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    1,2,3,6-Tetragalloylglucose
    Information
    CAS No. 79886-50-3 Price
    Catalog No.CFN00447Purity>=98%
    Molecular Weight788.57Type of CompoundPhenols
    FormulaC34H28O22Physical DescriptionPowder
    Download Manual    COA    MSDSSimilar structuralComparison (Web)
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    Biological Activity
    Description: 1,2,3,6-Tetragalloylglucose has antioxidative activity, it also shows the most potent anticomplement activity (IC(50), 34 microM).
    Targets: LDL
    In vitro:
    Biosci Biotechnol Biochem. 2008 Aug;72(8):2158-63.
    Antioxidative activities of galloyl glucopyranosides from the stem-bark of Juglans mandshurica.[Pubmed: 18685223]

    METHODS AND RESULTS:
    Two phenolics, 1,2,6-trigalloylglucose (1) and 1,2,3,6-Tetragalloylglucose (2), isolated from the stem-bark of Juglans mandshurica were evaluated for their antioxidative activities. The results showed that compounds 1 and 1,2,3,6-Tetragalloylglucose exhibited strong scavenging activities against 1,1'-diphenyl-1-picrylhydrazyl (DPPH), 2,2'-azino-bis-(3-ethylbenzenthiazoline-6-sulphonic) acid (ABTS(*+)), and superoxide radicals (O(2)(*-)), and also had a significant inhibitory effect on lipid peroxidation and low-density lipoprotein (LDL) oxidation.
    CONCLUSIONS:
    The strong superoxide radical scavenging of 1 and 1,2,3,6-Tetragalloylglucose resulted from the potential competitive inhibition with xanthine at the active site of xanthine oxidase (OX). In addition, compounds 1 and 1,2,3,6-Tetragalloylglucose displayed significant lipoxygenase inhibitory activity, the mode of inhibition also being identified as competitive. In comparison, the antioxidative activities of compounds 1 and 1,2,3,6-Tetragalloylglucose, together with gallic acid, indicated that the number of galloyl moieties could play an important role in the antioxidative activity.
    Biol Pharm Bull. 2003 Jul;26(7):1042-4.
    Anti-complement activity of constituents from the stem-bark of Juglans mandshurica.[Pubmed: 12843637 ]

    METHODS AND RESULTS:
    Four known flavonoids and two galloyl glucoses isolated from the stem-bark of Juglans mandshurica (Juglandaceae), namely taxifolin (1), afzelin (2), quercitrin (3), myricitrin (4), 1,2,6-trigalloylglucose (5), and 1,2,3,6-Tetragalloylglucose (6), were evaluated for their anti-complement activity against complement system. Afzelin (2) and quercitrin (3) showed inhibitory activity against complement system with 50% inhibitory concentrations (IC(50)) values of 258 and 440 microM. 1,2,6-Trigalloylglucose (5) and 1,2,3,6-Tetragalloylglucose (6) exhibited anti-complement activity with IC(50) values of 136 and 34 microM. In terms of the evaluation of the structure-activity relationship of 3,5,7-trihydroxyflavone, compounds 2, 3, and 4 were hydrolyzed with naringinase to give kaempferol (2a), quercetin (3a), and myricetin (4a) as their aglycones, and these were also tested for their anti-complement activity. Of the three aglycones, kaempferol (2a) exhibited weak anti-complement activity with an IC(50) value of 730 microM, while quercetin (3a) and myricetin (4a) were inactive in this assay system.
    CONCLUSIONS:
    Among the compounds tested, 1,2,3,6-Tetragalloylglucose (6) showed the most potent anticomplement activity (IC(50), 34 microM).
    Hum Exp Toxicol. 2011 Sep;30(9):1415-9.
    Inhibition effects of the classical pathway complement of isolated compounds from Quercus glauca.[Pubmed: 21078772]
    Species of the Quercus species is an evergreen broadleaf tree found not only in Korea but also in China, Taiwan, and Japan. Quercus species is the most commonly occurring plant among the 50 native species of the family Fagaceae in Korea, China, and Taiwan. Quercus species have been used for diarrhea, dysentery, dermatitis, and hemorrhagia in Korean folk medicine. The present study evaluated the anticomplement effect of constituents from Quercus species (Fagaceae) in classical pathway complement system.
    METHODS AND RESULTS:
    We have evaluated leaves of five species of the Quercus genus with regard to its anticomplement activity and have identified its active principles following activity-guided isolation. Bioactivity-guided fractionation of the 80% methanol extracts of the stem barks of Quercus glauca Thunberg has led to the isolation of galloyl derivatives, displaying high anticomplement activity. Four galloyl derivatives isolated from the leaves of Q. glauca, namely 6'-O-galloyl salidroside (1), methyl gallate (2), 1,2,3,6-Tetragalloylglucose (3), and 1,2,6-trigalloylglucose (4). 1, 2, 3 and 4 showed inhibitory activity against complement system with 50% inhibitory concentrations (IC(50)) values of 224 μM, 362.4 μM, 32.3 μM, and 138.3 μM.
    CONCLUSIONS:
    Among the compounds tested, 3 showed the most potent anticomplement activity (IC(50), 32.3 μM). This is the first report of the isolation and anticomplement activity from Q. glauca.
    1,2,3,6-Tetragalloylglucose Description
    Source: The peels of Punica granatum L.
    Solvent: DMSO, Pyridine, Methanol, Ethanol, 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.

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    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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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 1.2681 mL 6.3406 mL 12.6812 mL 25.3624 mL 31.703 mL
    5 mM 0.2536 mL 1.2681 mL 2.5362 mL 5.0725 mL 6.3406 mL
    10 mM 0.1268 mL 0.6341 mL 1.2681 mL 2.5362 mL 3.1703 mL
    50 mM 0.0254 mL 0.1268 mL 0.2536 mL 0.5072 mL 0.6341 mL
    100 mM 0.0127 mL 0.0634 mL 0.1268 mL 0.2536 mL 0.317 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.