Urolithin A (Synonyms: 2',7-Dihydroxy-3,4-benzocoumarin, 3,8-Dihydroxy Urolithin) |
| رقم الكتالوجGC15168 |
مستقلب ميكروبي لحمض الإيلاغيك في الأمعاء
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Cas No.: 1143-70-0
Sample solution is provided at 25 µL, 10mM.
Urolithin A, a gut-microbial metabolite of ellagic acid, exerts anti-inflammatory, antiproliferative, and antioxidant properties. Urolithin A induces autophagy and apoptosis, suppresses cell cycle progression, and inhibits DNA synthesis[1][2].
Micromolar urolithin A concentrations induces both autophagy and apoptosis. Urolithin A suppresses cell cycle progression and inhibited DNA synthesis in human sw620 colorectal cancer cells[2].Urolithin A shows antiproliferative effects and inhibits T24 and Caco-2 cell growth with IC50s of 43.9 and 49 μM, respectively[3].Urolithin A exerts a dose- and time-dependent significant arrest at G2/M and S phases after treatments with 50 and 100 μM at 24 and 48 h compared to control cells. It induces cell apoptosis with 50 and 100 μM [4].Urolithin A shows potent antiproliferative activity on HepG2 cells. When cell death is induced by Urolithin A, the expression of β-catenin, c-Myc and Cyclin D1 are decreased and TCF/LEF transcriptional activation is notably down-regulated. Urolithin A also increases protein expression of p53, p38-MAPK and caspase-3, but suppresses expression of NF-κB p65 and other inflammatory mediators[5].
The volume of paw edema is reduced at 1 h after oral administration of urolithin A. In addition, plasma in treated mice exhibited significant oxygen radical antioxidant capacity (ORAC) scores with high plasma levels of the unconjugated form at 1 h after oral administration of urolithin A[6].
References:
[1]. Gong Z, et al. Urolithin A attenuates memory impairment and neuroinflammation in APP/PS1 mice.
[2]. Wang Y, et al. In vitro antiproliferative and antioxidant effects of urolithin A, the colonic metabolite of ellagic acid, on hepatocellular carcinomas HepG2 cells. Toxicol In Vitro. 2015 Aug;29(5):1107-15.
[3]. Zhao W, et al. Metabolite of ellagitannins, urolithin A induces autophagy and inhibits metastasis in human sw620colorectal cancer cells. Mol Carcinog. 2018 Feb;57(2):193-200.
[4]. Ishimoto H, et al. In vivo anti-inflammatory and antioxidant properties of ellagitannin metabolite urolithin A. Bioorg Med Chem Lett. 2011 Oct 1;21(19):5901-4.
[5]. Qiu Z, et al. In vitro antioxidant and antiproliferative effects of ellagic acid and its colonic metabolite, urolithins, on human bladder cancer T24 cells. Food Chem Toxicol. 2013 Sep;59:428-37.
[6]. González-Sarrías A, et al. Antiproliferative activity of the ellagic acid-derived gut microbiota isourolithin A and comparison with its urolithin A isomer: the role of cell metabolism.Eur J Nutr. 2017 Mar;56(2):831-841.
Cell experiment: | Human colon cancer cells HT-29 are treated for 24 and 48 h at 100 and 50 μM of Urolithin A and Iso Urolithin A aglycones and their glucuronide conjugates. Cell viability and proliferation are measured using a TC10 automated cell counter with the addition of Trypan blue for viability determination. IC50 values are determined by MTT assay[2]. |
Animal experiment: | Mice: Paw edema is induced in the right hind paw of ICR mice by the subcutaneous injection of 1% λ-carrageenan in pysiological saline (50 μL). The inflammation level is quantified by the volume of paw edema. Urolithin A dissolved in 0.5% carboxymethylcellulose suspension is orally administered to the mice at 1 or 6 h before carrageenan injection. The anti-inflammatory effects of urolithin A on carrageenan-induced edema in mice are analyzed[4]. |
References: [1]. Gong Z, et al. Urolithin A attenuates memory impairment and neuroinflammation in APP/PS1 mice. | |
| Cas No. | 1143-70-0 | SDF | |
| المرادفات | 2',7-Dihydroxy-3,4-benzocoumarin, 3,8-Dihydroxy Urolithin | ||
| Chemical Name | 3,8-dihydroxy-6H-benzo[c]chromen-6-one | ||
| Canonical SMILES | OC1=CC(C2=O)=C(C3=C(O2)C=C(O)C=C3)C=C1 | ||
| Formula | C13H8O4 | M.Wt | 228.2 |
| الذوبان | ≥ 22.8mg/mL in DMSO | Storage | Store at -20°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 | 4.3821 mL | 21.9106 mL | 43.8212 mL |
| 5 mM | 0.8764 mL | 4.3821 mL | 8.7642 mL |
| 10 mM | 0.4382 mL | 2.1911 mL | 4.3821 mL |
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- Purity: >98.00%
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