Ethyl gallate
(Synonyms: 没食子酸乙酯) 目录号 : GC31421
An ellagitannin with diverse biological activities
Cas No.:831-61-8
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Kinase experiment: | The expression of apoptosis-related proteins (caspases-8, -9, -3; AIF; Endo G; Bid; Bax; and Bcl-2) in HL-60 cells is determined by sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE) of lysates followed by western blotting. For this, HL-60 cells (1.5×106) are treated with 50 μM or 75 μM Ethyl gallate for 6 h, 12 h, or 24 h. Total cell lysates are obtained by resuspending cells in ice-cold radioimmunoprecipitation assay (RIPA) buffer for 30 min followed by centrifugation. Protein concentration is determined using a NanoDrop spectrophotometer. Aliquots of lysates (100 μg protein equivalents) are resolved by 12% SDS-PAGE and transferred onto nitrocellulose membranes[1]. |
Cell experiment: | HL-60 cells (1×106) are treated with 50 μM or 75 μM Ethyl gallate for 24 h or 48 h at 37°C. Cells are then harvested by centrifugation and fixed in 70% ethanol at 4°C for 24 h. Fixed cells are resuspended in PBS containing 40 μg/mL Propidium iodide (PI), 100 μg/mL RNase A, and 0.1% Triton X-100 and incubated in the dark for 30 min at room temperature. Cell cycle distribution is analyzed by flow cytometry on a FACSCalibur. To investigate apoptotic cells, HL-60 cells (1×106) incubated with different concentration of 50 μM, 75 μM and 100 μM Ethyl gallate for 24 h or 48 h at 37°C, and then DAPI staining is conducted. The cells are photographed using a fluorescence microscopy[1]. |
Animal experiment: | Forty eight female albino Wistar rats of six to eight weeks old are used and divided into eight groups based on their body weights. Group 1 rats serve as control receiving 1.0 mL of the vehicle (0.1% ethanol); Group 2 rats receive A. nilotica (L.) leaf extract (250 mg/kg body weight); Group 3 rats receive A. nilotica (L.) leaf extract (500 mg/kg body weight); Group 4 rats receive A. nilotica (L.) leaf extract (1000 mg/kg body weight); Group 5 rats receive A. nilotica (L.) leaf extract (2000 mg/kg body weight); Group 6 rats receive Ethyl gallate (5 mg/kg body weight); Group 7 rats receive Ethyl gallate (10 mg/kg body weight); Group 8 rats receive Ethyl gallate (20 mg/kg body weight). Body weights are recorded on 0th and 14th day for each group and all rats are decapitated after an overnight fast[2]. |
References: [1]. Kim WH, et al. Ethyl gallate induces apoptosis of HL-60 cells by promoting the expression of caspases-8, -9, -3, apoptosis-inducing factor and endonuclease G. Int J Mol Sci. 2012;13(9):11912-22. | |
Ethyl gallate is an ellagitannin that has been found in A. nilotica and has diverse biological activities.1,2,3,4,5 It inhibits squalene epoxidase with an IC50 value of 4.2 ?M for the rat enzyme.1 Ethyl gallate scavenges DPPH radicals in a cell-free assay (IC50 = 4.96 ?g/ml).2 It inhibits the proliferation of, and induces apoptosis in, HL-60 leukemia cells when used at a concentration of 100 ?M.3 Ethyl gallate is also active against the Gram-negative bacterium M. catarrhalis (IC50 = 1.15 ?g/ml).4 It reverses decreases in mean arterial blood pressure (MAP) and systemic vascular resistance in a dog model of E. coli-induced septic shock when administered at a dose of 80 mg/kg.5
1.Abe, I., Kashiwagi, Y., Noguchi, H., et al.Ellagitannins and hexahydroxydiphenoyl esters as inhibitors of vertebrate squalene epoxidaseJ. Nat. Prod.64(8)1010-1014(2001) 2.Kalaivani, T., Rajasekaran, C., and Mathew, L.Free radical scavenging, cytotoxic, and hemolytic activities of an active antioxidant compound ethyl gallate from leaves of Acacia nilotica (L.) Wild. Ex. Delile subsp. indica (Benth.) BrenanJ. Food Sci.76(6)T144-T149(2011) 3.Kim, W.-H., Song, H.-O., Choi, H.-J., et al.Ethyl gallate induces apoptosis of HL-60 cells by promoting the expression of caspases-8, -9, -3, apoptosis-inducing factor and endonuclease GInt. J. Mol. Sci.13(9)11912-11922(2012) 4.Cueva, C., Mingo, S., Mu?oz-González, I., et al.Antibacterial activity of wine phenolic compounds and oenological extracts against potential respiratory pathogensLett. Appl. Microbiol.54(6)557-563(2012) 5.Mink, S.N., Jacobs, H., Gotes, J., et al.Ethyl gallate, a scavenger of hydrogen peroxide that inhibits lysozyme-induced hydrogen peroxide signaling in vitro, reverses hypotension in canine septic shockJ. Appl. Physiol.110(2)359-374(2011)
| Cas No. | 831-61-8 | SDF | |
| 别名 | 没食子酸乙酯 | ||
| Canonical SMILES | O=C(OCC)C1=CC(O)=C(O)C(O)=C1 | ||
| 分子式 | C9H10O5 | 分子量 | 198.17 |
| 溶解度 | DMSO : 150 mg/mL (756.93 mM) | 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 | 5.0462 mL | 25.2309 mL | 50.4617 mL |
| 5 mM | 1.0092 mL | 5.0462 mL | 10.0923 mL |
| 10 mM | 0.5046 mL | 2.5231 mL | 5.0462 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 |
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| % DMSO % % Tween 80 % saline | ||||||||||
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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，
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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。
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Ethyl Gallate Dual-Targeting PTPN6 and PPARγ Shows Anti-Diabetic and Anti-Obese Effects
The emergence of the high correlation between type 2 diabetes and obesity with complicated conditions has led to the coinage of the term "diabesity". AMP-activated protein kinase (AMPK) activators and peroxisome proliferator-activated receptor (PPARγ) antagonists have shown therapeutic activity for diabesity, respectively. Hence, the discovery of compounds that activate AMPK as well as antagonize PPARγ may lead to the discovery of novel therapeutic agents for diabesity. In this study, the knockdown of PTPN6 activated AMPK and suppressed adipogenesis in 3T3-L1 cells. By screening a library of 1033 natural products against PTPN6, we found ethyl gallate to be the most selective inhibitor of PTPN6 (Ki = 3.4 μM). Subsequent assay identified ethyl gallate as the best PPARγ antagonist (IC50 = 5.4 μM) among the hit compounds inhibiting PTPN6. Ethyl gallate upregulated glucose uptake and downregulated adipogenesis in 3T3-L1 cells as anticipated. These results strongly suggest that ethyl gallate, which targets both PTPN6 and PPARγ, is a potent therapeutic candidate to combat diabesity.
Estrogenic activity of ethyl gallate and its potential use in hormone replacement therapy
We aimed to compare the estrogenic activities of compounds isolated from Moutan Cortex Radicis (MRC, Paeonia suffruticosa Andrews) and identify their potential use in hormone replacement therapy. We quantified seven marker components (gallic acid, oxypaeoniflorin, paeoniflorin, ethyl gallate, benzoic acid, benzoylpaeoniflorin, and paeonol) in MRC using a high-performance liquid chromatography simultaneous analysis assay. To investigate the estrogenic activity of MRC and the seven marker components, an E-screen assay was conducted using the estrogen receptor (ER)-positive MCF-7 human breast cancer cell line. Among them, ethyl gallate caused cell proliferation in a concentration-dependent manner at concentrations above 25 ?M and was clearly suppressed by combination treatment with the ER antagonist ICI 182,780. Therefore, ethyl gallate may be a compound of MRC that can increase the estrogenic effect in ER-positive MCF-7 cells.
In vitro anti-HIV-1 activity of ethyl gallate
In recent years, the exploration for potential inhibitors of HIV has been increased due to the development of drug resistant HIV strains in infected people undergoing antiretroviral agents treatment. In this report, we studied the anti-HIV properties of ethyl gallate (EG) against a panel of HIV-1 strains in in vitro conditions. Different clinical isolates and laboratory strains of HIV-1 were tested for their sensitivity with EG. We found that EG exhibited non-toxic nature over a wide range of cell lines from different tissue origin. Serum proteins have little to no impact on the antiviral activity of EG. In the present study, EG was found to be a promising anti-HIV agent.
Ethyl Gallate Displays Elicitor Activities in Tobacco Plants
Alkyl gallates showed elicitor activities on tobacco in both whole plants and cell suspensions. Methyl gallate (MG), ethyl gallate (EG), and propyl gallate (PG) infiltration into tobacco leaves induced hypersensitive reaction-like lesions and topical production of autofluorescent compounds revealed under UV light. When sprayed on tobacco plants at 5 mM, EG promoted upregulation of defense-related genes such as the antimicrobial PR1, β-1,3-glucanase PR2, Chitinase PR3, and osmotin PR5 target genes. Tobacco BY-2 cells challenged with EG underwent cell death in 48 h, which was significantly reduced in the presence of the protease inhibitor aprotinin. The three alkyl gallates all caused alkalinization of the BY-2 extracellular medium, whereas gallic acid did not trigger any pH variation. Using EGTA or LaCl3, we showed that Ca2+ mobilization occurred in BY-2 cells elicited with EG. Overall, our findings are the first evidence of alkyl gallate elicitor properties with early perception events on the plasma membrane, potential hypersensitive reactions, and PR-related downstream defense responses in tobacco.
Ethyl gallate as a novel ERK1/2 inhibitor suppresses patient-derived esophageal tumor growth
Ethyl gallate (EG) is a phenolic compound that is isolated from walnut kernels, euphorbia fischeriana, and galla rhois. It has been reported to exhibit antioxidant and anticancer activities. However, EG's effects on esophageal cancer have not yet been investigated. In the present study, we report that EG is a novel ERK1/2 inhibitor that suppresses esophageal cancer growth in vitro and in vivo. EG suppressed anchorage-dependent and -independent esophageal cancer cell growth. The results of in vitro kinase assays and cell-based assays indicated that EG directly binds to and inhibits ERK1 and ERK2 activities and their downstream signaling. Additionally, EG's inhibitory effect on cell growth is resistant to the re-activation of ERK1/2. EG increased G2/M phase cell cycle by reducing the expression of cyclin A2 and cyclin B1. The compound also stimulated cellular apoptosis through the activation of caspases 3 and 7 and inhibition of BCL2 expression. Notably, EG inhibited patient-derived esophageal tumor growth in an in vivo mouse model. These results indicate that EG is an ERK1/2 inhibitor that could be useful for treating esophageal cancer.