Oleanolic acid
(Synonyms: 齐墩果酸; Oleanic acid; Caryophyllin) 目录号 : GN10184
Oleanolic acid齐墩果酸是一种天然的五环三萜，长期以来一直被用作治疗肝炎的有效药物。齐墩果酸对多种癌症也有抗肿瘤作用。
Cas No.:508-02-1
Sample solution is provided at 25 µL, 10mM.
Oleanolic acid is a natural pentacyclic triterpenoid known for its effectiveness in treating hepatitis. Additionally, it demonstrates antitumor effects across various types of cancers [1-3].
Oleanolic acid, at concentrations of 50 μM, 65 μM, and 80 μM, when administered for 24 or 48 hours, enhanced the ability of regorafenib to suppress the growth of PLC cells, particularly at doses of 65 μM or 80 μM[4]. Oleanolic acid, at concentrations of 2 μM, 4 μM, and 8 μM administered over 48 hours, acts as an activator of Nrf2. It exhibits a dose-dependent attenuation of TGF-β1-induced epithelial-mesenchymal transition (EMT) in NRK-52E cells [5]. Furthermore, oleanolic acid at a concentration of 50 μM, when applied for 6 hours, induces prostacyclin release in human coronary smooth muscle cells (SMC) through a Cox-2-dependent mechanism[6].
Oleanolic acid(50 mg/kg/d; i.g; 2weeks) exerts anti-EMT effect in vivo and enhances the antitumor effect of regorafenib[4]. Oleanolic acid(10-100 mg/kg; ip) demonstrated significant anti-epileptogenic potential in pentylenetetrazole-induced seizures[7].
References:
[1]. Pollier J, Goossens A. Oleanolic acid. Phytochemistry. 2012 May;77:10-5. doi: 10.1016/j.phytochem.2011.12.022. Epub 2012 Feb 28. PMID: 22377690.
[2]. Ma W, Wang DD, et,al. Caveolin-1 plays a key role in the oleanolic acid-induced apoptosis of HL-60 cells. Oncol Rep. 2014 Jul;32(1):293-301. doi: 10.3892/or.2014.3177. Epub 2014 May 15. PMID: 24842472.
[3]. Žiberna L, Šamec D, et,al. Oleanolic Acid Alters Multiple Cell Signaling Pathways: Implication in Cancer Prevention and Therapy. Int J Mol Sci. 2017 Mar 16;18(3):643. doi: 10.3390/ijms18030643. PMID: 28300756; PMCID: PMC5372655.
[4]. Wang H, Zhong W, et,al. Oleanolic Acid Inhibits Epithelial-Mesenchymal Transition of Hepatocellular Carcinoma by Promoting iNOS Dimerization. Mol Cancer Ther. 2019 Jan;18(1):62-74. doi: 10.1158/1535-7163.MCT-18-0448. Epub 2018 Oct 8. PMID: 30297361.
[5]. He WM, Yin JQ, et,al. Oleanolic acid attenuates TGF-β1-induced epithelial-mesenchymal transition in NRK-52E cells. BMC Complement Altern Med. 2018 Jul 4;18(1):205. doi: 10.1186/s12906-018-2265-y. PMID: 29973206; PMCID: PMC6031099.
[6]. Martínez-González J, Rodríguez-Rodríguez R, et,al. Oleanolic acid induces prostacyclin release in human vascular smooth muscle cells through a cyclooxygenase-2-dependent mechanism. J Nutr. 2008 Mar;138(3):443-8. doi: 10.1093/jn/138.3.443. PMID: 18287347.
[7]. Akünal Türel C, Yunusoğlu O. Oleanolic acid suppresses pentylenetetrazole-induced seizure in vivo. Int J Environ Health Res. 2023 May;33(5):529-540. doi: 10.1080/09603123.2023.2167947. Epub 2023 Feb 22. PMID: 36812380.
Oleanolic acid齐墩果酸是一种天然的五环三萜，长期以来一直被用作治疗肝炎的有效药物。齐墩果酸在多种癌症中也有抗肿瘤作用[1-3]。
Oleanolic acid (50, 65, and 80 μM;24/48h)剂量为65或80 μmol/L时，可增强regorafenib抑制PLC细胞生长的作用[4]。Oleanolic acid(2、4、8μM;48h)是Nrf2的激活剂，可以剂量依赖性地减弱TGF-β1诱导的NRK-52E细胞上皮间质转化(epithelial-mesenchymal transition, EMT)[5]。Oleanolic acid(50 μM;6 h)通过Cox -2依赖性机制诱导人冠状动脉平滑肌细胞(SMC)释放前列环素[6]。
Oleanolic acid(50 mg/kg/d; i.g; 2weeks)在体内发挥抗EMT作用，可以增强瑞非尼的抗肿瘤作用[4]。Oleanolic acid(10-100 mg/kg; ip)在pentylenetetrazole诱发的癫痫发作中显示出显著的抗癫痫潜能[7]。
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Cell experiment [1]: |
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Cell lines |
PLC cells (Peritoneal lymphocytes (PLC-PRF-5)) |
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Preparation method |
PLC cells (5 × 103 cells/mL) were seeded in 96-well culture plates and incubated for 20 hours. Following this, the cells were treated with either solvent alone, oleanolic acid (at concentrations of 50 μM, 65 μM, and 80 μM), regorafenib, or a combination of oleanolic acid and regorafenib. The cells were then incubated for either 24 hours or 48 hours. |
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Reaction Conditions |
50, 65, and 80 μM;24/48h |
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Applications |
Oleanolic acid at doses of 65 μM or 80 μM enhanced the efficacy of regorafenib in suppressing the growth of PLC cells. |
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Animal experiment [1]: |
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Animal models |
6-8week male BAlB/c nu/nu mice |
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Preparation method |
1 × 106 PLC cells, suspended in PBS, were subcutaneously injected for inoculation into mice, who were then randomly divided into four groups. Two weeks post-inoculation, the experimental groups were orally administered oleanolic acid (50 mg/kg daily), regorafenib (10 mg/kg daily), or a combination of oleanolic acid (50 mg/kg daily) and regorafenib (10 mg/kg daily) for an additional 2 weeks. The control group received an equivalent volume of saline for the same duration. |
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Dosage form |
50 mg/kg/d; i.g; 2weeks |
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Applications |
Oleanolic acid treatment significantly inhibited the tumor growth. It can enhance the antitumor effect of regorafenib. |
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References: [1].Wang H, Zhong W, et,al. Oleanolic Acid Inhibits Epithelial-Mesenchymal Transition of Hepatocellular Carcinoma by Promoting iNOS Dimerization. Mol Cancer Ther. 2019 Jan;18(1):62-74. doi: 10.1158/1535-7163.MCT-18-0448. Epub 2018 Oct 8. PMID: 30297361. |
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| Cas No. | 508-02-1 | SDF | |
| 别名 | 齐墩果酸; Oleanic acid; Caryophyllin | ||
| 化学名 | (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid | ||
| Canonical SMILES | CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C(=O)O)C | ||
| 分子式 | C30H48O3 | 分子量 | 456.71 |
| 溶解度 | ≥ 11.1mg/mL in DMSO | 储存条件 | Store at 2-8°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 | 2.1896 mL | 10.9479 mL | 21.8957 mL |
| 5 mM | 0.4379 mL | 2.1896 mL | 4.3791 mL |
| 10 mM | 0.219 mL | 1.0948 mL | 2.1896 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