Gallotannin
(Synonyms: 单宁酸) 目录号 : GC43726单宁酸（Gallotannin；Tannic acid）是一种天然多酚化合物，已在各种植物中发现，具有抗氧化、抗炎、抗血管生成、抗病毒和抗肿瘤等生物活性。Gallotannin抑制DNA聚合酶α、β和κ的活性，IC50值分别为13、130和30nM。
Cas No.:1401-55-4
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Gallotannin (Tannic acid) is a natural polyphenolic compound that has been found in various plants and has antioxidant, anti-inflammatory, anti-angiogenic, antiviral and anti-tumor biological activities[1]. Gallotannin inhibits the activity of DNA polymerase α, β and κ with IC50 values of 13, 130 and 30nM, respectively [2]. Gallotannin is a novel human Ether-à-go-go-Related Gene (hERG) blocker with an IC50 value of 3.4 μM[3]. Gallotannin is a potent inhibitor of the CXCL12/CXCR4 signaling pathway[4]. Gallotannin is a direct inhibitor of poly (ADP-ribose) glycohydrolase (PARG) [5]. Gallotannin is an inhibitor of NOS3 (eNOS) and a weak inhibitor of NOS2 (iNOS) and NOS1(nNOS)[6]. Gallotannin can induce cyclooxygenase-2 (Cox-2) expression and is a free radical scavenger[7].
In vitro, Gallotannin (0-100 μM) treatment of HEK293 cells rapidly inhibited intracellular hERG channels with an IC50 of 3.4±0.8 μM, and at a concentration of 10 μM, the activation curve of hERG current was significantly shifted to a more positive potential[3]. Gallotannin (100μM) treatment of AML12 cells for 1 h significantly inhibited the intracellular NAD+ level after nicotinamide riboside (NRH) treatment [8].
In vivo, Gallotannin (25 mg/kg) was treated with intraperitoneal injection of colon cancer xenograft mice for 4 weeks, significantly inhibiting tumor growth, reducing the proliferation index (Ki67), and reducing the mRNA expression levels of IL-6, TNF-α and IL-1α and angiogenesis (VEGFA) proteins [9].
References:
[1] Fraga-Corral M, Otero P, Cassani L, et al. Traditional applications of tannin rich extracts supported by scientific data: Chemical composition, bioavailability and bioaccessibility[J]. Foods, 2021, 10(2): 251.
[2] Savelyev N, Baykuzina P, Dokudovskaya S, et al. Comprehensive analysis of telomerase inhibition by gallotannin[J]. Oncotarget, 2018, 9(27): 18712.
[3] Chu X, Guo Y, Xu B, et al. Effects of tannic acid, green tea and red wine on hERG channels expressed in HEK293 cells[J]. PLoS One, 2015, 10(12): e0143797.
[4] Chen X, Beutler J A, McCloud T G, et al. Tannic acid is an inhibitor of CXCL12 (SDF-1α)/CXCR4 with antiangiogenic activity[J]. Clinical Cancer Research, 2003, 9(8): 3115-3123.
[5] Ying W, Swanson R A. The poly (ADP-ribose) glycohydrolase inhibitor gallotannin blocks oxidative astrocyte death[J]. Neuroreport, 2000, 11(7): 1385-1388.
[6] Olmos A, Giner R M, Máñez S. Drugs modulating the biological effects of peroxynitrite and related nitrogen species[J]. Medicinal Research Reviews, 2007, 27(1): 1-64.
[7] Go J, Kim J E, Koh E K, et al. Hepatoprotective effect of gallotannin-enriched extract isolated from gall on hydrogen peroxide-induced cytotoxicity in HepG2 cells[J]. Pharmacognosy Magazine, 2017, 13(Suppl 2): S294.
[8] Giroud-Gerbetant J, Joffraud M, Giner M P, et al. A reduced form of nicotinamide riboside defines a new path for NAD+ biosynthesis and acts as an orally bioavailable NAD+ precursor[J]. Molecular metabolism, 2019, 30: 192-202.
[9] Al-Halabi R, Bou Chedid M, Abou Merhi R, et al. Gallotannin inhibits NFĸB signaling and growth of human colon cancer xenografts[J]. Cancer biology & therapy, 2011, 12(1): 59-68.
单宁酸（Gallotannin；Tannic acid）是一种天然多酚化合物，已在各种植物中发现，具有抗氧化、抗炎、抗血管生成、抗病毒和抗肿瘤等生物活性[1]。Gallotannin抑制DNA聚合酶α、β和κ的活性，IC50值分别为13、130和30nM[2]。Gallotannin是一种新型的人延迟整流钾离子通道（hERG）阻塞剂，其IC50 值为3.4 μM[3]。Gallotannin是一种有效的 CXCL12/CXCR4 信号通路抑制剂[4]。Gallotannin是聚（ADP-核糖）糖水解酶（PARG）的直接抑制剂[5]。Gallotannin 是NOS3（eNOS）的抑制剂以及NOS2（iNOS）和NOS1（nNOS）的弱抑制剂[6]。Gallotannin可诱导环氧合酶-2（Cox-2）表达，是一种自由基清除剂[7]。
在体外，Gallotannin（0-100μM）处理HEK293细胞，迅速抑制了细胞内hERG通道， IC50为3.4±0.8μM，10μM浓度下明显将hERG电流的活化曲线转移到更正的电位[3]。Gallotannin（100μM）处理AML12细胞1h，显著抑制了烟酰胺核苷（NRH）治疗后的细胞内NAD+水平[8]。
在体内，Gallotannin（25mg/kg）通过腹腔注射治疗结肠癌异种移植小鼠4周，显著抑制了肿瘤生长，降低了增殖指数（Ki67），降低了 IL-6、TNF-α 和 IL-1α 和血管生成（VEGFA）蛋白的mRNA表达水平[9]。
| Cell experiment [1]: | |
Cell lines | AML12 cells |
Preparation Method | AML12 cells were treated with gallotannin (100 μM) for 1 h prior to nicotinamide riboside (NRH) treatment at the doses indicated. |
Reaction Conditions | 100μM; 1 h |
Applications | Use of gallotannin as a NMN adenylyltransferase (NMNAT) inhibitor largely compromised the NAD+ levels after NRH treatment. |
| Animal experiment [2]: | |
Animal models | NOD/SCID female mice |
Preparation Method | Mice were divided into four groups of ten mice each and maintained in Maxi-miser hepa-filtered facility. Group 1 (control) was injected with HCT116 tumor cells and received i.p. injections of 0.9% saline throughout. Group 2 (prevention) received i.p. injections of 25mg/kg body weight Gallotannin, three times per week for one week prior to tumor cell injection and three times per week after tumor inoculation. Group 3 (therapy) was implanted with tumor cells and Gallotannin(25 mg/kg) injections were started at the time the tumor reached a palpable size (one week after tumor inoculation) and continued three times per week. Group 4 (toxicity) received only 25 mg/kg Gallotannin injections three times per week over a total period of 4 weeks. |
Dosage form | 25mg/kg; i.p. |
Applications | Gallotannin treated significantly decreased the volume of human colon cancer xenografts in mice. Gallotannin treated xenografts showed significantly lower microvessel density (CD31) as well as lower mRNA expression levels of IL-6, TNF-α and IL-1α and of the proliferation (Ki-67) and angiogenesis (VEGFA) proteins. |
References: | |
| Cas No. | 1401-55-4 | SDF | |
| 别名 | 单宁酸 | ||
| Canonical SMILES | OC1=C(O)C(O)=CC(C(OC2=CC(C(OC[C@@H]3[C@@H](OC(C4=CC(O)=C(O)C(OC(C5=CC(O)=C(O)C(O)=C5)=O)=C4)=O)[C@H](OC(C6=CC(O)=C(O)C(OC(C7=CC(O)=C(O)C(O)=C7)=O)=C6)=O)[C@@H](OC(C8=CC(O)=C(O)C(OC(C9=CC(O)=C(O)C(O)=C9)=O)=C8)=O)[C@H](OC(C%10=CC(O)=C(O)C(OC(C%11=CC(O | ||
| 分子式 | C76H52O46 | 分子量 | 1701.2 |
| 溶解度 | DMF: 10 mg/ml,DMSO: 10 mg/ml,PBS (pH 7.2): 0.3 mg/ml | 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。 |
||
| 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 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 0.5878 mL | 2.9391 mL | 5.8782 mL |
| 5 mM | 0.1176 mL | 0.5878 mL | 1.1756 mL |
| 10 mM | 0.0588 mL | 0.2939 mL | 0.5878 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。
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet