Butrin
Butrin is a compound found in Butea monosperma flowers. Butrin reduces expression of SIRT1, AURKB, cyclin D1, pAKT, GSK-3β, β-catenin, and TGF-3β expression, enhances apoptosis and ROS production in cancer cells. Butrin downregulates Wnt and NF-κB signaling, mitigates oxidative stress, reduces proinflammatory cytokine (TNF-α, IL-6 and IL-8) production and suppresses neuroinflammation. Butrin inhibits IKK enzyme activity. Butrin can be used for the researches of colorectal cancer, Alzheimer’s disease, and rheumatoid arthritis.
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- No. CAS: 492-13-7
- Fòrmula: C27H32O15
- Peso molecular:596.53
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Almacenamiento:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Actividad biológica
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Chemical Information
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Actividad biológica
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SIRT1 |
Aurora B |
IL-6 |
IL-8 |
Butrin (10-120 μM; 24-48 h) inhibits SW480 human colorectal cancer cell proliferation with an IC50 of 40 μM, while sparing IHH human hepatocyte cells[1].
Butrin (40 μM; 48 h) induces both early and late apoptosis in SW480 human colorectal cancer cells with nuclear condensation and fragmentation[1].
Butrin (40 μM; 48 h) disrupts mitochondrial membrane potential and increases intracellular ROS production in SW480 human colorectal cancer cells[1].
Butrin (40 μM; 48 h) upregulates pro-apoptotic gene expression and downregulates cell cycle and Wnt pathway gene expression in SW480 human colorectal cancer cells[1].
Butrin (40 μM; 48 h) upregulates pro-apoptotic and tumor suppressor protein expression and downregulates anti-apoptotic, cell cycle, and Wnt pathway protein expression in SW480 human colorectal cancer cells[1].
Butrin (1-10 µg/mL; 2-hour pretreatment) inhibits PMACI-induced TNF-α, IL-6 and IL-8 levels and inhibits NF-κB p65 activation in HMC-1 human mast cells[3].
Butrin (5-1000 ng/mL) inhibits recombinant human IKK kinase activity in a concentration-dependent manner[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:SW480 human primary adenocarcinoma colorectal cancer cells; IHH immortalized human hepatocyte cells
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Concentration:10, 20, 40, 60,120 μM
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Incubation Time:24 h; 48 h
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Result:Inhibited SW480 cell proliferation, with an IC50 value of 40 μM against SW480 cells.
Did not induce major cell death in IHH cells.
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Cell Line:SW480 human primary adenocarcinoma colorectal cancer cells
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Concentration:40 μM
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Incubation Time:48 h
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Result:Induced fragmented green nuclei (early apoptosis) and reddish/orange staining (late apoptosis) in treated cells, whereas control cells had uniformly green viable nuclei.
Induced chromatin condensation and nuclear fragmentation in treated cells, whereas control cells had weak, homogeneous blue-stained nuclei without fragmentation.
Showed nuclear condensation and fragmentation.
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Cell Line:SW480 human primary adenocarcinoma colorectal cancer cells
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Concentration:40 μM
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Incubation Time:48 h
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Result:Increased mRNA expression of apoptotic genes miR-34a, p53, p21, BAX, caspase 3, and caspase 7.
Decreased mRNA expression of cell cycle/Wnt pathway genes cyclin D1, SIRT1, Aurora B kinase (AURKB), Mdm2, and GSK-3β.
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Cell Line:SW480 human primary adenocarcinoma colorectal cancer cells
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Concentration:40 μM
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Incubation Time:48 h
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Result:Increased protein expression of cytochrome c, p53, and p21.
Decreased protein expression of procaspase 3, cyclin D1, Cdk4, GSK-3β, β-catenin, pAKT, TGF-3β, SIRT1, and AURKB.
Chemical Information
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No. CAS 492-13-7
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Peso molecular 596.53
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Fòrmula C27H32O15
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SMILES
O[C@H]1[C@H](OC2=CC3=C(C=C2)C(C[C@@H](C4=CC(O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](CO)O5)O)O)O)=C(O)C=C4)O3)=O)O[C@H](CO)[C@@H](O)[C@@H]1O
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Structure Classification
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Initial Source
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Envío
Room temperature in continental US; may vary elsewhere.
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Almacenamiento
Please store the product under the recommended conditions in the Certificate of Analysis.
Pureza y Documentación
Referencias
[1]. Subramaniyan B, et al. Effect of sodium salt of Butrin, a novel compound isolated from Butea monosperma flowers on suppressing the expression of SIRT1 and Aurora B kinase-mediated apoptosis in colorectal cancer cells. Biomed Pharmacother. 2017;90:402-413. [Content Brief]
[3]. Rasheed Z, et al. Butrin, isobutrin and butein from medicinal plant Butea monosperma selectively inhibit NF-κB in activated human mast cells: suppression of TNF-α, IL-6 and IL-8[J]. J Pharmacol Exp Ther, 2010, 1: 1-34. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Butrin Related Classifications
HY-N17821 Related Classifications
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- Butrin
- 492-13-7
- Sirtuin
- Aurora Kinase
- Akt
- GSK-3
- β-catenin
- TGF-β Receptor
- Apoptosis
- Reactive Oxygen Species (ROS)
- Wnt
- NF-κB
- TNF Receptor
- Interleukin Related
- IKK
- SW480 human colorectal cancer cells
- Parkinson’s disease
- colorectal cancer
- Alzheimer’s disease
- HMC-1 human mast cells
- apoptosis
- IHH human hepatocyte cells
- Wnt signaling
- Inhibitor
- inhibitor
- inhibit