3',4',7-Trihydroxyisoflavone

3',4',7-Trihydroxyisoflavone
Product Name 3',4',7-Trihydroxyisoflavone
CAS No.: 485-63-2
Catalog No.: CFN70376
Molecular Formula: C15H10O5
Molecular Weight: 270.2 g/mol
Purity: >=98%
Type of Compound: Flavonoids
Physical Desc.: Powder
Targets: CDKs | PI3K | p35 | EGFR | GSK-3β | Akt | AP-1
Source: The herbs of Crotalaria pallida.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Price:
3',4',7-Trihydroxyisoflavone has antioxidant, estrogenic, and chemoprotective activities, it inhibits the CK-II-mediated phosphorylation of 60S acidic ribosomal P proteins in vitro. CDKs and PI3K are the primary molecular targets of 3',4',7-Trihydroxyisoflavone in the suppression of EGF-induced cell proliferation. 3',4',7-Trihydroxyisoflavone nanoparticles are characterized by improved physicochemical properties, increased water solubility, and enhanced skin penetration, and these may have potential use in the future as a topical delivery formulation for the treatment of skin diseases.
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Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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  • 3',4',7-Trihydroxyisoflavone

    Catalog No: CFN70376
    CAS No: 485-63-2
    Price: Inquiry(manager@chemfaces.com)
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    International Journal of Nanomedicine,2016, 2016(11): 1615—1627.
    Design of acid-responsive polymeric nanoparticles for 7,3',4'-trihydroxyisoflavone topical administration.[Reference: WebLink]
    7,3',4'-Trihydroxyisoflavone (3',4',7-Trihydroxyisoflavone, 734THIF) is a secondary metabolite of daidzein and has been recently found to possess antioxidant, melanin inhibition, and skin cancer chemopreventive activities. However, the poor water solubility of 734THIF impedes its absorption and skin penetration and, therefore, limits its pharmacological effects when applied topically to the skin.
    METHODS AND RESULTS:
    We seek to use the nanoprecipitation method to prepare optimal eudragit E100 (EE)–polyvinyl alcohol (PVA)-loaded 734THIF nanoparticles (734N) to improve its physicochemical properties and thereby increase its water solubility, skin penetration, and biological activities. EE–PVA-loaded 734THIF nanoparticles (734N) were prepared, and their morphology and particle size were evaluated using a particle size analyzer and by electron microscopy. The drug loading and encapsulation efficiencies and in vitro solubility were determined using high-performance liquid chromatography. Hydrogen-bond formation was evaluated by 1H-nuclear magnetic resonance and Fourier transform infrared spectroscopy, and crystalline-to-amorphous transformation was determined by differential scanning calorimetry and X-ray diffractometry. In vitro skin penetration was analyzed using fresh pig skin mounted on Franz diffusion cells, and cytotoxicity against human keratinocyte HaCaT cells was evaluated using the MTT assay. Antioxidant activity was determined by 2,2-diphenyl-1-picrylhydrazyl-free radical scavenging ability. EE–PVA-loaded 734THIF nanoparticles showed good drug loading and encapsulation efficiencies and were characterized by improved physicochemical properties, including reduction in particle size, amorphous transformation, and intermolecular hydrogen-bond formation. This is associated with increased water solubility and enhanced in vitro skin penetration, with no cytotoxicity toward HaCaT cells. In addition, 734THIF nanoparticles retained their antioxidant activity.
    CONCLUSIONS:
    In conclusion, 734THIF nanoparticles are characterized by improved physicochemical properties, increased water solubility, and enhanced skin penetration, and these may have potential use in the future as a topical delivery formulation for the treatment of skin diseases.
    Food Chemistry, 2012, 134(1):282-287.
    Isoflavone C-glycosides isolated from the root of kudzu (Pueraria lobata) and their estrogenic activities.[Reference: WebLink]

    METHODS AND RESULTS:
    The chemical structures of six isoflavones (1–6) isolated from the kudzu root (Pueraria lobata) were elucidated on the basis of the NMR and MS analyses to be four isoflavone C-glycosides as 6″-O-α-d-glucopyranosylpuerarin (1), puerarin (2), 3′-methoxypuerarin (3), 6″-O-α-d-apiofranosylpuerarin (4), and two aglycons as biochanin A (5) and formononetin (6), respectively. The estrogenic activities of isolated compounds and related isoflavones were evaluated using a yeast two-hybrid assay. Genistein exhibited the highest activity among the evaluated compounds at 10−6 M followed by daidzein (10−5 M), baiochanin A (5) (10−5 M), daidzin (10−5 M), 3',4',7-Trihydroxyisoflavone(10−3 M), and formononetin (6) (10−2 M). The isoflavone C-glycosides (1–4) and 4′,7-dimethoxyisoflavone showed no activities.
    CONCLUSIONS:
    In these results, it was found that the addition of 8-C-glucose or 3′-hydroxyl group to daidzein skeleton, or the substitution of hydroxyl functions to methoxyl groups, decreased the estrogenic activity of daidzein, on the other hand, the addition of 7-O-glucose moiety had no influence on the activity.
    Biological & Pharmaceutical Bulletin, 1999, 22(7):667-673.
    Biochemical Characterization of 60S Acidic Ribosomal P Proteins Associated with CK-II from Bamboo Shoots and Potent Inhibitors of Their Phosphorylation in Vitro.[Reference: WebLink]

    METHODS AND RESULTS:
    Three effective phosphate acceptors (35, 15 and 13 kDa polypeptides) for casein kinase II (CK-II) in the Superdex CK-II fraction prepared from a 0.5 M NaCl extract of bamboo shoots were selectively purified by glycyrrhizin (GL)-affinity column chromatography (HPLC). These three proteins (p35, p15 and p13) were identified as 60S acidic ribosomal P proteins by determination of their partial N-terminal sequences. CK-II was associated with p35 since the GL-affinity fraction was coprecipitated with an anti-serum against Drosophila CK-IIbeta. Moreover, a derivative (oGA) of glycyrrhetinic acid (GA) and several polyphenol-containing anti-oxidative compounds [quercetin, epigallocatechin gallate (EGCG) and two isoflavones, i.e., 3',4',7-Trihydroxyisoflavone (3',4',7-THI) and 8-chloro-3',4',5,7-tetrahydroxyisoflavone (8C-3',4',5,7-THI)] inhibited the CK-II-mediated phosphorylation of 60S acidic ribosomal P proteins in vitro. Quercetin was found to be the most effective compound on CK-II activity since its ID50 was approx. 50 nM.
    CONCLUSIONS:
    These results suggest that (i) GL-affinity column chromatography is useful for the selective purification of 60S acidic ribosomal P proteins as a heterocomplex associated with CK-II from various cell sources; (ii) natural anti-oxidative compounds with polyphenols, but not GL and GA, act as potent CK-II suppressors; and (iii) CK-II mediates the regulation of the physiological functions of 60S acidic ribosomal P proteins in growing plant cells.
    The Journal of Biological Chemistry, 05 May 2010, 285(28):21458-21466.
    7,3',4'-Trihydroxyisoflavone inhibits epidermal growth factor-induced proliferation and transformation of JB6 P+ mouse epidermal cells by suppressing cyclin-dependent kinases and phosphatidylinositol 3-kinase.[Reference: WebLink]
    Numerous in vitro and in vivo studies have shown that isoflavones exhibit anti-proliferative activity against epidermal growth factor (EGF) receptor-positive malignancies of the breast, colon, skin, and prostate. 7,3',4'-Trihydroxyisoflavone (3',4',7-Trihydroxyisoflavone, 7,3',4'-THIF) is one of the metabolites of daidzein, a well known soy isoflavone, but its chemopreventive activity and the underlying molecular mechanisms are poorly understood.
    METHODS AND RESULTS:
    In this study, 7,3',4'-THIF prevented EGF-induced neoplastic transformation and proliferation of JB6 P mouse epidermal cells. It significantly blocked cell cycle progression of EGF-stimulated cells at the G(1) phase. As shown by Western blot, 7,3',4'-THIF suppressed the phosphorylation of retinoblastoma protein at Ser-795 and Ser-807/Ser-811, which are the specific sites of phosphorylation by cyclin-dependent kinase (CDK) 4. It also inhibited the expression of G(1) phase-regulatory proteins, including cyclin D1, CDK4, cyclin E, and CDK2. In addition to regulating the expression of cell cycle-regulatory proteins, 7,3',4'-THIF bound to CDK4 and CDK2 and strongly inhibited their kinase activities. It also bound to phosphatidylinositol 3-kinase (PI3K), strongly inhibiting its kinase activity and thereby suppressing the Akt/GSK-3beta/AP-1 pathway and subsequently attenuating the expression of cyclin D1.
    CONCLUSIONS:
    Collectively, these results suggest that CDKs and PI3K are the primary molecular targets of 7,3',4'-THIF in the suppression of EGF-induced cell proliferation. These insights into the biological actions of 7,3',4'-THIF provide a molecular basis for the possible development of new chemoprotective agents.
    The Journal of Antibiotics, 01 Sep 1989, 42(9):1344-1349.
    Isolation of isoflavonoids possessing antioxidant activity from the fermentation broth of Streptomyces sp.[Reference: WebLink]

    METHODS AND RESULTS:
    Three antioxidant isoflavonoids characterized as 4',7,8-trihydroxyisoflavone (1), 3',4',7-Trihydroxyisoflavone (2) and 8-chloro-3',4',5,7-tetrahydroxyisoflavone (3) were isolated from the cultured broth of Streptomyces sp. OH-1049. Among them, 3 is a novel isoflavonoid possessing a chlorine atom in the molecule.
    CONCLUSIONS:
    In in vitro studies, these antibiotics were found to possess antioxidant activity whereas showed almost no cytocidal activities against HeLa S3 cells.
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