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不同pH条件下TSs的形成机理及其与TFs的竞争性形成研究

  • 徐斌 ,
  • 江和源 ,
  • 张建勇 ,
  • 杨刘艳 ,
  • 刘千录
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  • 1. 中国农业科学院茶叶研究所 农业部茶树生物学与资源利用重点实验室 浙江省茶叶加工工程重点实验室,浙江 杭州 310008;
    2. 中国农业科学院研究生院,北京 100081
徐斌,男,硕士研究生,主要从事天然产物化学、茶叶深加工研究。

收稿日期: 2014-12-05

  修回日期: 2015-02-18

  网络出版日期: 2019-08-23

基金资助

国家茶叶产业技术体系(CARS–23)、农业技术试验示范项目(A8289)、浙江省三农六方科技协作计划项目(2011006)

Formation Mechanism of TSs and Competitive Formation Between TSs and TFs under Various pH

  • XU Bin ,
  • JIANG Heyuan ,
  • ZHANG Jianyong ,
  • YANG Liuyan ,
  • LIU Qianlu
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  • 1.Tea Research Institute, Chinese Academy of Agricultural Sciences, Key Laboratory of Tea Plants Biology and Resources Utilization of Agriculture Ministry, Key Laboratory of Tea Processing Engineering of Zhejiang Province, Hangzhou 310008, China;
    2. Graduate School of Chinese Academy of Agricultural Sciences, Beijing 100081, China

Received date: 2014-12-05

  Revised date: 2015-02-18

  Online published: 2019-08-23

摘要

采用液态发酵的方式,结合不同的pH条件,通过酶促氧化儿茶素生成相应聚酯型儿茶素(Theasinensins, TSs)或茶黄素(Theaflavins, TFs)的单体物质来深入探讨TSs的形成机理及其与TFs的竞争性形成。结果表明,酸性条件下,TSs的单体物质能够持续生成,而且一直积累;中性和碱性条件下生成的TSs单体物质达到最大值的时间很短,稳定性较差。不同pH条件下,由于自身氧化还原电位值的高低,各个儿茶素单体之间被氧化而消耗的速率有所差别,而且基于生成TSs和TFs需要共同的儿茶素底物,因此两者的形成具有竞争性。pH=6和中性条件下EGCG和EGC转化形成TSs单体的量高于形成TFs的量,而pH=5水平下则相反。

本文引用格式

徐斌 , 江和源 , 张建勇 , 杨刘艳 , 刘千录 . 不同pH条件下TSs的形成机理及其与TFs的竞争性形成研究[J]. 茶叶科学, 2015 , 35(3) : 281 -289 . DOI: 10.13305/j.cnki.jts.2015.03.011

Abstract

To illustrate the formation mechanism of theasinensins (TSs) and the competitive formation between TSs and theaflavins (TFs), catechins((EGCG, EGC, EC and ECG) were oxidized to form TSs monomers or TFs monomers by enzymatic oxidation and the experiments were performed by liquid fermentation under different pH values. The results showed that the TSs monomers were synthesized and accumulated continuously under acidic conditions, while the peaks of TSs monomers appeared in a short time but showed poor stability under neutral or alkaline conditions. Due to the magnitudes of the oxidation reduction potential (ORP) are variable for catechins, the enzymatic oxidative rates of catechins are different under different pH conditions. For the reason that there was a competition between the formation of TSs and TFs: the content of TSs monomers transformed by EGCG and EGC was higher than TFs monomers under the neutral condition or pH=6, however, conversely under the condition pH=5.

参考文献

[1] Roberts E A H, Cartwright R A, Oldschool M. The phenolic substance of manufactured tea.Ⅰ[J]. J sci Food Agric, 1957, 8(2): 72-80.
[2] Roberts E A H. The phenolic substance of manufactured tea Ⅱ[J]. J sci Food Agric, 1958, 9(4): 212-216.
[3] Nonaka G, kawahara O, Nishioka I. Tannins and related compounds XV A new class of dimeric flavan-3-ol gallates, theasinensin A and theasinensin B, and proanthocyanidin gallates from green tea leaf[J]. Chem Pharm bull, 1983, 31(11): 3906-3914.
[4] Shii T, Tanaka T, Watarumi S, et al. Polyphenol composition of a functional fermented tea obtained by Tea-Rolling processing of green tea and loquat leaves[J]. J Agric Food Chem, 2011, 59(13): 7253-7260.
[5] Hatano T, Kusuda1 M, Hori M, et al. Theasinensin A, a tea polyphenol formed from (-)-epigallocatechin gallate, suppresses antibiotic resistance of methicillin-resistant staphylococcus aureus[J]. Planta Med, 2003, 69(11): 984-989.
[6] Hou D X, Masuzaki S, Tanigawa S, et al. Oolong Tea Theasinensins Attenuate Cyclooxygenase-2 Expression in Lipopolysaccharide (LPS)-Activated Mouse Macrophages: Structure-Activity Relationship and Molecular Mechanisms[J]. J Agric Food Chem, 2010, 58(24): 12735-12743.
[7] Isaacs C E, Xu W M, Merz G, et al. Digallate dimers of (-)-epigallocatechin gallate Inactivate herpes simplex virus[J]. Antimicrob Agents Chemother, 2011, 55(12): 5646-5653.
[8] Hashimoto F, Ono M, Masuoka C, et al. Evaluation of the anti-oxidative effect (in vitro) of tea polyphenols [J]. Biosci biotechnol biochem, 2003, 67(2): 396-401.
[9] Pan M H, Liang Y C, Lin-Shiau S Y, et al. Induction of Apoptosis by the Oolong Tea Polyphenol Theasinensin A through Cytochrome c Release and Activation of Caspase-9 and Caspase-3 in Human U937 Cells[J]. J Agric Food Chem, 2000, 48(12): 6337-6346.
[10] M iyata Y, Tanaka T, Tamaya K, et al. Cholesterol-Lowering Effect of Black Tea Polyphenols, Theaflavins, Theasinensin A and Thearubigins [J]. Food Science and Technology Research, 2011, 17(6): 585-588.
[11] Toshima A, Matsui T, Noguchi M, et al. Identification of α-glucosidase inhibitors from a new fermented tea obtained by tea-rolling processing of loquat (Eriobotrya japonica) and green tea leaves[J]. J Sci Food Agric, 2010, 90(9): 1545-1550.
[12] Hashimoto F, Nonaka G, nishioka I. Tannins and related compounds LXIX. Isolation and structure elucidation of B, B’-linked bisflavanoids, theasinensin D-G and oolongtheanin from oolong tea[J]. Chem Pharm Bull, 1988, 36(5): 1676-1684.
[13] Tanaka T, Watarumi S, Matsuo Y, et al. Production of theasinensins A and D, epigallocatechin gallate dimers of black tea, by oxidation-reduction dismutation of dehydrotheasinensin A[J]. Tetrahedron, 2003, 59(40): 7939-7947.
[14] Hashimoto F, Nonaka G, Nishioka I.Tannins and related compounds, CXIV. Structures of novel fermentation products, theogallinin, theaflavonin and desgalloyl theaflavonin from black tea, and changes of tea leaf polyphenols during fermentation[J]. Chem Pharm Bull, 1992, 40(6): 1383-1389.
[15] 薛金金, 江和源, 龙丹, 等. HPLC法同时测定茶叶中聚酯型儿茶素和茶黄素[J]. 中国食品学报, 2014, 14(5): 237-243.
[16] Tanaka T, Matsuo Y, Kouno I.A novel black tea pigment and two new oxidation products of epigallocatechin-3-O-gallate[J]. J Agric Food Chem, 2005, 53(19): 7571-7578.
[17] 徐斌, 薛金金, 江和源, 等. 茶叶中聚酯型儿茶素的研究进展[J]. 茶叶科学, 2014, 34(4): 315-323.
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