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    2,3-Bis(3,4-dimethoxybenzyl)butyrolactone
    2,3-Bis(3,4-dimethoxybenzyl)butyrolactone
    Information
    CAS No. 25488-59-9 Price
    Catalog No.CFN98281Purity>=98%
    Molecular Weight386.4 Type of CompoundLignans
    FormulaC22H26O6Physical DescriptionPowder
    Download Manual    COA    MSDSSimilar structuralComparison (Web)
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    Biological Activity
    Description: trans-2,3-Bis(3,4-dimethoxybenzyl)-gamma-butyrolactone is capable of inhibiting Na+,K+-ATPase activity with IC50 at a concentration less than 5 x 10(-4) M, it also shows [3H]ouabain displacement activity with IC50 at a concentration of 10(-4)-10(-3) M.
    Targets: Sodium Channel | ATPase | Potassium Channel
    In vivo:
    Res Commun Chem Pathol Pharmacol. 1989 May;64(2):227-40.
    Endogenous digoxin-like activity of mammalian-lignans and their derivatives.[Pubmed: 2544967]
    A comparative study was made on the endogenous digoxin-like activity of sixteen mammalian-type lignan derivatives including enterolactone and enterodiol.
    METHODS AND RESULTS:
    Cross-reactivity to antidigoxin antibody, inhibition of dog kidney Na+,K+-ATPase, and ouabain displacing activity against [3H]ouabain binding to human erythrocytes on the part of these derivatives were examined and compared in all cases with that of ouabain. meso-2,3-Dibenzylbutane-1,4-diol (meso-HA-1) was found to possess the most potent cross-reactivity to antidigoxin antibody. Several lignans, particularly HA-1 (either meso or dl), dl-2,3-bis(3-methoxybenzyl)butane-1,4-diol(HA-4), dl-2,3-bis(3,4-dimethoxybenzyl)butane-1,4-diol(HA-10), dl-2,3-bis(3,4-dimethoxybenzyl)-1,4-dimethoxybutane(HA-11), and trans-2,3-bis(3,4-dimethoxybenzyl)-gamma-butyrolactone(HA-14) were capable of inhibiting Na+,K+-ATPase activity with IC50 at a concentration less than 5 x 10(-4) M. Meso-HA-1, HA-11 and HA-14 also showed [3H]ouabain displacement activity with IC50 at a concentration of 10(-4)-10(-3) M. These determinations of activity were made at doses 100-1000 times those of ouabain.
    CONCLUSIONS:
    The synthetic lignans are considered to derive in vivo from plant material usually present in fibrous food. Based on the data obtained, some lignans may possibly be endogenous digitalis-like substances.
    2,3-Bis(3,4-dimethoxybenzyl)butyrolactone Description
    Source: The barks of Pseudolarix kaempferi
    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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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 2.588 mL 12.94 mL 25.8799 mL 51.7598 mL 64.6998 mL
    5 mM 0.5176 mL 2.588 mL 5.176 mL 10.352 mL 12.94 mL
    10 mM 0.2588 mL 1.294 mL 2.588 mL 5.176 mL 6.47 mL
    50 mM 0.0518 mL 0.2588 mL 0.5176 mL 1.0352 mL 1.294 mL
    100 mM 0.0259 mL 0.1294 mL 0.2588 mL 0.5176 mL 0.647 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
    Structure Identification:
    Tetrahedron: Asymmetry.1998 August;9(16):2827–2831.
    A chemoenzymatic synthesis of both enantiomers of a cis-lignan lactone.[Reference: WebLink]

    METHODS AND RESULTS:
    The stereoselective acetylation of meso-2,3-bis(3,4-dimethoxybenzyl)butanediol by vinyl acetate in the presence of Candida antarctica lipase in benzene gave the corresponding (+)-(2S,3R) monoester (ee ≥98%). Transesterification of meso-2,3-bis(3,4-dimethoxybenzyl)butyl diacetate, in the presence of the same enzyme, by ethanol in benzene/isopropyl ether gave the corresponding (−)-(2R,3S) monoester (ee ≥98%).
    CONCLUSIONS:
    Both enantiomers of the known cis-2,3-Bis(3,4-dimethoxybenzyl)butyrolactone were synthesized from these monoesters.