Diosmetin (Synonyms: Diosmetol, Luteolin 4'-methyl ester) |
| Katalog-Nr.GC16550 |
Diosmetin ist ein natÜrliches Flavonoid, das die menschliche CYP1A-EnzymaktivitÄt mit einem IC50 von 40 μM in HepG2-Zellen hemmt.
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Cas No.: 520-34-3
Sample solution is provided at 25 µL, 10mM.
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Diosmetin (DIO) is an agonist of the aryl hydrocarbon receptor (AHR). It potently inhibited the enzyme activity of cytochrome P450 1A1 (CYP1A1) in a dose-dependent manner with an IC50 value of approximately 30 nM, in microsomes from MCF-7 cells [1].
AHR belongs to the Per, ARNT, Sim/basic-helix-loop-helix superfamily of ligand-activated transcription factors. AHR mediates the toxic effects of polycyclic aromatic hydrocarbons, 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) and polychlorinated biphenyls. These chemicals all bind to AHR, and result in the activation of a battery of genes, including the cytochromes P450 CYP1A1, CYP1A2, and CYP1B1 [2].
In MCF-7 cells, at 24 h after the incubation of diosmetin, CYP1A1 mRNA was increased in a dose-dependent manner. In MCF-7 cells, diosmetin at 2.5 µM modestly increased CYP1A1 enzyme activity, with an activity increase in cells, while diosmetin at 5 µM did not increase the enzyme activity compared to controls in cells. Compared with controls, diosmetin dose-dependently increased the capacity of nuclear extracts to bind an oligonucleotide containing the AhR-binding sequence of CYP1A1 [1].
In the presence of CYP1A inhibitor, the concentration of diosmetin ranged from 25 μM at 0 h to 22 μM. In the absence of CYP1A inhibitor, the concentration of diosmetin ranged from 25 μM at 0 h to 15 μM [3].
No in vivo result from the administration of diosmetin had been found.
References:
[1]. Ciolino HP, Wang TT and Yeh GC. Diosmin and diosmetin are agonists of the aryl hydrocarbon receptor that differentially affect cytochrome P450 1A1 activity. Cancer Res, 1998, 58(13):2754-60.
[2]. Gonzalez FJ and Fernandez-Salguero P. The Aryl Hydrocarbon Rreceptor Studies Using the AHR-Null Mice. Drug Metabolism and Disposition, 1998, 26(12): 1194-1198.
[3]. Androutsopoulos VP and Spandidos DA. The flavonoids diosmetin and luteolin exert synergistic cytostatic effects in human hepatoma HepG2 cells via CYP1A-catalyzed metabolism, activation of JNK and ERK and P53/P21 up-regulation. J Nutr Biochem, 2013, 24(2):496-504.
Cell experiment: | Diosmetin is dissolved in DMSO which is maintained at a constant concentration in control samples (2%). HepG2 cells are maintained in a humidified atmosphere of 5% CO2 at 37°C, and cultured in RPMI-1640 medium supplemented with 10% (v/v) fetal bovine serum, 100 U/mL penicillin and 100 U/mL streptomycin. HepG2 cell density is adjusted to 2×104 cells/100 μL, and the cells are seeded into 96-well plates and placed in an incubator overnight (37°C in 5% CO2) to allow for attachment and recovery. MTT analyses are performed. Briefly, cells are pretreated with 5, 10, 15 and 20 μg/mL diosmetin for 24 h. A total of 20 μL MTT solution (5 mg/mL in PBS) solution is transferred to each well to yield a final 120 μL/well and to separate wells a total of 10 μL CCK8 (5 mg/mL in PBS) is transferred. The plates are incubated for 4 h at 37°C in 5% CO2 and the absorbance is recorded at wavelengths of 595 nm and 450 nm, respectively. The half maximal inhibitory concentration (IC50) of diosmetin is calculated[1]. |
Animal experiment: | Experimental acute pancreatitis is induced in mice by seven intraperitoneal injection of cerulein (50 μg/kg) at hourly intervals. Diosmetin (100 mg/kg) or vehicle is pretreated 2 h before the first cerulein injection. After 6 h, 9 h, 12 h of the first cerulein injection, the severity of acute pancreatitis is evaluated biochemically and morphologically[2]. |
References: [1]. Liu B, et al. Diosmetin induces apoptosis by upregulating p53 via the TGF-β signal pathway in HepG2 hepatoma cells. Mol Med Rep. 2016 Jul;14(1):159-64. | |
| Cas No. | 520-34-3 | SDF | |
| Überlieferungen | Diosmetol, Luteolin 4'-methyl ester | ||
| Chemical Name | 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one | ||
| Canonical SMILES | COC1=C(O)C=C(C2=CC(C3=C(O)C=C(O)C=C3O2)=O)C=C1 | ||
| Formula | C16H12O6 | M.Wt | 300.26 |
| Löslichkeit | ≥ 13.65mg/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 | 3.3304 mL | 16.6522 mL | 33.3045 mL |
| 5 mM | 0.6661 mL | 3.3304 mL | 6.6609 mL |
| 10 mM | 0.333 mL | 1.6652 mL | 3.3304 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.
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- Purity: >99.50%
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Average Rating: 5 (Based on Reviews and 39 reference(s) in Google Scholar.)
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