甲基化EGCG的研究现状及展望

doi:10.13305/j.cnki.jts.2010.06.001

摘要/Abstract

摘要： EGCG3"Me于1982年首次从绿茶中被分离出来,并发现它具有潜在的抗过敏活性。近年来,甲基化的EGCG不断从茶叶和体内代谢物中被发现。本文对国内外甲基化EGCG的分离方法、功效和合成方法进行了综述。常见的甲基化EGCG分离方法包括葡聚糖凝胶（Sephadex LH-20）、高速逆流色谱、Toyopearl HW-40S中压柱层析、制备型液相色谱（pHPLC）等方法;甲基化EGCG在抗过敏性、抗细胞毒素、抑制脂肪氧化酶、抑制诱导型一氧化氮合成酶（iNOS）、保护肝细胞等方面都优于EGCG;甲基化EGCG的合成主要包括化学合成和生物合成两种途径。

关键词: 甲基化表没食子儿茶素没食子酸酯, 分离, 生物学活性, 合成

Abstract: EGCG3"Me was first isolated from green tea in 1982, and its potential antiallergic activity was reported. In recent years, some other methylated EGCG were discovered in tea or vivo metabolites. The isolation, function and synthesis of methylated EGCG were reviewed in this paper. The separation methods of methylated EGCG including Sephadex LH-20 chromatography, high-speed countercurrent chromatography, Toyopearl HW-40S medium-pressure chromatography, and preparative high performance liquid chromatography(pHPLC) were summarized. Compared to the biological activities of EGCG, the methylated form showed the higher activities in anti-allergy, anti-cytotoxin, lipoxygenase inhibition and inducible nitric oxide synthase(iNOS) inhibition, and liver cells protection. The synthesis of methylated EGCG include chemical synthesis and biosynthesis.

Key words: methylated EGCG, isolation, biological activity, synthesis

中图分类号:

伍妍俊, 汪小钢, 宛晓春. 甲基化EGCG的研究现状及展望[J]. 茶叶科学, 2010, 30(6): 407-413. doi: 10.13305/j.cnki.jts.2010.06.001.

WU Yan-jun, WANG Xiao-gang, WAN Xiao-chun. Present Studies and Research Prospects on the Methylated EGCG[J]. Journal of Tea Science, 2010, 30(6): 407-413. doi: 10.13305/j.cnki.jts.2010.06.001.

参考文献

[1] 汪毅. 茶叶中甲基化EGCG的调查研究[D]. 重庆: 西南大学, 2006.
[2] 徐志泉, 易著文, 何小解. 表没食子儿茶素没食子酸酯对大鼠肾衰的治疗研究进展[J]. 现代医药卫生, 2006, 22(16): 2471-2472.
[3] 仉燕崃, 李楠, 韩国柱, 等. 表没食子儿茶素没食子酸酯的研究进展[J]. 中草药, 2006, 37(2): 303-306.
[4] 徐华, 曹军. 表没食子儿茶素没食子酸酯的研究进展[J]. 中国老年保健医学, 2006, 4(14): 46-49.
[5] 刘本英, 王平盛. 茶多酚生物学活性的研究进展[J]. 中国农学通报, 2005, 29(2): 28-33.
[6] 赵丽萍, 邵宛芳. 茶叶中EGCG功效研究进展[J]. 中国农学通报, 2007, 23(7): 143-147.
[7] Saijo R.Isolation and chemical structures of two new catechins from fresh tea leaf[J]. Agricultural and Biological Chemistry, 1982, 46(7): 1969-1970.
[8] Sano M, Suzuki M, Miyase T, et al. Novel antiallergic catechin derivatives isolated from Oolong tea[J]. Journal of Agricultural and Food Chemistry , 1999, 47(5): 1906-1910.
[9] Amarowicz R, Shahidi F.Presence of two forms of methylated (-)-epigallocatechin-3-gallate in green tea[J]. Molecular Nutrition and Food Research, 2003, 47(1): 21-23.
[10] Kohri T, Suzuki M, Nanjo F.Identification of metabolites of (-)-epicatechin gallate and their metabolic fate in the rat[J]. Journal of Agricultural and Food Chemistry, 2003, 51(18): 5561-5566.
[11] Meng XF, Sang SM, Zhu NQ, et al. Identification and characterization of methylated and ring-fission metabolites of tea catechins formed in humans, mice, and rats[J]. Chemical Research in Toxicology, 2002, 15(8): 1042-1050.
[12] 吕海鹏, 谭俊峰, 林智. 茶树种质资源EGCG3"Me 含量及其变化规律研究[J]. 茶叶科学, 2006, 26(4): 310-314.
[13] 罗正飞, 龚正礼, 汪毅, 等. 茶叶中甲基化EGCG的研究[J]. 西南大学学报(自然科学版), 2008, 30(3): 56-59.
[14] Hans Henke.Preparative Gel Chromatography on Sephadex LH-20[M]. Heidelberg: Huethig Buch Verlag, 1996.
[15] 龚正礼, 罗正飞, 杨坚, 等. 从茶叶中制备甲基化儿茶素的工艺方法: 中国, 101177422A[P].2007-5-14.
[16] 周蓓, 王琳, 李伟, 等. 茶叶中甲基化儿茶素的分离、纯化和高效液相色谱法分析[J]. 分析化学, 2008, 36(4): 494-498.
[17] 于丽丽, 刘巧, 陈丹, 等. 制备型高效液相色谱法在天然药物分离中的应用[J]. 中华中医药学刊, 2009, 27(7): 1465-1467.
[18] Yanas E, Matsumoto E, Shinoda Y, et al. Synthesis of methyl derivatives of epigallocatechin gallate (EGCG) and their stabilities[J]. ITE Letters on Batteries, New Technologies and Medicine, 2005, 6(1): 34-37.
[19] Huo C, Wan SB, Lam WH, et al. The challenge of developing green tea polyphenols as therapeutic agents[J]. Inflammopharmacology, 2008, 16(5): 1-5.
[20] 吕海鹏, 林智, 谭俊峰, 等. 茶叶中的EGCG3"Me研究[J]. 食品与发酵工业, 2008, 34(10): 22-25.
[21] Maeda-Yamamoto M, Nagai H, Asai K, et al. Changes in epigallocatechin-3-O-(3-O-methyl gallate and strictinin contents of tea (Camellia sinensis L.) cultivar 'Benifuki' in various degrees of maturity and leaf order[J]. Food Science and Technology Research, 2004, 10(2): 186-190.
[22] Maeda-Yamamoto M, Ema K, Shibuichi I.In vitro and in vivo anti-allergic effects of 'Benifuuki' green tea containing O-methylated catechin and ginger extract enhancement[J]. Cytotechnology, 2007(55): 135-142.
[23] Maeda-Yamamoto M, Ema K, Monobe M, et al. The efficacy of early treatment of seasonal allergic rhinitis with Benifuuki green tea containing O-methylated catechin before pollen exposure: an open randomized[J]. Allergology International, 2009(58): 437-444.
[24] Saijo N, Masaya A, Yagi K.Novel Function of rare catechin, epigallocatechin-3-(3"-O-Methyl) gallate, against cold injury in primary rat hepatocytes[J]. Journal of Bioscience and Bioengineering, 2003, 96(6): 559-563.
[25] Suzuki M, Yoshino K, Maeda-Yamamoto M, et al. Inhibitory effects of tea catechins and O-methylated derivatives of(-)-epigallocatechin-3-
15-gallate on mouse type IV allergy[J]. Journal of Agricultural and Food Chemistry, 2000, 48(11): 5649-5653.
[26] Fujimura Y, Tachibana H, Maeda-Yamamoto M, et al. Antiallergic tea catechin,(-)-epigallocatechin-3-