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    Tamarixetin
    Information
    CAS No. 603-61-2 Price
    Catalog No.CFN97027Purity>=98%
    Molecular Weight316.3 Type of CompoundFlavonoids
    FormulaC16H12O7Physical DescriptionYellow powder
    Download Manual    COA    MSDSSimilar structuralComparison (Web)
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    Biological Activity
    Description: Tamarixetin has vasodilator effects in rat isolated vessels. Tamarixetin has cytotoxic against leukemia cells and in particular P-glycoprotein- overexpressing K562/ADR cells, it inhibits proliferation in a concentration- and time-dependent manner, induces apoptosis and blocked cell cycle progression at G2 -M phase.
    Targets: CDK | p21 | Caspase | P-gp
    In vivo:
    J Agric Food Chem. 2012 Sep 12;60(36):9292-7.
    Competition between ascorbate and glutathione for the oxidized form of methylated quercetin metabolites and analogues: tamarixetin, 4'O-methylquercetin, has the lowest thiol reactivity.[Pubmed: 22860763]
    Quercetin (Q) is a bioactive compound with excellent antioxidant activity. However, the thiol reactivity of its oxidation product (oxQ) forms a disadvantage. The aim of the present study was to decrease this thiol toxicity.
    METHODS AND RESULTS:
    We found that methylated Q metabolites displayed lower thiol reactivity than Q. The most effective was Tamarixetin, 4'O-methylquercetin (4'MQ), that has a corresponding oxidation product (ox4'MQ) with thiol reactivity 350 times lower than oxQ. The endogenous metabolism of Q to 4'MQ might be a physiological way to safely benefit from the antioxidant potential of Q in vivo.
    CONCLUSIONS:
    Our results were explained with Pearson's HSAB concept and corroborated by quantum molecular calculations that revealed a strong correlation between the relative thiol reactivity and the lowest unoccupied molecular orbital (LUMO). The polarity of the molecule and the π-π interaction between the AC- and the B-ring appeared to determine the LUMO and the thiol reactivity of the oxidation product.
    Brit. J. Pharmacol., 2000, 131: U11-U11.
    Vasodilator effects of quercetin and its metabolites, isorhamnetin and tamarixetin, in rat isolated vessels.[Reference: WebLink]

    METHODS AND RESULTS:
    Vasodilator effects of quercetin and its metabolites, isorhamnetin and Tamarixetin, in rat isolated vessels.
    Tamarixetin Description
    Source: The herbs of Heracleum stenopterum.
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Storage: 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

    After receiving: 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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    Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 3.1616 mL 15.8078 mL 31.6156 mL 63.2311 mL 79.0389 mL
    5 mM 0.6323 mL 3.1616 mL 6.3231 mL 12.6462 mL 15.8078 mL
    10 mM 0.3162 mL 1.5808 mL 3.1616 mL 6.3231 mL 7.9039 mL
    50 mM 0.0632 mL 0.3162 mL 0.6323 mL 1.2646 mL 1.5808 mL
    100 mM 0.0316 mL 0.1581 mL 0.3162 mL 0.6323 mL 0.7904 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    Protocol
    Cell Research:
    Mol Carcinog. 2014 Dec;53(12):939-50.
    Induction of G2/M phase arrest and apoptosis by the flavonoid tamarixetin on human leukemia cells.[Pubmed: 23765509]
    Flavonoids are naturally occurring polyphenolic compounds which display a vast array of biological activities.
    METHODS AND RESULTS:
    In this study, we investigated the effects of Tamarixetin on viability of human tumor cell lines and found that it was cytotoxic against leukemia cells and in particular P-glycoprotein-overexpressing K562/ADR cells. This compound inhibited proliferation in a concentration- and time-dependent manner, induced apoptosis and blocked cell cycle progression at G2 -M phase. This was associated with the accumulation of cyclin B1, Bub1 and p21(Cip1/Waf-1), changes in the phosphorylation status of cyclin B1, Cdk1, Cdc25C and MPM-2, and inhibition of tubulin polymerization. Moreover, cell death was found to be associated with cytochrome c release and cleavage of caspases and of poly(ADP-ribose) polymerase, and completely abrogated by the free-radical scavenger N-acetyl-L-cysteine.
    CONCLUSIONS:
    The sensitivity of leukemic cells to Tamarixetin suggests that it should be considered for further preclinical and in vivo testing.
    Animal Research:
    Br J Pharmacol. 2006 Apr;147(7):765-71.
    Red wine alcohol promotes quercetin absorption and directs its metabolism towards isorhamnetin and tamarixetin in rat intestine in vitro.[Pubmed: 16444288]
    Moderate consumption of red wine has been associated with beneficial effects on human health, and this has been attributed to the flavonoid content. Factors that influence the bioavailability of this group of polyphenolic compounds are therefore important.
    METHODS AND RESULTS:
    Using the rat cannulated everted jejunal sac technique, we have investigated the effect of alcohol on the intestinal absorption of quercetin and its 3-O-glucoside from red wine. Tissue preparations were incubated in whole or dealcoholised red wine, diluted 1 : 1 with Krebs buffer for 20 min at 37 degrees C, after which the mucosa was removed and processed for HPLC analysis. Tissues exposed to red wine had significantly higher amounts of both quercetin (x 3; P < 0.001) and quercetin-3-O-glucoside (x 1.5; P < 0.01) associated with them, compared with sacs incubated in the dealcoholised equivalent.In addition, both Tamarixetin (T) and isorhamnetin (I), in the mucosal tissue from sacs exposed to the whole wine, were significantly elevated approximately two fold (P < 0.05; P < 0.01, respectively). Similar results were obtained when sacs were incubated in Krebs buffer containing a mixture of pure quercetin and quercetin-3-O-glucoside with or without alcohol, and, although effects on the apparent absorption of Q and Q-3-G were not so marked, concentrations of the metabolites quercetin-3-O-glucuronide and I were significantly increased by the presence of alcohol (P < 0.01 and P < 0.001, respectively).
    CONCLUSIONS:
    It is therefore plausible that the moderate alcohol content of red wine contributes to its beneficial health effects in humans by both increasing the absorption of quercetin and quercetin-3-O-glucoside and by channelling their metabolism towards O-methylation to yield compounds (Tamarixetin and I), which have potential protective effects against cancer and cardiovascular diseases.