10-Gingerol
(Synonyms: 10-姜酚) 目录号 : GC60438
A phenol with diverse biological activities
Cas No.:23513-15-7
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
10-Gingerol is a phenol that has been found in Z. officinale and has diverse biological activities.1,2,3,4 It scavenges DPPH , superoxide, and hydroxyl radicals in cell-free assays (IC50s = 10.47, 1.68, and 1.35 ?M, respectively) and inhibits oxidative burst induced by N-formyl-Met-Leu-Phe in isolated human polymorphonuclear (PMN) neutrophils when used at a concentration of 6 ?M.1 10-Gingerol inhibits NETosis and the production of reactive oxygen species (ROS) induced by LPS or lupus-relevant stimuli, including ribonucleoprotein-containing immune complexes and anti-phospholipid antibodies, in isolated human neutrophils.2 It is active against M. avium and M. tuberculosis (MICs = 25 and 50 ?g/ml, respectively).3 10-Gingerol (200 ?M) is also cytotoxic to human MDA-MB-231 and MDA-MB-468 and murine 4T1 and EO771 mammary carcinoma cells.4
1.Dugasani, S., Pichika, M.R., Nadarajah, V.D., et al.Comparative antioxidant and anti-inflammatory effects of [6]-gingerol, [8]-gingerol, [10]-gingerol and [6]-shogaolJ. Ethnopharmacol.127(2)515-520(2010) 2.Ali, R.A., Gandhi, A.A., Dai, L., et al.Antineutrophil properties of natural gingerols in models of lupusJCI Insight6(3)e138385(2021) 3.Hiserodt, R.D., Franzblau, S.G., and Rosen, R.T.Isolation of 6-, 8-, and 10-gingerol from ginger rhizome by HPLC and preliminary evaluation of inhibition of Mycobacterium avium and Mycobacterium tuberculosisJ. Agric. Food Chem.46(7)2504-2508(1998) 4.Bernard, M.M., McConnery, J.R., and Hoskin, D.W.[10]-Gingerol, a major phenolic constituent of ginger root, induces cell cycle arrest and apoptosis in triple-negative breast cancer cellsExp. Mol. Pathol.102(2)370-376(2017)
| Cas No. | 23513-15-7 | SDF | |
| 别名 | 10-姜酚 | ||
| Canonical SMILES | CCCCCCCCC[C@H](O)CC(CCC1=CC=C(O)C(OC)=C1)=O | ||
| 分子式 | C21H34O4 | 分子量 | 350.49 |
| 溶解度 | DMF: 30 mg/ml,DMSO: 25 mg/ml,Ethanol: 30 mg/ml,PBS (pH 7.2): 1 mg/ml | 储存条件 | Store at -20°C, sealed storage, away from moisture and 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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| 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 | 2.8531 mL | 14.2657 mL | 28.5315 mL |
| 5 mM | 0.5706 mL | 2.8531 mL | 5.7063 mL |
| 10 mM | 0.2853 mL | 1.4266 mL | 2.8531 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。
Cross-talk between 10-Gingerol and its anti-cancerous potential: a recent update
Food Funct 2017 Aug 1;8(8):2635-2649.PMID:28745358DOI:10.1039/c7fo00844a.
Since time immortal, ginger, as an ancient herb, has been used throughout the world in foods and beverages due to its typical strong and pungent flavor. Besides its use as a spice, it also serves as an excellent source of several bioactive phenolics, including nonvolatile pungent compounds, such as gingerols, paradols, shogaols, and gingerones. Gingerols constitute key ingredients in fresh ginger, with the most abundant being 6-gingerol (6-G), 8-gingerol (8-G), and 10-Gingerol (10-G). Many studies have investigated the various valuable pharmacological properties of these ingredients and experimentally verified the mechanistic aspects of their health effects; however, to date, most research on the anti-cancerous activities of gingerols have focused largely on 6-G. Thus, the present article deals with the number of recent studies that have indicated and highlighted the role of 10-G with respect to its cancer prevention attributes in particular and its anti-inflammatory, anti-oxidant, anti-microbial, and gastrointestinal tract protective potential in general. The purpose of this review is to provide an overview of all the experimentally validated health benefits of 10-G for nutraceutical applications. The various findings have warranted the further investigation of 10-G and its possible use in various cancer treatments as well as its promising role as a chemo-preventive agent.
10-Gingerol Suppresses Osteoclastogenesis in RAW264.7 Cells and Zebrafish Osteoporotic Scales
Front Cell Dev Biol 2021 Mar 3;9:588093.PMID:33748100DOI:10.3389/fcell.2021.588093.
Osteoporosis is the most common aging-associated bone disease and is caused by hyperactivation of osteoclastic activity. We previously reported that the hexane extract of ginger rhizome [ginger hexane extract (GHE)] could suppress receptor activator of nuclear factor kappa-B ligand (RANKL)-induced osteoclastogenesis in RAW264.7 cells. However, the anti-osteoclastic components in GHE have not yet been identified. In this study, we separated GHE into several fractions using silica gel column chromatography and evaluated their effects on osteoclastogenesis using a RAW264.7 cell osteoclast differentiation assay (in vitro) and the zebrafish scale model of osteoporosis (in vivo). We identified that the fractions containing 10-Gingerol suppressed osteoclastogenesis in RAW264.7 cells detected by tartrate-resistant acid phosphatase (TRAP) staining. In zebrafish, GHE and 10-Gingerol suppressed osteoclastogenesis in prednisolone-induced osteoporosis regenerated scales to promote normal regeneration. Gene expression analysis revealed that 10-Gingerol suppressed osteoclast markers in RAW264.7 cells [osteoclast-associated immunoglobulin-like receptor, dendrocyte-expressed seven transmembrane protein, and matrix metallopeptidase-9 (Mmp9)] and zebrafish scales [osteoclast-specific cathepsin K (CTSK), mmp2, and mmp9]. Interestingly, nuclear factor of activated T-cells cytoplasmic 1, a master transcription regulator of osteoclast differentiation upstream of the osteoclastic activators, was downregulated in zebrafish scales but showed no alteration in RAW264.7 cells. In addition, 10-Gingerol inhibited CTSK activity under cell-free conditions. This is the first study, to our knowledge, that has found that 10-Gingerol in GHE could suppress osteoclastic activity in both in vitro and in vivo conditions.
10-Gingerol alleviates hypoxia/reoxygenation-induced cardiomyocyte injury through inhibition of the Wnt5a/Frizzled-2 pathway
Food Sci Nutr 2021 Jun 5;9(7):3917-3931.PMID:34262748DOI:10.1002/fsn3.2381.
10-Gingerol (10-Gin), an active ingredient extracted from ginger, has been reported to have beneficial effects on the cardiovascular system. However, 10-Gin has not been proved to offer protection against cardiomyocyte injury induced by hypoxia/reoxygenation (H/R). This study aimed to investigate the protective effects of 10-Gin against H/R-induced injury and its potential mechanisms in cardiomyocytes. A H/R injury model of H9c2 cardiomyocytes was established using 600 μmol/L CoCl2 to induce hypoxia in the cells for 24 hr and then reoxygenated for 3 hr. 10-Gin was pretreated with H9c2 cardiomyocytes for 24 hr to assess its cardiomyocyte protection. Our results showed that 10-Gin improved the viability of H9c2 cardiomyocytes in the H/R model and decreased the activities of creatine kinase, lactate dehydrogenase, and the generation of reactive oxygen species. By intracellular Ca2+ ([Ca2+]i) fluorescence, we found that 10-Gin could significantly reduce the [Ca2+]i concentration. 10-Gin administration increased the activities of antioxidase and reduced malondialdehyde content and inflammatory cytokine levels. 10-Gin also reduced the apoptosis levels. Importantly, 10-Gin administration decreased the gene and protein expressions of Wnt5a and Frizzled-2. In conclusion, 10-Gin alleviates H/R-induced cardiomyocyte injury, which is associated with the antioxidation, anti-inflammation, antiapoptosis action, and reduction of [Ca2+]i overload by suppressing the Wnt5a/Frizzled-2 pathway.
10-Gingerol, a natural AMPK agonist, suppresses neointimal hyperplasia and inhibits vascular smooth muscle cell proliferation
Food Funct 2022 Mar 21;13(6):3234-3246.PMID:35213678DOI:10.1039/d1fo03610f.
Background: Abnormal proliferation of vascular smooth muscle cells (VSMCs) in the intimal region is a key event in the development of neointimal hyperplasia. 10-G, a bioactive compound found in ginger, exerted inhibitory effects on the proliferation of several cancer cells. However, the effect and mechanism of 10-G on neointimal hyperplasia are not clear. Purpose: To explore the suppressive effects of 10-G on the proliferation and migration of VSMCs, and investigate the underlying mechanisms. Methods: In vivo, a left common carotid artery ligation mouse model was used to observe the effects of neointimal formation through immunohistochemistry and hematoxylin-eosin staining. In vitro, the cell proliferation and migration of HASMCs and A7r5 cells were detected by MTS assay, EdU staining, wound healing assay, Transwell assay, and western blotting as well. Molecular docking, molecular dynamics simulations and surface plasmon resonance imaging were collectively used to evaluate the interaction of 10-G with AMP-activated protein kinase (AMPK). Compound C and si-AMPK were used to inhibit the expression of AMPK. Results: Treatment with 10-G significantly reduced neointimal hyperplasia in the left common carotid artery ligation mouse model. MST and EdU staining showed that 10-G inhibited the proliferation of VSMC cells A7r5 and HASMC. We also found that 10-G altered the expression of proliferation-related proteins, including CyclinD1, CyclinD2, CyclinD3, and CDK4. Molecular docking revealed that the binding energy between AMPK and 10-G is -7.4 kcal mol-1. Molecular simulations suggested that the binding between 10-G and AMPK is stable. Surface plasmon resonance imaging analysis also showed that 10-G has a strong binding affinity to AMPK (KD = 6.81 × 10-8 M). 10-G promoted AMPKα phosphorylation both in vivo and in vitro. Blocking AMPK by an siRNA or AMPK inhibitor pathway partly abolished the anti-proliferation effects of 10-G on VSMCs. Conclusion: These data showed that 10-G might inhibit neointimal hyperplasia and suppress VSMC proliferation by the activation of AMPK as a natural AMPK agonist.
10-Gingerol Inhibits Ovarian Cancer Cell Growth by Inducing G2 Arrest
Adv Pharm Bull 2019 Oct;9(4):685-689.PMID:31857975DOI:10.15171/apb.2019.080.
Purpose: Gingerol homologs found in the rhizomes of ginger plants have the potential to benefit human health, including the prevention and treatment of cancer. This study evaluated the effect of 10-Gingerol on ovarian cancer cell (HEY, OVCAR3, and SKOV-3) growth. Methods: Cell growth was measured by MTT assays, flow cytometry was used to assess cell proliferation, cytotoxicity and cell cycle progression, and western blotting was used to measure cyclin protein expression. Results: Ovarian cancer cells that were treated with 10-Gingerol experienced a time- and dose-dependent decrease in cell number, which was due to a reduction in cell proliferation rather than a cytotoxic effect. Reduced proliferation of 10-gingerol-treated ovarian cancer cells was associated with an increased percentage of cells in G2 phase of the cell cycle and a corresponding reduction in the percentage of cells in G1. Ovarian cancer cells also showed decreased cyclin A, B1, and D3 expression following exposure to 10-Gingerol. Conclusion: These findings revealed that 10-Gingerol caused a G2 arrest-associated suppression of ovarian cancer cell growth, which may be exploited in the management of ovarian cancer.