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    Alpha-Santonin
    Alpha-Santonin
    Information
    CAS No. 481-06-1 Price $30 / 20mg
    Catalog No.CFN90946Purity>=98%
    Molecular Weight246.30Type of CompoundSesquiterpenoids
    FormulaC15H18O3Physical DescriptionPowder
    Download     COA    MSDSSimilar structuralComparison (Web)
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    Biological Activity
    Description: Alpha-Santonin is a well known anthelminthic agent, it also has immunosuppressant, cytotoxic, and anti-parasitic activities.
    Targets: Immunology & Inflammation related
    In vitro:
    Eur J Med Chem. 2013 Feb;60:365-75.
    Diminutive effect on T and B-cell proliferation of non-cytotoxic α-santonin derived 1,2,3-triazoles: a report.[Pubmed: 23314050 ]

    METHODS AND RESULTS:
    Alpha-Santonin derived new series of 1,2,3-triazoles synthesized through Azide-Alkyne Huisgen 1,3-dipolar cycloaddition reaction between substituted aryl azide and a propargylated α-desmotrosantonin were bio-evaluated for their diminutive effect on ConA induced T-cell and LPS induced B-cell proliferation. Interestingly, most of the synthesized compounds showed better immunosuppressant activity than Alpha-Santonin. Triazole derivatives 9, 10, 17, 18, 29, and 30 displayed significant diminutive effect on cell proliferation. Compounds 12 and 13 were found selective against ConA T-cell proliferation exhibiting >90% inhibition at 1 × 10(-6) M concentration.
    CONCLUSIONS:
    The present study resulted in identification of several triazole derivatives as effective immunosuppressive agents.
    Alpha-Santonin Description
    Source: The herbs of Artemisia absynthium L.
    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

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 4.0601 mL 20.3004 mL 40.6009 mL 81.2018 mL 101.5022 mL
    5 mM 0.812 mL 4.0601 mL 8.1202 mL 16.2404 mL 20.3004 mL
    10 mM 0.406 mL 2.03 mL 4.0601 mL 8.1202 mL 10.1502 mL
    50 mM 0.0812 mL 0.406 mL 0.812 mL 1.624 mL 2.03 mL
    100 mM 0.0406 mL 0.203 mL 0.406 mL 0.812 mL 1.015 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:
    Acta Crystallogr Sect E Struct Rep Online. 2012 Jul 1;68(Pt 7):o2112.
    3,5a,9-Trimethyl-8-(2-phenylhydrazin-1-ylidene)-4,5,5a,9b-tetrahydro-3aH,8H-naphtho[1,2-b]furan-2(3H)-one.[Pubmed: 22798789 ]
    The title compound, C(21)H(24)N(2)O(2), is a phenyl hydrazine derivative of the well known anthelminthic agent Alpha-Santonin, which is composed of three fused rings (benzodieneone, cyclo-hexane and γ-lactone). The cyclo-hexa-dienone ring adopts a boat conformation, the cyclo-hexane ring is in a chair conformation and the trans-fused γ-lactone ring adopts a C-envelope conformation. In the crystal, mol-ecules are linked by N-H⋯O and C-H⋯O hydrogen bonds, forming chains along the a axis.
    Z Naturforsch C. 2000 Sep-Oct;55(9-10):713-7.
    Biotransformation of two cytotoxic terpenes, alpha-santonin and sclareol by Botrytis cinerea.[Pubmed: 11098821]
    Two cytotoxic terpenes, Alpha-Santonin (1) and sclareol (3) were biotransformed by a plant pathogenic fungus Botrytis cinerea to produce oxidized metabolites in high yields.
    METHODS AND RESULTS:
    Alpha-Santonin (1) on fermentation with the fungus for ten days afforded a hydroxylated metabolite identified as 11beta-hydroxy-Alpha-Santonin (2) in a high yield (83%), while sclareol (3) was metabolized to epoxysclareol (4) (64%) and a new compound 8-deoxy-14,15-dihydro-15-chloro-14-hydroxy-8,9-dehydrosclareol (5) (7%), representing a rare example of microbial halogenation.
    J Chromatogr. 1992 Feb 28;593(1-2):209-15.
    Use of high-performance liquid chromatographic peak deconvolution and peak labelling to identify antiparasitic components in plant extracts.[Pubmed: 1639905]
    Artemisia absynthium L. is a commonly used medicinal plant for parasitic diseases all over the world.
    METHODS AND RESULTS:
    By means of high-performance liquid chromatography with diode-array detection and the PU6100 solvent optimization system, two sesquiterpene lactones, Alpha-Santonin and ketopelenolid-A, were tentatively identified in methanolic extracts of this plant. Alpha-Santonin is a well known antiparasitic compound and could be one of the active principles of this plant species.
    CONCLUSIONS:
    Reconstructed spectra are potentially useful in scanning a complex chromatogram for pharmacologically active compounds.