(-)-Epigallocatechin gallate (EGCG)
(Synonyms: (-)-表没食子儿茶素没食子酸酯,EGCG) 目录号 : GC14049
(-)-Epigallocatechin Gallate sulfate (EGCG) 是绿茶中的一种主要多酚,可抑制细胞增殖并诱导细胞凋亡。
Cas No.:989-51-5
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
| Cell experiment [1]: | |
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Cell lines |
BV2 cells |
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Preparation Method |
Cells were treated with EGCG (200 µM) for 1 h prior to CoCl2 (350 µM) exposure for 8 h. |
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Reaction Conditions |
200 µM; 1 h |
|
Applications |
(-)- Epigallocatechin Gallate(EGCG) downregulates expression levels of pro-inflammatory cytokine and mediators in CoCl2-treated BV2 cells. |
| Animal experiment [2]: | |
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Animal models |
BALB/c nude mice (carried HT-29 colorectal cancer) |
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Preparation Method |
In the therapeutic group, 5 -20 mg/kg of EGCG was administrated intragastrically, and in the control group, 100 uL of physiological saline was administrated intragastrically, once daily for 14 days. |
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Dosage form |
5 -30 mg/kg; i.g; 14 days |
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Applications |
(-)- Epigallocatechin Gallate(EGCG) reduces tumor growth. |
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References: [1]. Kim SR, Seong KJ, et,al. Epigallocatechin Gallate Protects against Hypoxia-Induced Inflammation in Microglia via NF-κB Suppression and Nrf-2/HO-1 Activation. Int J Mol Sci. 2022 Apr 4;23(7):4004. doi: 10.3390/ijms23074004. PMID: 35409364; PMCID: PMC8999549. |
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(-)-Epigallocatechin Gallate sulfate (EGCG) is a major polyphenol in green tea that inhibits cell proliferation and induces apoptosis[1-2]. EGCG has free radical scavenging properties[3]. EGCG has anti-inflammatory and anti-apoptotic effects against oxidative stress in neurons[4].In addition, it inhibits the activity of glutamate dehydrogenase 1/2 (GDH1/2, GLUD1/2) [5].
(-)- Epigallocatechin Gallate(EGCG) (200 µM; 1 h) downregulates expression levels of pro-inflammatory cytokine and mediators in CoCl2-treated BV2 cells[6]. EGCG inhibits 3T3-L1 cell growth via miR-143/MAPK7 pathway[7].
(-)- Epigallocatechin Gallate(EGCG) (5 -30 mg/kg; i.g; 14 days) reduces tumor(HT-29 colorectal cancer) growth[8]. EGCG treatment(50 mg/kg per day) dissolved in corn oil was administrated via intraperitoneal injection from day 7 to 11 at 1 h before house dust mite (HDM) challenge) relieves asthmatic symptoms in mice by suppressing HIF-1α/VEGFA-mediated M2 skewing of macrophages[9].
References:
[1]. Jin CF, Shen SR Sr, et,al. Different effects of five catechins on 6-hydroxydopamine-induced apoptosis in PC12 cells. J Agric Food Chem. 2001 Dec;49(12):6033-8. doi: 10.1021/jf010903r. PMID: 11743804.
[2]. De Amicis F, Perri A, et,al. Epigallocatechin gallate inhibits growth and epithelial-to-mesenchymal transition in human thyroid carcinoma cell lines. J Cell Physiol. 2013 Oct;228(10):2054-62. doi: 10.1002/jcp.24372. PMID: 23553645.
[3]. Kondo K, Kurihara M, et,al. Scavenging mechanisms of (-)-epigallocatechin gallate and (-)-epicatechin gallate on peroxyl radicals and formation of superoxide during the inhibitory action. Free Radic Biol Med. 1999 Oct;27(7-8):855-63. doi: 10.1016/s0891-5849(99)00133-1. PMID: 10515590.
[4]. Schroeder EK, Kelsey NA, et,al. Green tea epigallocatechin 3-gallate accumulates in mitochondria and displays a selective antiapoptotic effect against inducers of mitochondrial oxidative stress in neurons. Antioxid Redox Signal. 2009 Mar;11(3):469-80. doi: 10.1089/ars.2008.2215. PMID: 18754708.
[5]. Peeters TH, Lenting K, et,al. Isocitrate dehydrogenase 1-mutated cancers are sensitive to the green tea polyphenol epigallocatechin-3-gallate. Cancer Metab. 2019 May 20;7:4. doi: 10.1186/s40170-019-0198-7. PMID: 31139406; PMCID: PMC6526618.
[6]. Kim SR, Seong KJ, et,al. Epigallocatechin Gallate Protects against Hypoxia-Induced Inflammation in Microglia via NF-κB Suppression and Nrf-2/HO-1 Activation. Int J Mol Sci. 2022 Apr 4;23(7):4004. doi: 10.3390/ijms23074004. PMID: 35409364; PMCID: PMC8999549.
[7]. Chen CP, Su TC, et,al. Green tea epigallocatechin gallate suppresses 3T3-L1 cell growth via microRNA-143/MAPK7 pathways. Exp Biol Med (Maywood). 2022 Sep;247(18):1670-1679. doi: 10.1177/15353702221108925. Epub 2022 Jul 27. PMID: 35894140; PMCID: PMC9597208.
[8]. Jin H, Gong W, et,al. Epigallocatechin gallate inhibits the proliferation of colorectal cancer cells by regulating Notch signaling. Onco Targets Ther. 2013;6:145-53. doi: 10.2147/OTT.S40914. Epub 2013 Mar 8. PMID: 23525843; PMCID: PMC3596123.
[9]. Yang N, Li X. Epigallocatechin gallate relieves asthmatic symptoms in mice by suppressing HIF-1α/VEGFA-mediated M2 skewing of macrophages. Biochem Pharmacol. 2022 Aug;202:115112. doi: 10.1016/j.bcp.2022.115112. Epub 2022 May 29. PMID: 35640712.
(-)-Epigallocatechin Gallate sulfate (EGCG) 是绿茶中的一种主要多酚,可抑制细胞增殖并诱导细胞凋亡[1-2]。EGCG具有清除自由基的特性[3]。EGCG对神经元氧化应激具有抗炎和抗凋亡作用[4]。此外,它还能抑制谷氨酸脱氢酶1/2 (GDH1/2, GLUD1/2)的活性[5]。
(-)-Epigallocatechin Gallate sulfate (EGCG) (200 µM; 1 h)下调CoCl2处理BV2细胞中促炎细胞因子和介质的表达水平[6]。(-)-Epigallocatechin Gallate sulfate (EGCG)通过miR-143/MAPK7途径抑制3T3-L1细胞生长[7]。
(-)-Epigallocatechin Gallate sulfate (EGCG) (5 -30 mg/kg; i.g; 14 days)减少肿瘤(HT-29结直肠癌)的生长[8]。(-)-Epigallocatechin Gallate sulfate (EGCG)治 (50 mg/kg / d)溶解于玉米油中,于第7天至第11天室内尘螨(HDM)处理前1 h腹腔注射)通过抑制HIF-1α/ vegfa介导的巨噬细胞M2偏移来缓解小鼠哮喘症状[9]。
| Cas No. | 989-51-5 | SDF | |
| 别名 | (-)-表没食子儿茶素没食子酸酯,EGCG | ||
| 化学名 | [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate | ||
| Canonical SMILES | C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O | ||
| 分子式 | C22H18O11 | 分子量 | 458.37 |
| 溶解度 | ≥ 22.9mg/mL in DMSO; ≥ 20mg/mL in Water | 储存条件 | Store at -20°C |
| 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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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.1816 mL | 10.9082 mL | 21.8164 mL |
| 5 mM | 0.4363 mL | 2.1816 mL | 4.3633 mL |
| 10 mM | 0.2182 mL | 1.0908 mL | 2.1816 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Molecular Targets of Epigallocatechin-Gallate (EGCG): A Special Focus on Signal Transduction and Cancer
Nutrients 2018 Dec 6;10(12):1936.30563268 PMC6315581
Green tea is a beverage that is widely consumed worldwide and is believed to exert effects on different diseases, including cancer. The major components of green tea are catechins, a family of polyphenols. Among them, epigallocatechin-gallate (EGCG) is the most abundant and biologically active. EGCG is widely studied for its anti-cancer properties. However, the cellular and molecular mechanisms explaining its action have not been completely understood, yet. EGCG is effective in vivo at micromolar concentrations, suggesting that its action is mediated by interaction with specific targets that are involved in the regulation of crucial steps of cell proliferation, survival, and metastatic spread. Recently, several proteins have been identified as EGCG direct interactors. Among them, the trans-membrane receptor 67LR has been identified as a high affinity EGCG receptor. 67LR is a master regulator of many pathways affecting cell proliferation or apoptosis, also regulating cancer stem cells (CSCs) activity. EGCG was also found to be interacting directly with Pin1, TGFR-II, and metalloproteinases (MMPs) (mainly MMP2 and MMP9), which respectively regulate EGCG-dependent inhibition of NF-kB, epithelial-mesenchimal transaction (EMT) and cellular invasion. EGCG interacts with DNA methyltransferases (DNMTs) and histone deacetylases (HDACs), which modulates epigenetic changes. The bulk of this novel knowledge provides information about the mechanisms of action of EGCG and may explain its onco-suppressive function. The identification of crucial signalling pathways that are related to cancer onset and progression whose master regulators interacts with EGCG may disclose intriguing pharmacological targets, and eventually lead to novel combined treatments in which EGCG acts synergistically with known drugs.
Skin Protective Effect of Epigallocatechin Gallate
Int J Mol Sci 2018 Jan 6;19(1):173.29316635 PMC5796122
Epigallocatechin gallate (EGCG) is a catechin and an abundant polyphenol in green tea. Although several papers have evaluated EGCG as a cosmetic constituent, the skin hydration effect of EGCG is poorly understood. We aimed to investigate the mechanism by which EGCG promotes skin hydration by measuring hyaluronic acid synthase (HAS) and hyaluronidase (HYAL) gene expression and antioxidant and anti-pigmentation properties using cell proliferation assay, Western blotting analysis, luciferase assay, 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay, and reverse transcription polymerase chain reaction (RT-PCR) analysis. RT-PCR showed that EGCG increased the expression of natural moisturizing factor-related genes filaggrin (FLG), transglutaminase-1, HAS-1, and HAS-2. Under UVB irradiation conditions, the expression level of HYAL was decreased in HaCaT cells. Furthermore, we confirmed the antioxidant activity of EGCG and also showed a preventive effect against radical-evoked apoptosis by downregulation of caspase-8 and -3 in HaCaT cells. EGCG reduced melanin secretion and production in melanoma cells. Together, these results suggest that EGCG might be used as a cosmetic ingredient with positive effects on skin hydration, moisture retention, and wrinkle formation, in addition to radical scavenging activity and reduction of melanin generation.
Absorption, metabolism, anti-cancer effect and molecular targets of epigallocatechin gallate (EGCG): An updated review
Crit Rev Food Sci Nutr 2018 Apr 13;58(6):924-941.27645804 10.1080/10408398.2016.1231168
Green tea is one of the most popular beverages in the world, especially in Asian countries. Consumption of green tea has been demonstrated to possess many health benefits, which mainly attributed to the main bioactive compound epigallocatechin gallate (EGCG), a flavone-3-ol polyphenol, in green tea. EGCG is mainly absorbed in the intestine, and gut microbiota play a critical role in its metabolism prior to absorption. EGCG exhibits versatile bioactivities, with its anti-cancer effect most attracting due to the cancer preventive effect of green tea consumption, and a great number of studies intensively investigated its anti-cancer effect. In this review, we therefore, first stated the absorption and metabolism process of EGCG, and then summarized its anti-cancer effect in vitro and in vivo, including its manifold anti-cancer actions and mechanisms, especially its anti-cancer stem cell effect, and next highlighted its various molecular targets involved in cancer inhibition. Finally, the anti-cancer effect of EGCG analogs and nanoparticles, as well as the potential cancer promoting effect of EGCG were also discussed. Understanding of the absorption, metabolism, anti-cancer effect and molecular targets of EGCG can be of importance to better utilize it as a chemopreventive and chemotherapeutic agent.
The Epigenetic Modification of Epigallocatechin Gallate (EGCG) on Cancer
Curr Drug Targets 2020;21(11):1099-1104.32364072 10.2174/1389450121666200504080112
Among the major components of green tea, epigallocatechin-3-gallate (EGCG) is the most effective for its anti-cancer characteristics. The bulk of studies provide the mechanisms of suppressive function of EGCG are involved in alteration of cancer cell cycle, development, and apoptosis through activation/inhibition of several signal pathways. Another mechanism that explains the multiple effects exerted by EGCG in cancer is the epigenetic change by DNA methylation or methyltransferases, histone acetylation or deacetylases, and no coding RNAs (micoRNAs). Furthermore, decontrolled expression of miRNA transcription has been tested to be directly regulated by oncogenic and tumor-suppressor transcription factors. Recently, several proteins have been identified as miRNA direct interactors by EGCG. However, the mechanisms explaining the action of miRNA being modulated by EGCG have not been completely understood yet. This review summarizes the state of epigenetic change being modulated by EGCG in a variety of cancers and oncogenic and tumor-suppressor transcription factors.
The Potential of Epigallocatechin Gallate (EGCG) in Targeting Autophagy for Cancer Treatment: A Narrative Review
Int J Mol Sci 2022 May 28;23(11):6075.35682754 PMC9181147
Autophagy is an evolutionarily conserved process for the degradation of redundant or damaged cellular material by means of a lysosome-dependent mechanism, contributing to cell homeostasis and survival. Autophagy plays a multifaceted and context-dependent role in cancer initiation, maintenance, and progression; it has a tumor suppressive role in the absence of disease and is upregulated in cancer cells to meet their elevated metabolic demands. Autophagy represents a promising but challenging target in cancer treatment. Green tea is a widely used beverage with healthy effects on several diseases, including cancer. The bioactive compounds of green tea are mainly catechins, and epigallocatechin-gallate (EGCG) is the most abundant and biologically active among them. In this review, evidence of autophagy modulation and anti-cancer effects induced by EGCG treatment in experimental cancer models is presented. Reviewed articles reveal that EGCG promotes cytotoxic autophagy often through the inactivation of PI3K/Akt/mTOR pathway, resulting in apoptosis induction. EGCG pro-oxidant activity has been postulated to be responsible for its anti-cancer effects. In combination therapy with a chemotherapy drug, EGCG inhibits cell growth and the drug-induced pro-survival autophagy. The selected studies rightly claim EGCG as a valuable agent in cancer chemoprevention.