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Genistein (Synonyms: CI-75610, NSC 36586)

Catalog No.GC14102 Copy One-Click Copy Product Info

Genistein, a precursor of phytoalexins in legumes, is an important nutraceutical molecule found in soybean seeds.

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Genistein Chemical Structure

Cas No.: 446-72-0

Size Price Stock Qty
10mM (in 1mL DMSO)
$39.00
In stock
100mg
$39.00
In stock

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Sample solution is provided at 25 µL, 10mM.



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Description of Genistein

Genistein, a precursor of phytoalexins in legumes, is an important nutraceutical molecule found in soybean seeds[1]. Genistein acts as an inhibitor of Epidermal Growth Factor Receptor (EGFR) and inhibits the activity of topoisomerases, further promotes FOXO3 activity, and leads to increased expression of the p27kip1 cell cycle inhibitor[2]. Genistein has been widely used in tumor research to restrain the progression of various cancer cells and prevent angiogenesis[3].

In vitro, Genistein treatment for 72 hours significantly inhibited the viability of HCT116, A549, and LoVo cells, with IC50 values of 34.90µM, 43.09µM, and 15.88µM, respectively[4]. Treatment with 50µM Genistein for 48 hours induced apoptosis in HT29 cells, accompanied by activation of the caspase-3 pathway and a decrease in the expression level of p38 MAPK[5]. Treatment with 25µM Genistein for 4 days led to G2/M phase cell cycle arrest in PC3 and DU145 cells, and downregulated the expression of the oncogene HOTAIR[6].

In vivo, Genistein treatment via intraperitoneal injection at a dose of 15mg/kg/day for 5 days markedly inhibited tumor growth and angiogenesis in B16 xenograft tumor mice[7]. Intraperitoneal injection of Genistein at a dose of 10mg/kg/day three times per week for 10 weeks alleviated renal inflammation and injury and reduced blood glucose levels in streptozotocin-induced diabetic mice[8].

References:

[1] Dixon R A, Ferreira D. Genistein[J]. Phytochemistry, 2002, 60(3): 205-211.

[2] Ganai A A, Farooqi H. Bioactivity of genistein: A review of in vitro and in vivo studies[J]. Biomedicine & pharmacotherapy, 2015, 76: 30-38.

[3] Polkowski K, Mazurek A P. Biological properties of genistein. A review of in vitro and in vivo data[J]. Acta poloniae pharmaceutica, 2000, 57(2): 135-155.

[4] Rusin A, Zawisza-Puchałka J, Kujawa K, et al. Synthetic conjugates of genistein affecting proliferation and mitosis of cancer cells[J]. Bioorganic & medicinal chemistry, 2011, 19(1): 295-305.

[5] Shafiee G, Saidijam M, Tavilani H, et al. Genistein induces apoptosis and inhibits proliferation of HT29 colon cancer cells[J]. International journal of molecular and cellular medicine, 2016, 5(3): 178.

[6] Chiyomaru T, Yamamura S, Fukuhara S, et al. Genistein inhibits prostate cancer cell growth by targeting miR-34a and oncogenic HOTAIR[J]. PloS one, 2013, 8(8): e70372.

[7] Farina H G, Pomies M, Alonso D F, et al. Antitumor and antiangiogenic activity of soy isoflavone genistein in mouse models of melanoma and breast cancer[J]. Oncology reports, 2006, 16(4): 885-891.

[8] Elmarakby A A, Ibrahim A S, Faulkner J, et al. Tyrosine kinase inhibitor, genistein, reduces renal inflammation and injury in streptozotocin-induced diabetic mice[J]. Vascular pharmacology, 2011, 55(5-6): 149-156.

Protocol of Genistein

Cell experiment [1]:

Cell lines

HCT116 cells

Preparation Method

HCT116 cells were cultured in McCoy′s 5A medium, supplemented with 10% fetal bovine serum (FBS), and 1% penicillin/streptomycin at 37°C in an incubator with 5% CO2. Cells were seeded in a 96-well plate at a density of 2×103 cells/well overnight and incubated with different concentrations of Genistein (0, 1, 10, 100, and 200µM) for 72h, the cell proliferation was tested.

Reaction Conditions

0, 1, 10, 100, and 200µM; 72h

Applications

Genistein treatment reduced cell proliferation of HCT116 cells in a dose-dependent manner.
Animal experiment [2]:

Animal models

Male C57BL/6 mice

Preparation Method

Male C57BL/6 mice (8 weeks old) were given daily injection of streptozotocin (45mg/kg; i.p.) for 5 days after a 4-hour fast; control mice received the vehicle (citrate buffer; 0.01M; pH: 4.5). Diabetes was confirmed by measurement of fasting blood glucose levels of > 250mg/dl three days after streptozotocin injection. Diabetic mice were randomly subdivided to receive Genistein (10mg/kg; i.p.) three times a week or injections of the vehicle, 5% DMSO (n=10/group). Ten weeks after initiation of Genistein treatment, kidneys of mice were collected for analysis.

Dosage form

10mg/kg; three times a week; 10 weeks; i.p.

Applications

Genistein treatment reduced renal inflammation, oxidative stress, and apoptosis in streptozotocin-induced diabetic mice.

References:

[1] Rusin A, Zawisza-Puchałka J, Kujawa K, et al. Synthetic conjugates of genistein affecting proliferation and mitosis of cancer cells[J]. Bioorganic & medicinal chemistry, 2011, 19(1): 295-305.

[2] Elmarakby A A, Ibrahim A S, Faulkner J, et al. Tyrosine kinase inhibitor, genistein, reduces renal inflammation and injury in streptozotocin-induced diabetic mice[J]. Vascular pharmacology, 2011, 55(5-6): 149-156.

Chemical Properties of Genistein

Cas No. 446-72-0 SDF
Synonyms CI-75610, NSC 36586
Chemical Name 5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
Canonical SMILES C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)O)O
Formula C15H10O5 M.Wt 270.24
Solubility ≥ 55.6mg/mL in DMSO Storage Store at -20°C
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Genistein

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1 mg 5 mg 10 mg
1 mM 3.7004 mL 18.5021 mL 37.0041 mL
5 mM 740.1 μL 3.7004 mL 7.4008 mL
10 mM 370 μL 1.8502 mL 3.7004 mL
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In vivo Formulation Calculator (Clear solution) of Genistein

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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 saline, 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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3. All of the above co-solvents are available for purchase on the GlpBio website.

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