yanagida A, Shoji A, Shibusawa Y, Shindo H, Tagashira M, Ikeda M, Ito Y. Analytical separation of tea catechins and food-related polyphenols by high-speed counter-current chromatography. Journal of Chromatography. A, 2006, 1112(1-2): 195–201
[9]
Kartsova L A, Ganzha O V. Electrophoretic separation of tea flavanoids in the modes of capillary (zone) electrophoresis and micellar electrokinetic chromatography. Russian Journal of Applied Chemistry, 2006, 79(7): 1110–1114
[10]
Bazinet L, Labbe D, Tremblay A. Production of green tea EGC- and EGCG- enriched fractions by a two-step extraction procedure. Separation and Purification Technology, 2007, 56(1): 53–56
[11]
Chang C J, Chiu K L, Chen Y L, Chang C Y. Separation of catechins from green tea using carbon dioxide extraction. Food Chemistry, 2000, 68(1): 109–113
[12]
Wu X H. Application of membrane-separation in food technology. Food Research and Development, 2005, 26: 11–13 (in Chinese)
[13]
Kim H J, Tyagi R K, Fouda A E, Ionasson K. The kinetic study for asymmetric membrane formation via phase-inversion process. Journal of Applied Polymer Science, 1996, 62(4): 621–629
[14]
Wilbert M C, Pellegrino J, Zydney A. Bench-scale testing of surfactant-modified reverse osmosis/nanofiltration membranes. Desalination, 1998, 115(1): 15–32
[15]
Sivakumar M, Malaisamy R, Sajitha C J, Mohan D, Mohan V, Rangarajan R. Ultrafiltration application of cellulose acetate-polyurethane blend membranes. European Polymer Journal, 1999, 35(9): 1647–1651
[16]
Kozlowski C A, Sliwa W. The use of membranes with cyclodextrin units in separation processes: Recent advances. Carbohydrate Polymers, 2008, 74(1): 1–9
[17]
Schneiderman E, Stalcup A M. Cyclodextrins: a versatile tool in separation science. J Chromatography B. Biomedical Science Application, 2000, 745(1): 83–102
[18]
Tan Y, Hu A, Xia L, You T, Cao J. Synthesis and application of CDA-beta-CD in controlling release of drug. Journal of Applied Polymer Science, 2009, 113(3): 1811–1815
[19]
Lee J W, Hua F J, Lee D S. Thermoreversible gelation of biodegradable poly(e-caprolactone) and poly(ethylene glycol) multiblock copolymers in aqueous solutions. Journal of Controlled Release, 2001, 73(2-3): 315–327
[20]
Pan X, Niu G, Liu H. Microwave-assisted extraction of tea polyphenols and tea caffeine from green tea leaves. Chemical Engineering and Processing, 2003, 42(2): 129–133
[21]
Richter R, Muller H P U S. Patent, 5045226, 1991-<month>09</month>-<day>03</day>
[22]
Ishizu T, Hirata C, Yamamoto H, Harano K. Structure and intramolecular flexibility of β-cyclodextrin complex with (-)-epigallocatechin gallate in aqueous solvent. Magnetic Resonance in Chemistry, 2006, 44(8): 776–783
[23]
Ismail A F, Hassan A R. Effect of additive contents on the performances and structural properties of asymmetric polyethersulfone (PES) nanofiltration membranes. Separation and Purification Technology, 2007, 55(1): 98–109
CrossRef Google scholar
[24]
Strathmann H, Kock K, Amar P, Baker R W. The formation mechanism of asymmetric membranes. Desalination, 1975, 16(2): 179–203
CrossRef Google scholar

Acknowledgments

The authors wish to gratefully express their appreciation for the financial support obtained from the National Natural Science Foundation of China (Grant No. 20636010, 20876011 and 20606006), the National Basic Research Program of China (Grant No. 2007CB714304), the National High Technology Research and Development Program of China (Grant Nos. 2007AA100404, 2007AA10Z360), and the Beijing key laboratory of bioprocesses.

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2014 Higher Education Press and Springer-Verlag Berlin Heidelberg
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