Iberin (Synonyms: NSC 321801) |
Catalog No.GC17287 |
Iberin (NSC 321801), un anÁlogo de sulfÓxido de sulforafano, es un miembro natural de la familia de los isotiocianatos. Iberin inhibe la supervivencia celular con una IC50 de 2,3 μM en células HL60. Iberin induce la apoptosis.
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Cas No.: 505-44-2
Sample solution is provided at 25 µL, 10mM.
Iberin is a phase II detoxification enzyme inducer.
Phase II enzymes are found to protect against chemical carcinogenesis, and the selectivity of isothiocyanates in inducing such enzymes is of interest in view of recent epidemiological studies showing a decreased incidence of cancer.
In vitro: Previous study fhound that the treatment of neuroblastoma cells with iberin led to a dose- and time-dependent growth inhibition, increased cytotoxicity, and G1 or G2 cell cycle arrest. The iberin-induced cell cycle arrest was related to the inhibition of Cdk2, Cdk4, and Cdk6 protein expression. DNA-staining pattern analyses revealed an increase in apoptotic cell death in iberin-treated cells, and FLICA staining founf that iberin could induce apoptosis, which was associated with the activation of PARP, caspase-9, and caspase-3 [1].
In vivo: In animal study, the ability of iberin was tested to increase tissue levels of the phase II enzymes quinone reductase (QR) and glutathione S-transferase (GST). At the low dose level employed (40 μmol/kg/day), cheirolin was without effect in any tissue. Results showed that iberin was able to increase the activities of GST and QR in the forestomach, duodenum, and/or the urinary bladder of the rats, with the greatest effects being observed in the urinary bladder. However, little difference was observed in the inductive activity of iberin and its various isothiocyanate analogs [2].
Clinical trial: Up to now, Iberin is still in the preclinical development stage.
References:
[1] Jadhav U, Ezhilarasan R, Vaughn SF, Berhow MA, Mohanam S. Iberin induces cell cycle arrest and apoptosis in human neuroblastoma cells. Int J Mol Med. 2007 Mar;19(3):353-61.
[2] Munday R, Munday CM. Induction of phase II detoxification enzymes in rats by plant-derived isothiocyanates: comparison of allyl isothiocyanate with sulforaphane and related compounds. J Agric Food Chem. 2004 Apr 7;52(7):1867-71.
Cell experiment: | Cells are plated at a density of 1×105 cells/well in microtiter plates and treated with different concentrations of iberin (1, 2.5, 10 and 25 μM). Then 20 μL of 5 mg/mL MTT in PBS, is added to each well and allowed to incubate for a further 4 h. After 4 h of incubation, 100 μL of DMSO is added to each well to dissolve the formazan crystals. Absorbance values at 550 nm are measured with a microplate reader[2]. |
Animal experiment: | Rats: Groups of five rats are dosed by oral intubation with the test compounds, as solutions in soybean oil, each day for 5 days. This doses used are 4.0 mg/kg/day for AITC, 5.9 mg/kg/day for iberverin, 6.5 mg/kg/day for iberin, 6.4 mg/kg/day for erucin, 7.1 mg/kg/day for sulforaphane, and 7.2 mg/kg/day for cheirolin. The volume of solution administered is 2 mL/kg in all cases. Ten control rats are dosed with soybean oil alone[5]. Mice: Iberin is diluted in 96% ethanol to a concentration of 32 mg/mL followed by a 40x dilution in 0.9% NaCl. The mice are injected with 0.2 mL of the final solution, corresponding to 8 μg/g of body weight. The placebo group is injected with a 2.4% ethanol solution (96% ethanol–0.9% NaCl) corresponding to the amount of ethanol that the iberin-treated group received. Mice are treated every 12 h from day 2 preinsertion to day 2 postinsertion, and treatment is continued until 12 h before the mice are euthanized[4]. |
References: [1]. Jakubikova J, et al. Isothiocyanates induce cell cycle arrest, apoptosis and mitochondrial potential depolarization in HL-60 and multidrug-resistant cell lines. Anticancer Res. 2005 Sep-Oct;25(5):3375-86. |
Cas No. | 505-44-2 | SDF | |
Sinónimos | NSC 321801 | ||
Chemical Name | 1-isothiocyanato-3-(methylsulfinyl)-propane | ||
Canonical SMILES | CS(CCCN=C=S)=O | ||
Formula | C5H9NOS2 | M.Wt | 163.3 |
Solubility | ≤11mg/ml in ethanol;16mg/ml in DMSO;16mg/ml in dimethyl formamide | 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 | 6.1237 mL | 30.6185 mL | 61.237 mL |
5 mM | 1.2247 mL | 6.1237 mL | 12.2474 mL |
10 mM | 0.6124 mL | 3.0618 mL | 6.1237 mL |
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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.
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: >98.00%
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