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Corresponding Author(s)

官兴丽(1986—),女,云南大益微生物技术有限公司高级工程师,硕士。E-mail:guanxingli1986@126.com

Abstract

Theabrownin, a kind of water-soluble, non-dialysable, highly polymerised brown substance, mainly composed of polyphenol, polysaccharide, protein and nucleic acid, which is closely related to the color and functional activity of fermented tea. Due to the complexity of the formation mechanism, its chemical structure is still unclear. In this review, the structural characteristics, formation mechanism, extraction and detection methods, and functional activity of theophylcin were discussed, and the future research direction was also prospected.

Publication Date

10-20-2023

First Page

227

Last Page

233,240

DOI

10.13652/j.spjx.1003.5788.2022.80911

References

[1] 陈智雄, 谭礼强, 张钰玉, 等. 藏茶茶褐素组分特征及其清除1,1-二苯基-2-三硝基苯肼自由基活性的比较[J]. 浙江大学学报(农业与生命科学版), 2020, 46(5): 582-590. CHEN Z X, TAN L Q, ZHANG Y Y, et al. Comparison on characteristics and 1, 1-diphenyl-2-picrylhydrazyl scavenging activity of theabrownine fractions from Tibetan tea[J]. Journal of Zhejiang University(Agriculture & Life Sciences), 2020, 46(5): 582-590.
[2] ROBERTS E A H, SMITHR F. The phenolic substances of manufactured tea IX: The spectrophotometric evaluation of tea liquors[J]. Journal of the Science of Food and Agriculture, 1963, 14(10): 689-700.
[3] 杨娟, 袁林颖, 钟应富, 等. 工夫红茶色泽与品质相关性研究[J]. 西南农业学报, 2014, 27(6): 2 605-2 610. YANG J, YUAN L Y, ZHONG Y F, et al. Study on correlations between color and quality of congou made of different varieties of tea[J]. Southwest China Journal of Agricultural Sciences, 2014, 27(6): 2 605-2 610.
[4] 崔宏春, 张建勇, 赵芸, 等. 发酵条件对红茶茶色素形成的影响研究进展[J]. 食品与机械, 2022, 38(8): 227-233. CUI H C, ZHANG J Y, ZHAO Y, et al. Research progress on the influence of black tea fermentation conditions on the tea pigment formation[J]. Food & Machinery, 2022, 38(8): 227-233.
[5] 杨妍, 彭春秀, 刘华戎, 等. 普洱茶中茶褐素含量的紫外光谱法测定[J]. 光谱学与光谱分析, 2013, 33(7): 1 850-1 856. YANG Y, PENG C X, LIU H R, et al. Study on the UV-quantitative analysis of theabrownins in Pu-erh tea[J]. Spectroscopy and Spectral Analysis, 2013, 33(7): 1 850-1 856.
[6] CHENG L Z, WANG Y F, ZHANG J R, et al. Integration of non-targeted metabolomics and E-tongue evaluation reveals the chemical variation and taste characteristics of five typical dark teas[J]. LWT-Food Science & Technology, 2021, 150: 111875.
[7] 许靖逸, 李祥龙, 李解, 等. 雅安藏茶茶褐素对60Coγ辐射损伤的防护作用[J]. 核技术, 2017, 40(4): 7-14. XU J Y, LI X L, LI J, et al. Protective effect of extracted theabrownines from Ya'an Tibetan tea on radiation damage in mice caused by 60Coγ-ray[J]. Nuclear Techniques, 2017, 40(4): 7-14.
[8] LIU S M, HUANG H H. Assessments of antioxidant effect of black tea extract and its rationals by erythrocyte haemolysis assay, plasma oxidation assay and cellular antioxidant activity (CAA) assay[J]. Journal of Functional Foods, 2015, 18: 1 095-1 105.
[9] LEI S W, ZHANG Z F, XIE G H, et al. Theabrownin modulates the gut microbiome and serum metabolome in aging mice induced by D-galactose[J]. Journal of Functional Foods, 2022, 89: 104941.
[10] 蒋慧颖, 马玉仙, 曾文治, 等. 茶黄素、茶红素与茶褐素对高脂饮食大鼠肠道菌群的影响[J]. 食品工业科技, 2018, 39(20): 274-279, 351. JIANG H Y, MA Y X, ZENG W Z, et al. Effects of theaflavins, thearubigins and theabrownine on intestinal flora in rats fed with high-fat diet[J]. Science and Technology of Food Industry, 2018, 39(20): 274-279, 351.
[11] WANG Y, ZHAO A Q, DU H P, et al. Theabrownin from fu brick tea exhibits the thermogenic function of adipocytes in high-fat-diet-induced obesity[J]. Journal of Agricultural and Food Chemistry, 2021, 69(40): 11 900-11 911.
[12] KUANG J L, ZHENG X J, HUANG F J, et al. Anti-adipogenic effect of theabrownin is mediated by bile acid alternative synthesis via gut microbiota remodeling[J]. Metabolites, 2020, 10(11): 475.
[13] YUE S J, ZHAO D, PENG C X, et al. Effects of theabrownin on serum metabolite and gut microbiome in rats with high-sugar diet[J]. Food & Function, 2019, 10(11): 7 063-7 080.
[14] PENG C X, WANG Q P, LIU H R, et al. Effects of Zijuan Pu-erh tea theabrownin on metabolites in hyperlipidemic rat feces by Py-GC/MS[J]. Journal of Analytical & Applied Pyrolysis, 2013, 104: 226-233.
[15] GONG J S, PENG C X, CHEN T, et al. Effects of theabrownin from Pu-erh tea on the metabolism of serum lipids in rats: Mechanism of action[J]. Journal of Food Science, 2010, 75(6): H182-H189.
[16] 贺国文, 钟桐生, 彭晓赟, 等. 茯砖茶褐素组分特征及对α-葡萄糖苷酶活性抑制研究[J]. 茶叶科学, 2016(1): 102-110. HE G W, ZHONG T S, PENG X Y, et al. comparative study on component characteristics and inhibitory activities on α-glucosidase of theabrownin from Fuzhuan brick tea[J]. Journal of Tea Science, 2016(1): 102-110.
[17] XIAO Y, LI M Y, WU Y P, et al. Structural characteristics and hypolipidemic activity of theabrownins from dark tea fermented by single species eurotium cristatum PW-1[J]. Biomolecules, 2020, 10(2): 204.
[18] YUE S J, SHAN B, PENG C X, et al. Theabrownin-targeted regulation of intestinal microorganisms to improve glucose and lipid metabolism in Goto-Kakizaki rats[J]. Food & Function, 2022, 13(4): 1 921-1 940.
[19] JIN W D, ZHOU L, YAN B, et al. Theabrownin triggers DNA damage to suppress human osteosarcoma U2OS cells by activating p53 signalling pathway[J]. Journal of Cellular and Molecular Medicine, 2018, 22: 4 423-4 436.
[20] JIN W D, GU C Q, ZHOU L, et al. Theabrownin inhibits the cytoskeleton-dependent cell cycle, migration and invasion of human osteosarcoma cells through NFκB pathwayrelated mechanisms[J]. Oncology Reports, 2020, 44(6): 2 621-2 633.
[21] FU J Y, JIANG C X, WU M Y, et al.Theabrownin induces cell apoptosis and cell cycle arrest of oligodendroglioma and astrocytoma in different pathways[J]. Frontiers in Pharmacology, 2021, 12: 664003.
[22] ZHOU L, WU F F, JIN W D, et al. Theabrownin inhibits cell cycle progression and tumor growth of lung carcinoma through c-myc-related mechanism[J]. Frontiers in Pharmacology, 2017, 8: 75.
[23] WU F F, ZHAO L, JIN W D, et al. Anti-proliferative and apoptosis-inducing effect of theabrownin against non-small cell lung adenocarcinoma A549 cells[J]. Frontiers in Pharmacology, 2016, 7: 465.
[24] XIAO X J, GUO L, DAI W Y, et al. Green tea-derived theabrownin suppresses human non-small cell lung carcinoma in xenograft model through activation of not only p53 signaling but also MAPK/JNK signaling pathway[J]. Journal of Ethnopharmacology, 2022, 291: 115167.
[25] XU J A, YAN B, ZHANG L, et al. Theabrownin induces apoptosis and tumor inhibition of hepatocellular carcinoma Huh7 cells through ASK1-JNK-c-Jun pathway[J]. OncoTargets and Therapy, 2020, 13: 8 977-8 987.
[26] XU J A, XIAO X J, YAN B, et al. Green tea-derived theabrownin induces cellular senescence and apoptosis of hepatocellular carcinoma through p53 signaling activation and bypassed JNK signaling suppression[J]. Cancer Cell International, 2022, 22(1): 1-12.
[27] 秦谊, 龚加顺, 张惠芬, 等. 普洱茶茶褐素提取工艺及理化性质的初步研究[J]. 林产化学与工业, 2009, 29(5): 95-98. QIN Y, GONG J S, ZHANG H F, et al. Extraction technology of theabrownine from Pu-erh tea and its physico-chemical properties[J]. Chemistry and Industry of Forest Products, 2009, 29(5): 95-98.
[28] 董文明, 谭超, 李凌飞, 等. 普洱茶发酵过程中茶褐素主要分子结构及其变化研究[J]. 食品科技, 2013, 38(4): 53-57. DONG W M, TAN C, LI L F, et al. The main molecular structure of theabrownin and changes during the fermentation of Pu-erh tea[J]. Food Science and Technology, 2013, 38(4): 53-57.
[29] 杨新河, 王丽丽, 黄建安, 等. 普洱茶茶褐素的分级及相关性质初步研究[J]. 茶叶科学, 2011, 31(3): 187-194. YANG X H, WANG L L, HUANG J A, et al. Preliminary study on fractions and correlative properties of theabrownin from Pu-erh tea[J]. Journal of Tea Science, 2011, 31(3): 187-194.
[30] PENG C X, LIU J, LIU H R, et al. Influence of different fermentation raw materials on pyrolyzates of Pu-erh tea theabrownin by curie-point pyrolysis-gas chromatography-mass spectroscopy[J]. International Journal of Biological Macromolecules, 2012, 54(1): 197-203.
[31] 王天禄. 普洱茶茶褐素的分离、抗氧化与体外抑菌研究[D]. 天津: 天津科技大学, 2016: 46-47. WANG T L. Study on isolation, antioxidant activity and antimicrobial activity of theabrownins from Pu-erh tea[D]. Tianjin: Tianjin University of Science and Technology, 2016: 46-47.
[32] 谭超, 郭刚军, 李宝才, 等. 普洱茶茶褐素理化性质与光谱学性质研究[J]. 林产化学与工业, 2010, 30(4): 53-58. TAN C, GUO G J, LI B C, et al. Physico-chemical and spectral properties of theabrownin from Pu-erh tea[J]. Chemistry and Industry of Forest Products, 2010, 30(4): 53-58.
[33] 李大祥, 王华, 白蕊, 等. 茶红素化学及生物学活性研究进展[J]. 茶叶科学, 2013, 33(4): 327-335. LI D X, WANG H, BAI R, et al. The chemistry and bioactivity of thearubigins[J]. Journal of Tea Science, 2013, 33(4): 327-335.
[34] WANG Q P, PENG C X, GONG J S. Effects of enzymatic action on the formation of theabrownin during solid state fermentation of Pu-erh tea[J]. Journal of the Science of Food and Agriculture, 2011, 91(13): 2 412-2 418.
[35] 唐平. 普洱茶主要滋味物质分析及发酵过程变化研究[D]. 天津: 天津科技大学, 2018: 43-64. TANG P. Analysis of main taste substances in Pu'erh tea and changes in fermentation process[D]. Tianjin: Tianjin University of Science and Technology, 2018: 43-64.
[36] 龚加顺, 陈一江, 彭春秀, 等. 普洱茶发酵过程中不同添加物对茶褐素及其形成机制的影响[J]. 茶叶科学, 2010, 30(2): 101-108. GONG J S, CHEN Y J, PENG C X, et al. Effect of different additives on the theabrownin and its formation mechanism during Pu-erh tea fermentation[J]. Journal of Tea Science, 2010, 30(2): 101-108.
[37] 张云天, 姚晓玲, 鲁江, 等. 黑茶茶褐素的研究现状及进展[J]. 食品工业科技, 2017, 38(11): 395-399. ZHANG Y T, YAO X L, LU J, et al. Current research status and progress of the theabrownine in dark tea[J]. Science and Technology of Food Industry, 2017, 38(11): 395-399.
[38] 杭州艺福堂茶业有限公司. 一种茶褐素的粗提方法和精提方法: CN201410314177.9[P]. 2014-10-08. Hangzhou Efuton Tea Co., Ltd. A crude extraction method and a refined extraction method of theabrownine: CN201410314177.9[P]. 2014-10-08.
[39] 房贤坤, 陈杰, 姜吉, 等. 普洱生茶快速发酵法制备茶褐素[J]. 大连工业大学学报, 2012, 31(2): 103-106. FANG X K, CHEN J, JIANG J, et al. Preparation of theabrowmins by fast fermentation[J]. Journal of Dalian Dalian Polytechnic University, 2012, 31(2): 103-106.
[40] 陈小强. 以绿茶为原料制备茶褐素的方法: CN201210325200.5[P]. 2013-12-18. CHEN X Q. Method of preparing tea browning from green tea: CN201210325200.5[P]. 2013-12-18.
[41] 陈小强. 以黑茶为原料综合提制茶褐素和茶多糖的方法: CN201210343809.5[P]. 2013-12-18. CHEN X Q. Integrated extraction of theabrownine and polysaccharides from dark tea: CN201210343809.5[P]. 2013-12-18.
[42] 张水花, 钱磊, 赵红艳, 等. 微波辅助提取普洱茶中茶褐素的工艺研究[J]. 安徽农业科学, 2012, 40(22): 11 421-11 422. ZHANG S H, QIAN L, ZHAO H Y, et al. Study on the microwave-assisted extraction method of theabrownine from pu-erh tea[J]. Journal of Anhui Agricultural Sciences, 2012, 40(22): 11 421-11 422.
[43] 陈丽如, 张娜, 杨更亮, 等. 茶色素的超声辅助提取及其稳定性研究[J]. 江西农业大学学报, 2010, 32(3): 608-612. CHEN L R, ZHANG N, YANG G L, et al.A study on the ultrasound-associated extraction of tea pigment and its stability[J]. Acta Agriculturae Universitatis Jiangxiensis(Natural Sciences Edition), 2010, 32(3): 608-612.
[44] 董孝胜. 一种用速溶茶粉为原料制备茶褐素的方法: CN202010608132.8[P]. 2020-09-22. DONG X S. A method of preparing theabrownine using instant tea powder as raw material: CN202010608132.8[P]. 2020-09-22.
[45] HE Y Z, WANG X, ZHANG X H. Study on extracting TB from Liubao tea with cellulase auxiliary method[C]// The 3rd International Conference on Advanced Engineering Materials and Technology (AEMT 2013). Zhangjiajie: Trans Tech Publications, 2013: 1 870-1 874.
[46] 刘丽辰, 黄秀红, 阮怿航, 等. 响应面优化亚临界水提取茶色素工艺研究[J]. 食品研究与开发, 2021, 42(14): 71-79. LIU L C, HUANG X H, RUAN Y H, et al. Study on response surface optimization for extraction of tea pigment from subcritical water[J]. Food Research and Development, 2021, 42(14): 71-79.
[47] CUI Y Q, LAI G P, WEN M C, et al. Identification of low-molecular-weight color contributors of black tea infusion by metabolomics analysis based on UV-visible spectroscopy and mass spectrometry[J]. Food Chemistry, 2022, 386: 132788.
[48] 中华人民共和国农业农村部. 红茶中茶红素和茶褐素含量的测定分光光度法: NY/T 3675—2020[S]. 北京:中国农业出版社, 2020: 1-3. Ministry of Agriculture and Rural Affairs of the People's Republic of China. Determination of thearubigin and theabrownine in black tea-spectrophotometry: NY/T 3675—2020[S]. Beijing: China Agriculture Press, 2020: 1-3.
[49] CHEN X Q, HU Y X, WANG B J, et al. Characterization of theabrownins prepared from tea polyphenols by enzymatic and chemical oxidation and their inhibitory effect on colon cancer cells[J]. Frontiers in Nutrition, 2022, 9: 849728.
[50] LIU T T, XIANG Z M, CHEN F, et al. Theabrownin suppresses in vitro osteoclastogenesis and prevents bone loss in ovariectomized rats[J]. Biomedicine & Pharmacotherapy, 2018, 106: 1 339-1 347.
[51] GIRARD-LALANCETTE K, PICHETTE A, LEGAULT J. Sensitive cell-based assay using DCFH oxidation for the determination of pro-and antioxidant properties of compounds and mixtures: Analysis of fruit and vegetable juices[J]. Food Chemistry, 2009, 115(2): 720-726.
[52] DRGE W. Free radicals in the physiological control of cell function[J]. Physiological Reviews, 2002, 82(1): 47-95.
[53] 徐甜. 四川边茶茶褐素优化提取及降血脂活性研究[D]. 雅安: 四川农业大学, 2010: 7-8. XU T. Study on the hypoglycemic activity and optimum extraction oftheabrownine from Sichuan brick tea[D]. Ya'an: Sichuan Agricultural University, 2010: 7-8.
[54] HE Y X, CHEN Y X. The potential mechanism of the microbiota-gut-bone axis in osteoporosis: A review[J]. Osteoporosis International, 2022, 33(12): 2 495-2 506.

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