(-)-epigallocatechin
(Synonyms: (-)-表没食子儿茶素; Epigallocatechin; L-Epigallocatechin) 目录号 : GC17242
(-)-epigallocatechin是绿茶中的一种主要多酚类化合物,具有抗氧化特性。
Cas No.:970-74-1
Sample solution is provided at 25 µL, 10mM.
(-)-epigallocatechin is a major polyphenolic compound in green tea with antioxidant properties [1]. (-)-epigallocatechin binds to bovine β-lactoglobulin (βLG) through van der Waals forces and hydrogen bonds, leading to a change in the native conformation of βLG and improving the functionality of dairy products [2]. (-)-epigallocatechin has been widely used to inhibit the growth of different cancer cells[3].
In vitro, (-)-epigallocatechin treatment for 3 days significantly inhibited the proliferation of HCT 116 cells and Hep G2 cells, with IC50 values of 11.2 and 52.3µM, respectively[4]. Treatment of UMR-106 cells with 20μM (-)-epigallocatechin for 6 days increased alkaline phosphatase (ALP) activity and significantly increased matrix mineralization[5]. Treatment of H1299 cells with 40μM (-)-epigallocatechin for 24h induced apoptosis and down-regulated the mRNA level of hTERT[6].
In vivo, Oral administration of (-)-epigallocatechin (1g/kg/day) for 10 days significantly inhibited platelet aggregation and prolonged activated partial prothrombin time in ICR mice[7].
References:
[1] Hu J, Zhou D, Chen Y. Preparation and antioxidant activity of green tea extract enriched in epigallocatechin (EGC) and epigallocatechin gallate (EGCG)[J]. Journal of Agricultural and Food Chemistry, 2009, 57(4): 1349-1353.
[2] Wu X, Wu H, Liu M, et al. Analysis of binding interaction between (−)-epigallocatechin (EGC) and β-lactoglobulin by multi-spectroscopic method[J]. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2011, 82(1): 164-168.
[3] Du G J, Zhang Z, Wen X D, et al. Epigallocatechin Gallate (EGCG) is the most effective cancer chemopreventive polyphenol in green tea[J]. Nutrients, 2012, 4(11): 1679-1691.
[4] Uesato S, Kitagawa Y, Kamishimoto M, et al. Inhibition of green tea catechins against the growth of cancerous human colon and hepatic epithelial cells[J]. Cancer Letters, 2001, 170(1): 41-44.
[5] Ko C H, Lau K M, Choy W Y, et al. Effects of tea catechins, epigallocatechin, gallocatechin, and gallocatechin gallate, on bone metabolism[J]. Journal of Agricultural and Food Chemistry, 2009, 57(16): 7293-7297.
[6] Lin S C, Li W C, Shih J W, et al. The tea polyphenols EGCG and EGC repress mRNA expression of human telomerase reverse transcriptase (hTERT) in carcinoma cells[J]. Cancer letters, 2006, 236(1): 80-88.
[7] Chen X Q, Wang X B, Guan R F, et al. Blood anticoagulation and antiplatelet activity of green tea (−)-epigallocatechin (EGC) in mice[J]. Food & function, 2013, 4(10): 1521-1525.
(-)-epigallocatechin是绿茶中的一种主要多酚类化合物,具有抗氧化特性[1]。(-)-epigallocatechin通过范德华力和氢键与牛β-乳球蛋白(βLG)结合,导致βLG的天然构象发生变化,从而提升乳制品的功能性[2]。(-)-epigallocatechin已被广泛用于抑制不同癌细胞的生长[3]。
在体外,使用(-)-epigallocatechin处理3天显著抑制了HCT 116细胞和Hep G2细胞的增殖,IC50值分别为11.2µM和52.3µM[4]。用20µM的(-)-epigallocatechin处理UMR-106细胞6天,增加了碱性磷酸酶(ALP)活性并显著促进了基质矿化[5]。用40µM的(-)-epigallocatechin处理H1299细胞24小时,诱导了细胞凋亡并下调了hTERT的mRNA水平[6]。
在体内,每日口服给予(-)-epigallocatechin(1g/kg/day)连续10天,显著抑制了ICR小鼠的血小板聚集并延长了活化部分凝血活酶时间[7]。
| Cell experiment [1]: | |
Cell lines | HCT 116 cells |
Preparation Method | HCT 116 cells were cultured in McCoy's 5A medium [12.0g/H2O (1000ml) and NaHCO3 (2.2g)], supplemented with 10% fetal bovine serum, and incubated at 37℃ in a humidified environment with 5% CO2. The cells were seeded in 96-well flat plate with a concentration of 2.5×104 cells/ml, and cultured at 37℃ for 1 day to stabilize the cells. Then, different concentrations of (-)-epigallocatechin (1, 10, 100, and 1000µM) were added to each well, and cell viability analysis was performed after 3 days of incubation at 37°C. |
Reaction Conditions | 1, 10, 100, and 1000µM; 72h |
Applications | (-)-epigallocatechin treatment decreased the cell viability of HCT 116 cells in a dose-dependent manner. |
| Animal experiment [2]: | |
Animal models | ICR mice |
Preparation Method | ICR mice weighing 18-22 grams were housed in an SPF-level barrier animal room. The temperature was maintained at 23±2°C, the light/dark cycle was 12 hours, the humidity was 50-70%, and mice had free access to food and filtered water. The mice were divided into two groups: the experimental group was fed 1.0g/kg/day of (-)-epigallocatechin for 10 days; the control group was fed normal saline every day. The eyeballs were taken from the mice. One drop of blood (except the first drop) was collected and dropped onto a glass slide with a diameter of approximately 5mm. The blood clotting time and bleeding time were analyzed. |
Dosage form | 1.0g/kg/day for 10 days; p.o. |
Applications | (-)-epigallocatechin treatment enhanced the blood clotting time and bleeding time in mice. |
References: | |
| Cas No. | 970-74-1 | SDF | |
| 别名 | (-)-表没食子儿茶素; Epigallocatechin; L-Epigallocatechin | ||
| 化学名 | (2R,3R)-2-(3,4,5-trihydroxyphenyl)chroman-3,5,7-triol | ||
| Canonical SMILES | O[C@@H]1CC2=C(C=C(O)C=C2O)O[C@@H]1C3=CC(O)=C(O)C(O)=C3 | ||
| 分子式 | C15H14O7 | 分子量 | 306.27 |
| 溶解度 | DMF: 25 mg/ml,DMSO: 15 mg/ml,Ethanol: 5 mg/ml,PBS (pH 7.2): 1 mg/ml | 储存条件 | Store at -20°C,protect from light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。 储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。 为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。 |
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.2651 mL | 16.3255 mL | 32.6509 mL |
| 5 mM | 653 μL | 3.2651 mL | 6.5302 mL |
| 10 mM | 326.5 μL | 1.6325 mL | 3.2651 mL |
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| % DMSO % % Tween 80 % saline | ||||||||||
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工作液浓度: mg/ml;
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1. 首先保证母液是澄清的;
2.
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- Purity: >98.00%
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