Oleanolic acid (Synonyms: Astrantiagenin C, Caryophyllin, Giganteumgenin C, Gledigenin 1, NSC 114945, Oleanoic Acid, Virgaureagenin B) |
Catalog No.GN10184
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Oleanolic acid es un tripenoide pentacíclico natural conocido por su eficacia en el tratamiento de la hepatitis.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 508-02-1
Sample solution is provided at 25 µL, 10mM.
Oleanolic acid es un tripenoide pentacíclico natural conocido por su eficacia en el tratamiento de la hepatitis. Además, demuestra efectos antitumorales en varios tipos de cáncer [1-3].
Oleanolic acid, a concentraciones de 50 μM, 65 μM, y 80 μM, cuando se administra durante 24 o 48 horas, emejoró la capacidad del regorafenib para suprimir el crecimiento de las células PLC, particularmente a dosis de 65 μM o 80 μM[4]. Oleanolic acid, a concentraciones de 2 μM, 4 μM, y 8 μM administrado durante 48 horas, actúa como activador de Nrf2. Exhibe una atenuación dependiente de la dosis de la transición epitelial-mesenquimal (EMT) inducida por TGF-β1 en las células NRK-52E [5]. Además, oleanolic acid a una concentración de 50 μM, cuando se aplica durante 6 horas, induce la liberación de prostaciclina en las células del músculo liso coronario humano (SMC) a través de un mecanismo dependiente de Cox-2[6].
Oleanolic acid(50 mg/kg/d; i.g; 2semanas) ejerce un efecto anti-EMT in vivo y mejora el efecto antitumoral de regorafenib[4]. Oleanolic acid(10-100 mg/kg; ip) demonstró un potencial antiepileptogénico significativo en las convulsiones inducidas por pentilentetrazol[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.
| Experimentos celulares [1]: | |
Líneas celulares | Células PLC (Peritoneal lymphocytes (PLC-PRF-5)) |
Método de preparación | Las células PLC (5 × 103 células/mL) se sembraron en placas de cultivo de 96 pozos y se incubaron durante 20 horas. Después de esto, las células fueron tratadas con disolvente solo, oleanolic acid (a concentraciones de 50 μM, 65 μM, y 80 μM), regorafenib o una combinación de oleanolic acid y regorafenib. Luego, las células se incubaron durante 24 horas o 48 horas. |
Condiciones de reacción | 50, 65, y 80 μM;24/48h |
Áreas de aplicación | Oleanolic acid en dosis de 65 μM o 80 μM mejoró la eficacia del regorafenib para suprimir el crecimiento de las células PLC . |
| Experimentos con animales [2]: | |
Modelos animales | Ratones BAlB/c nu/nu machos de 6-8 semanas |
Método de preparación | 1 × 106 células PLC, suspendidas en PBS, se inyectaron por vía subcutánea para inoculación en ratones, que luego se dividieron aleatoriamente en cuatro grupos. Dos semanas después de la inoculación, a los grupos experimentales se les administró oleanolic acid (50 mg/kg diario), y regorafenib (10 mg/kg diario), o una combinación de oleanolic acid (50 mg/kg diario) y regorafenib (10 mg/kg diario) durante 2 semanas adicionales. El grupo de control recibió un volumen equivalente de solución salina durante la misma duración. |
Forma de dosificación | 50 mg/kg/d; i.g; 2semanas |
Áreas de aplicación | El tratamiento con Oleanolic acid inhibió significativamente el crecimiento del tumor. Puede mejorar el efecto antitumoral del regorafenib. |
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. | |
| Cas No. | 508-02-1 | SDF | |
| Sinónimos | Astrantiagenin C, Caryophyllin, Giganteumgenin C, Gledigenin 1, NSC 114945, Oleanoic Acid, Virgaureagenin B | ||
| Chemical Name | (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 | ||
| Formula | C30H48O3 | M.Wt | 456.71 |
| Solubility | ≥ 16.6mg/mL in DMSO,ultrasonic solubilization | Storage | Store at 2-8°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.1896 mL | 10.9479 mL | 21.8957 mL |
| 5 mM | 437.9 μL | 2.1896 mL | 4.3791 mL |
| 10 mM | 219 μL | 1.0948 mL | 2.1896 mL |
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Quality Control & SDS
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- Purity: >98.00% Appearance: A solid
- COA (Certificate of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 30 reference(s) in Google Scholar.)