中文名 | (-)-表没食子儿茶素 |
英文名 | (-)-epigallocatechin |
别名 | 绿茶儿茶酚 表没食子儿茶素 EGC,绿茶儿茶酚 (-)-表没食子儿茶素 (-)-表没食子酸儿茶素 表没食子儿茶素 (EGC) (-)-CIS-2-(3,4,5-三羟基苯基)-3,4-二氢-1(2H)-苯并吡喃-3,5,7-三醇 表没食子儿茶素(EGC,绿茶儿茶酚,(-)-表没食子儿茶素,(-)-表没食子酸儿茶素,(EGC) 表没食子酸儿茶素,L-表没食子儿茶精) |
英文别名 | EGC epigallocatechol (-)-epigallocatechol (-)-epigallocatechin antiscurvyfactorc(sub2) 3,3',4',5,5',7-flavanhexol professional supplier Epigallocatechin 970-74-1 2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol (2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol 5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-2h-1-benzopyran-(2r-cis |
CAS | 970-74-1 |
EINECS | 619-254-4 |
化学式 | C15H14O7 |
分子量 | 306.27 |
InChI | InChI=1/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1 |
InChIKey | XMOCLSLCDHWDHP-IUODEOHRSA-N |
密度 | 1.695±0.06 g/cm3(Predicted) |
熔点 | 208-210°C |
沸点 | 685.6±55.0 °C(Predicted) |
比旋光度 | -50 º (c=0.04, EtOH) |
闪点 | 368.5°C |
蒸汽压 | 9.69E-20mmHg at 25°C |
溶解度 | 丙酮 (微溶) 、DMSO (微溶) 、甲醇 (微溶) |
折射率 | 1.775 |
酸度系数 | 9.02±0.15(Predicted) |
存储条件 | -20°C |
稳定性 | 稳定。与强氧化剂不相容。 |
敏感性 | Sensitive to heat |
外观 | 固体 |
颜色 | White to Light Beige |
最大波长(λmax) | ['278nm(MeOH)(lit.)'] |
物化性质 | 来源于绿茶中提取得到。 |
MDL号 | MFCD00075939 |
体外研究 | (-)-Epigallocatechin (EGC) is a potent inhibitor of amyloidogenic cystatin I66Q amyloid fibril formation in vitro. Computational analysis suggests that (-)-Epigallocatechin prevents amyloidogenic cystatin fibril formation by stabilizing the molecule in its native-like state as opposed to redirecting aggregation to disordered, amorphous aggregates [1]. Combined curcumin and EGCG treatment reduced the cancer stem-like Cluster of differentiation 44 (CD44)-positive cell population. Western blot and immunoprecipitation analyses revealed that curcumin and (-)-Epigallocatechin (EGC) specifically inhibited STAT3 phosphorylation and STAT3-NFkB interaction was retained [2]. (-)-Epigallocatechin (EGC) exhibits a MIC and MBC of 5 μg/mL and 20 μg/mL respectively and effectively eradicated E. faecalis biofilms. (-)-Epigallocatechin induces the formation of hydroxyl radicals in E. faecalis. The addition of DIP protected E. faecalis against EGCG-mediated antibacterial effects. At sub-MIC, (-)-Epigallocatechin induces significant down-regulation of E. faecalis virulence genes [3]. |
安全术语 | 24/25 - 避免与皮肤和眼睛接触。 |
WGK Germany | 3 |
RTECS | KB5100000 |
FLUKA BRAND F CODES | 3-10 |
海关编号 | 29329990 |
参考资料 展开查看 | 1. 沈扬, 朱方, 沈湾湾,等. 植物多酚基元辅助递送siRNA的构效关系研究[J]. 高等学校化学学报, 2020, 41(4). 2. 张雯,宋俊科,朱晓瑜,杨海光,王海港,许启泰,杜冠华.表没食子儿茶素促进Nrf2的核转位减轻Aβ_(25-35)对SH-SY5Y细胞的损伤[J].中国药理学通报,2019,35(10):1393-1398. 3. 张雯,宋俊科,朱晓瑜,杨海光,许启泰,杜冠华.表没食子儿茶素对TLR4/MyD88/NF-κB通路减轻脂多糖诱导BV2细胞炎症反应的影响[J].医药导报,2020,39(06):735-740. 4. 尹雄章,肖珊,马郁文,方春香,张晓雪.表没食子儿茶素对小鼠离体脑片及氧糖剥夺损伤HT-22细胞系的保护作用[J].医药导报,2019,38(10):1259-1263. 5. 阮鸣. HPLC法同时测定六安瓜片中七种活性成分的含量[J]. 南京晓庄学院学报 2016(6):37-42. 6. 郭颖, 黄峻榕, 陈琦,等. 茶叶中儿茶素类测定方法的优化[J]. 食品科学, 2016, 37(06):137-141. 7. 胡立文, 周晓晴, 张彬,等. 茶叶籽油中儿茶素类和咖啡因含量测定[J]. 南昌大学学报(理科版), 2018, 42(002):134-138,146. 8. 李辉, 张静, 李超,等. 贺兰山东麓不同陈酿年份赤霞珠干红葡萄酒中酚类物质对涩感质量的影响[J]. 食品与发酵工业, 2018, 44(10):42-48. 9. 乔小燕, 李波, 何梓卿,等. 黄化英红九号红茶体外抗氧化活性分析[J]. 农产品质量与安全, 2018, 000(005):85-90. 10. 王婷婷 蔡自建 蒲婉欣 等. 四川绿茶感官品质与主要滋味贡献成分分析[J]. 食品研究与开发 2018 39(24):162-167. 11. 乔小燕, 黄秀新, 黄国资,等. "二炒"温度对传统客家炒青绿茶品质特征的影响[J]. 广东农业科学, 2015, 042(001):96-99. 12. 梅双, 乔小燕, 陈维,等. 半连续化生产线和传统单机加工客家炒青绿茶主要品质成分比较分析[J]. 广东农业科学, 2019(11). 13. 周晓晴, 胡立文, 罗琦,等. 茶叶籽油中茶多酚和儿茶素的测定[J]. 食品工业科技, 2019. 14. 魏琳,卢凤美,邵宛芳,袁唯.酸茶发酵过程中感官品质及主要成分变化分析[J].食品研究与开发,2019,40(14):69-74. 15. 乔小燕, 李崇兴, 姜晓辉,等. 不同等级CTC红碎茶生化成分分析[J]. 食品工业科技, 2018, 039(010):83-89. 16. 李波, 黄华林, 陈欣,等. 不同季节黄化英红九号红茶品质比较分析[J]. 山东农业科学, 2019. 17. 乔小燕, 饶幸霞, 黄国资,等. 传统客家绿茶在连续化生产线加工过程中主要品质成分的变化趋势研究[J]. 江西农业学报, 2015, 000(004):74-77. 18. 欧惠算,张灵枝,王维生.阿姆斯特丹散囊菌对六堡茶品质成分的影响研究[J].中国茶叶加工,2019(02):45-50. 19. 蔡爽, 阮成江, 杜维, et al. 沙棘叶片,果肉和种子中黄酮类成分的差异[J]. 植物资源与环境学报, 2019(4). 20. 杜欢欢, 蔡艳妮, 江海,等. 超高效液相串联质谱同时测定茶叶中的8种有效物质[J]. 陕西理工大学学报(自然科学版), 2017(33):74-80. 21. 乔小燕, 黄华林, 李波,等. 广东客家茶树种质资源儿茶素特性分析[J]. 江西农业学报, 2019, v.31(01):30-33. 22. 乔小燕, 黄国资, 王秋霜,等. 连续化生产线加工过程中客家炒青绿茶主要品质成分的化[J]. 广东农业科学, 2014, 041(024):91-94. 23. 萎凋方式对黄化英红九号红茶品质的影响 24. 汤晓, 倪翠阳, 王丽英,等. 煮制时间与二次煮制对紫娟普洱茶抗氧化性的影响[J]. 食品工业科技, 2015, 036(008):141-147. 25. 乔小燕, 陈维, 马成英,等. 不同仓储地康砖茶生化成分比较分析[J]. 广东茶业, 2019(5):7-10. 26. 黄华林, 李波, 陈海强,等. 不同萎凋时间英红九号和黄化英红九号红茶品质比较[J]. 山西农业科学, 2019, 047(010):1742-1745. 27. 王玮, 张纪伟, 赵一帆,等. 澜沧江流域部分茶区古茶树资源生化成分多样性的分析[J]. 分子植物育种, 2020(2). 28. 汤晓 叶庄新 余伟 等. 南瓜酚类物质及抗氧化活性受烹饪方式的影响[J]. 食品科技 2016 041(005):223-228. 29. 蔡爽, 阮成江, 杜维,等. 高效液相色谱-串联质谱法同时测定沙棘中的11种黄酮类物质[J]. 分析科学学报, 2019, 035(003):311-316. 30. 乔小燕,操君喜,车劲,陈栋,刘仲华.基于滋味和香气成分结合化学计量法鉴别不同贮藏年份的康砖茶[J].现代食品科技,2020,36(09):260-269+299. 31. 夏兴莉,廖界仁,任太钰,马媛春,王玉花,房婉萍,朱旭君.低温处理对茶树叶片中γ-氨基丁酸和其他活性成分含量的影响[J].植物资源与环境学报,2020,29(05):75-77. 32. 张恒,郑俏然,何靖柳,韦婷,刘翔,章斌.藏茶玫瑰乌梅无糖复合饮料研制及功能性成分分析与抗氧化研究[J].食品科技,2021,46(01):46-53+61. 33. Hua, Jinjie, et al. "Influence of enzyme source and catechins on theaflavins formation during in vitro liquid-state fermentation." LWT 139 (2021): 110291.https://doi.org/10.1016/j.lwt.2020.110291 34. Yu, Penghui, et al. "Distinct variation in taste quality of Congou black tea during a single spring season." Food science & nutrition 8.4 (2020): 1848-1856.https://doi.org/10.1002/fsn3.1467 35. Liao, Yinyin, et al. "Effect of major tea insect attack on formation of quality-related nonvolatile specialized metabolites in tea (Camellia sinensis) leaves." Journal of agricultural and food chemistry 67.24 (2019): 6716-6724.https://doi.org/10.1021/acs.j 36. Liu, Shuyuan, et al. "Effect of steeping temperature on antioxidant and inhibitory activities of green tea extracts against α-amylase, α-glucosidase and intestinal glucose uptake." Food chemistry 234 (2017): 168-173.https://doi.org/10.1016/j.foodchem.2017. 37. Liu, Shuyuan, et al. "Effect of steeping temperature on antioxidant and inhibitory activities of green tea extracts against α-amylase, α-glucosidase and intestinal glucose uptake." Food chemistry 234 (2017): 168-173.https://doi.org/10.1016/j.foodchem.2017. 38. Liu, Shuyuan, et al. "Effect of steeping temperature on antioxidant and inhibitory activities of green tea extracts against α-amylase, α-glucosidase and intestinal glucose uptake." Food chemistry 234 (2017): 168-173.https://doi.org/10.1016/j.foodchem.2017. 39. [IF=7.514] Shuyuan Liu et al."Effect of steeping temperature on antioxidant and inhibitory activities of green tea extracts against α-amylase, α-glucosidase and intestinal glucose uptake."Food Chem. 2017 Nov;234:168 40. [IF=7.514] Xuemei Guo et al."An emerging strategy for evaluating the grades of Keemun black tea by combinatory liquid chromatography-Orbitrap mass spectrometry-based untargeted metabolomics and inhibition effects on α-glucosidase and α-amylase."Food Chem. 2018 Apr;2 41. [IF=5.396] Bo Chen et al."Comparative analysis of fecal phenolic content between normal and obese rats after oral administration of tea polyphenols."Food Funct. 2018 Sep;9(9):4858-4864 42. [IF=5.396] Jiachan Zhang et al."Understanding the role of extracts from sea buckthorn seed residues in anti-melanogenesis properties on B16F10 melanoma cells."Food Funct. 2018 Oct;9(10):5402-5416 43. [IF=5.279] Jie Zhou et al."LC-MS-Based Metabolomics Reveals the Chemical Changes of Polyphenols during High-Temperature Roasting of Large-Leaf Yellow Tea."J Agr Food Chem. 2019;67(19):5405–5412 44. [IF=4.952] Fengfeng Qu et al."Effect of different drying methods on the sensory quality and chemical components of black tea."Lwt Food Sci Technol. 2019 Jan;99:112 45. [IF=4.411] Cuihua Chen et al."Quality Evaluation of Apocyni Veneti Folium from Different Habitats and Commercial Herbs Based on Simultaneous Determination of Multiple Bioactive Constituents Combined with Multivariate Statistical Analysis."Molecules. 2018 Mar;23(3):5 46. [IF=4.098] Chunlin Li et al."Rapid and non-destructive discrimination of special-grade flat green tea using Near-infrared spectroscopy."Spectrochim Acta A. 2019 Jan;206:254 47. [IF=3.894] Lixia Liu et al."Protective effects of tea polyphenols on exhaustive exercise-induced fatigue, inflammation and tissue damage."Food Nutr Res. 2017;61(1):1333390 48. [IF=3.361] Yun Liu et al."Structural characteristics of (−)-epigallocatechin-3-gallate inhibiting amyloid Aβ42 aggregation and remodeling amyloid fibers."Rsc Adv. 2015 Jul;5(77):62402-62413 49. [IF=3.361] Ji Li et al."Efficient extraction of major catechins in Camellia sinensis leaves using green choline chloride-based deep eutectic solvents."Rsc Adv. 2015 Nov;5(114):93937-93944 50. [IF=3.06] Zeyi Ai et al."Effect of Stereochemical Configuration on the Transport and Metabolism of Catechins from Green Tea across Caco-2 Monolayers."Molecules. 2019 Jan;24(6):1185 51. [IF=7.514] Yinyin Liao et al."Visualized analysis of within-tissue spatial distribution of specialized metabolites in tea (Camellia sinensis) using desorption electrospray ionization imaging mass spectrometry."Food Chem. 2019 Sep;292:204 52. [IF=7.514] Zhongqin Chen et al."Insight into the inactivation mechanism of soybean Bowman-Birk trypsin inhibitor (BBTI) induced by epigallocatechin gallate and epigallocatechin: Fluorescence, thermodynamics and docking studies."Food Chem. 2020 Jan;303:125380 53. [IF=7.514] Piaopiao Long et al."Untargeted and targeted metabolomics reveal the chemical characteristic of pu-erh tea (Camellia assamica) during pile-fermentation."Food Chem. 2020 May;311:125895 54. [IF=6.475] Zhenming Yu et al."Transformation of catechins into theaflavins by upregulation of CsPPO3 in preharvest tea (Camellia sinensis) leaves exposed to shading treatment."Food Res Int. 2020 Mar;129:108842 55. [IF=6.475] Mingchun Wen et al."Quantitative changes in monosaccharides of Keemun black tea and qualitative analysis of theaflavins-glucose adducts during processing."Food Res Int. 2021 Oct;148:110588 56. [IF=6.475] Shuyuan Liu et al."Comparative studies on the physicochemical profile and potential hypoglycemic activity of different tea extracts: Effect on sucrase-isomaltase activity and glucose transport in Caco-2 cells."Food Res Int. 2021 Oct;148:110604 57. [IF=5.81] Mu Jianfei et al."Determination of Polyphenols in Ilex kudingcha and Insect Tea (Leaves Altered by Animals) by Ultra-high-performance Liquid Chromatography-Triple Quadrupole Mass Spectrometry (UHPLC-QqQ-MS) and Comparison of Their Anti-Aging Effects."Fro 58. [IF=5.64] Zhang Yuxiang et al."Structure-Dependent Inhibition of Stenotrophomonas maltophilia by Polyphenol and Its Impact on Cell Membrane."Front Microbiol. 2019 Nov;0:2646 59. [IF=5.396] Xingliang Xiang et al."Potential hypoglycemic metabolites in dark tea fermented by Eurotium cristatum based on UPLC-QTOF-MS/MS combining global metabolomic and spectrum–effect relationship analyses."Food Funct. 2021 Aug;12(16):7546-7556 60. [IF=5.279] Zongde Jiang et al."Model Studies on the Reaction Products Formed at Roasting Temperatures from either Catechin or Tea Powder in the Presence of Glucose."J Agr Food Chem. 2021;69(38):11417–11426 61. [IF=5.279] Yinyin Liao et al."Effect of Major Tea Insect Attack on Formation of Quality-Related Nonvolatile Specialized Metabolites in Tea (Camellia sinensis) Leaves."J Agr Food Chem. 2019;67(24):6716–6724 62. [IF=5.279] Huan Zhang et al."Metabolite and Microbiome Profilings of Pickled Tea Elucidate the Role of Anaerobic Fermentation in Promoting High Levels of Gallic Acid Accumulation."J Agr Food Chem. 2020;68(47):13751–13759 63. [IF=5.279] Hui Li et al."Relationship between Secondary Metabolism and miRNA for Important Flavor Compounds in Different Tissues of Tea Plant (Camellia sinensis) As Revealed by Genome-Wide miRNA Analysis."J Agr Food Chem. 2021;69(6):2001–2012 64. [IF=4.952] Ting Zhao et al."The antioxidant property and α-amylase inhibition activity of young apple polyphenols are related with apple varieties."Lwt Food Sci Technol. 2019 Aug;111:252 65. [IF=4.952] Jia Xue et al."Contrasting microbiomes of raw and ripened Pu-erh tea associated with distinct chemical profiles."Lwt Food Sci Technol. 2020 Apr;124:109147 66. [IF=4.952] Jinjie Hua et al."Influence of enzyme source and catechins on theaflavins formation during in vitro liquid-state fermentation."Lwt Food Sci Technol. 2021 Mar;139:110291 67. [IF=4.952] Fengfeng Qu et al."The new insight into the influence of fermentation temperature on quality and bioactivities of black tea."Lwt Food Sci Technol. 2020 Jan;117:108646 68. [IF=4.653] Fengfeng Qu et al."Comparison of the Effects of Green and Black Tea Extracts on Na+/K+‐ATPase Activity in Intestine of Type 1 and Type 2 Diabetic Mice."Mol Nutr Food Res. 2019 Sep;63(17):1801039 69. [IF=4.411] Lin Chen et al."Dehydroascorbic Acid Affects the Stability of Catechins by Forming Conjunctions."Molecules. 2020 Jan;25(18):4076 70. [IF=4.379] Zhang Sifeng et al."Prediction of suitable brewing cuppages of Dahongpao tea based on chemical composition, liquor colour and sensory quality in different brewing."Sci Rep-Uk. 2020 Jan;10(1):1-11 71. [IF=4.379] Feng Lin et al."Chemical profile changes during pile fermentation of Qingzhuan tea affect inhibition of α-amylase and lipase."Sci Rep-Uk. 2020 Feb;10(1):1-10 72. [IF=4.24] Nana Li et al."Characterization of phenolic compounds and anti-acetylcholinase activity of coconut shells."Food Biosci. 2021 Aug;42:101204 73. [IF=4.098] Chunlin Li et al."Discrimination of white teas produced from fresh leaves with different maturity by near-infrared spectroscopy."Spectrochim Acta A. 2020 Feb;227:117697 74. [IF=3.361] Mengmeng Yuan et al."The interaction of dietary flavonoids with xanthine oxidase in vitro: molecular property-binding affinity relationship aspects."Rsc Adv. 2019 Apr;9(19):10781-10788 75. [IF=2.896] Li Wang et al."Separation of epigallocatechin gallate and epicatechin gallate from tea polyphenols by macroporous resin and crystallization."Anal Methods-Uk. 2021 Feb;13(6):832-842 76. [IF=2.863] Penghui Yu et al."Distinct variation in taste quality of Congou black tea during a single spring season."Food Sci Nutr. 2020 Apr;8(4):1848-1856 77. [IF=2.72] Wenfeng Li et al."Citric acid-enhanced dissolution of polyphenols during soaking of different teas."J Food Biochem. 2019 Dec;43(12):e13046 78. [IF=2.431] Wang Yanfeng et al."Effects of temperature and ultrasonic scaler on the infusion process of green tea leaves and catechins stability under ultrasonic vibration."J Food Meas Charact. 2021 Aug;15(4):3598-3607 79. [IF=2.19] Qiaoran Zheng et al."The effect of storage time on tea Polyphenols, catechin compounds, total flavones and the biological activity of Ya’an Tibetan tea (Camellia sinensis)."Journal Of Food Processing And Preservation. 2021 Oct 11 80. [IF=0.986] Lingli Sun et al."Phytochemical Profiles and Bioactivities of Cake Tea Leaves Obtained From the Same Cultivar: A Comparative Analysis:."Nat Prod Commun. 2020;15(8): 81. [IF=4.411] Peng-Cheng Zheng et al.Untargeted Metabolomics Combined with Bioassay Reveals the Change in Critical Bioactive Compounds during the Processing of Qingzhuan Tea.Molecules. 2021 Jan;26(21):6718 82. [IF=4.411] Shuang Mei et al."The Physiology of Postharvest Tea (Camellia sinensis) Leaves, According to Metabolic Phenotypes and Gene Expression Analysis."Molecules. 2022 Jan;27(5):1708 83. [IF=7.514] Yuqing Cui et al."Identification of low-molecular-weight color contributors of black tea infusion by metabolomics analysis based on UV–visible spectroscopy and mass spectrometry."Food Chem. 2022 Aug;386:132788 84. [IF=6.475] Guoping Lai et al."Free, soluble conjugated and insoluble bonded phenolic acids in Keemun black tea: From UPLC-QQQ-MS/MS method development to chemical shifts monitoring during processing."Food Res Int. 2022 May;155:111041 85. [IF=3.463] Ping Wang et al."Systematic transcriptomic and metabolomic analysis of walnut (Juglans regia L.) fruit to trace variations in antioxidant activity during ripening."Sci Hortic-Amsterdam. 2022 Mar;295:110849 86. [IF=4.556] Yiyu Ren et al."Metabolomics, sensory evaluation, and enzymatic hydrolysis reveal the effect of storage on the critical astringency-active components of crude Pu-erh tea."J Food Compos Anal. 2022 Apr;107:104387 87. [IF=5.279] Wei Wang et al."Effect of Active Groups and Oxidative Dimerization on the Antimelanogenic Activity of Catechins and Their Dimeric Oxidation Products."J Agr Food Chem. 2022;70(4):1304–1315 88. [IF=6.576] Guowei Man et al."Profiling Phenolic Composition in Pomegranate Peel From Nine Selected Cultivars Using UHPLC-QTOF-MS and UPLC-QQQ-MS."Front Nutr. 2021; 8: 807447 89. [IF=7.514] Zisheng Han et al."LC-MS based metabolomics and sensory evaluation reveal the critical compounds of different grades of Huangshan Maofeng green tea."Food Chem. 2022 Apr;374:131796 90. [IF=5.396] Chunyin Qin et al."Comparison on the chemical composition, antioxidant, anti-inflammatory, α-amylase and α-glycosidase inhibitory activities of the supernatant and cream from black tea infusion."Food & Function. 2022 Apr;: 91. [IF=5.154] Erdong Yuan et al."Roles of Adinandra nitida (Theaceae) and camellianin A in HCl/ethanol-induced acute gastric ulcer in mice."Food Science and Human Wellness. 2022 Jul;11:1053 92. [IF=7.514] Jie Meng et al."Conduction of a chemical structure-guided metabolic phenotype analysis method targeting phenylpropane pathway via LC-MS: Ginkgo biloba and soybean as examples."FOOD CHEMISTRY. 2022 Oct;390:133155 |
微信搜索化工百科或扫描下方二维码,添加化工百科小程序,随时随地查信息!