Butein (Synonyms: 2’,3,4,4’tetrahydroxy Chalcone) |
| Catalog No.GC10944 |
La buteÍna es un inhibidor de la PDE especÍfico de AMPc con una IC50 de 10,4 μM para la PDE4. La buteÍna es un inhibidor especÍfico de la proteÍna tirosina quinasa con IC50 de 16 y 65 μM para EGFR y p60c-src en células HepG2. La buteÍna sensibiliza las células HeLa al cisplatino a través de las vÍas AKT y ERK/p38 MAPK al dirigirse a FoxO3a. Butein es un activador SIRT1 (STAC).
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 487-52-5
Sample solution is provided at 25 µL, 10mM.
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Butein, a chalconoid has anti-oxidant effect, which has various pharmacological effects.
Reactive oxygen species (ROS), produced intracellularly through multiple mechanisms and depending on the cell and tissue types, mainly ROS NADPH oxidase (NOX) complexes in cell membranes, mitochondria, peroxisomes, and endoplasmic reticulum, via dental adhesive bleaching agents and pulpal disease, can cause oxidative stress. [1] ROS are formed as a natural product of the normal metabolism of oxygen and have important roles in cell signaling and homeostasis. However, during times of environmental stress, ROS levels can increase dramatically.[2] H2O2-induced cytotoxicity and production of ROS were blocked in the presence of butein, and these effects were dose dependent.Due to the dual role of ROS, both prooxidant and antioxidant-based anticancer agents have been developed.
Butein can induce the apoptosis in B16 melanoma cells and human promyelocytic leukemia cells, inhibit diabetes complications, and inhibit enzymes such as protein kinases and glutathione reductase. [3,4,5,6] Recently, Butein was isolated from R. verniciflua which suppress cellular damage from oxidation caused by H2O2 in HDP cells, through JNK–Nrf2/ARE-dependent HO-1 expression.[7] In addition, Butein attenuated VEGF and MMP-9 activities via the suppression of NF-kB activity by flow cytometric analysis and RT-PCR in vitro. Furthermore, Butein repressed the expression of VEGF and MMP-9 induced by treatment with tumor necrosis factor-ɑ and phorbol-12-myristate-13-acetate mainly through Electrophoretic mobility shift assay (EMSA) and Enzyme-linked immunosorbent assay (ELISA), resulting in an inhibition of cell growth, invasion and angiogenesis of prostate cancer .[8] Thus, Butein may be a promising therapeutic agent for the treatment of various dental diseases.
References:
1.Han D, Williams E, Cadenas E."Mitochondrial respiratory chain-dependent generation of superoxide anion and its release into the intermembrane space". Biochem. J. 2010, 353 (2): 411-6.
2.Devasagayam, TPA; Tilak JC; Boloor KK; Sane Ketaki S; Ghaskadbi Saroj S; Lele RD. "Free Radicals and Antioxidants in Human Health: Current Status and Future Prospects". Journal of Association of Physicians of India (JAPI), 2004, 52: 796.
3.S. Sogawa, Y. Nero, H. Ueda, T. Miki. Protective effects of hydroxychalcones on free radical-induced cell damage. Biol. Pharm. Bull., 1994, 251-256.
4.J.C. Lee, K.T. Lim, Y.S. Jang. Identification of Rhus verniciflua Stokes compounds that exhibit free radical scavenging and anti-apoptotic properties. Biochim. Biophys. Acta, 2002, 181-191.
5.S.M. Yu, Z.J. Cheng, S.C. Kuo. Endothelium-dependent relaxation of rat aorta by butein, a novel cyclic AMP-specific phosphodiesterase inhibitor. Eur. J. Pharmacol., 1995, 69-77.
6.K. Iwashita, M. Kobori, K. Yamaki, T. Tsushida. Flavonoids inhibit cell growth and induce apoptosis in B16 melanoma 4A5 cells. Biosci. Biotechnol. Biochem., 2000, 1813-1820.
7.Dong-Sung Lee.et al. Butein protects human dental pulp cells from hydrogen peroxide-induced oxidative toxicity via Nrf2 pathway-dependent heme oxygenase-1 expressions.Toxicology in Vitro, 2013, 874-881.
8.Dong-Oh Moona.et al. Butein suppresses the expression of nuclear factor-kappa B-mediated matrix metalloproteinase-9 and vascular endothelial growth factor in prostate cancer cells. Toxicology in Vitro, 2010,24(7) ,1927-1934.
| Cas No. | 487-52-5 | SDF | |
| Sinónimos | 2’,3,4,4’tetrahydroxy Chalcone | ||
| Chemical Name | (E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one | ||
| Canonical SMILES | C1=CC(=C(C=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O)O | ||
| Formula | C15H12O5 | M.Wt | 272.25 |
| Solubility | ≥ 13.6mg/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 | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 3.6731 mL | 18.3655 mL | 36.7309 mL |
| 5 mM | 0.7346 mL | 3.6731 mL | 7.3462 mL |
| 10 mM | 0.3673 mL | 1.8365 mL | 3.6731 mL |
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
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- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 16 reference(s) in Google Scholar.)
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