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    Ursolic acid

    • Last Update: 2022-06-10
    • Source: Internet
    • Author: User
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    Ursolic acid

    Ursolic Acid

    [Synonyms] ursolic acid , ursolic acid

    【Structural formula】

    [Molecular formula and molecular weight] C 30 H 48 O 3 ; 456.
    70

    [Source] The whole plant of Rabdosia amethystoiles (Benth) Hare
    .

    【Properties】White powder
    .

    This product is soluble in methanol and ethanol , slightly soluble in acetone , slightly soluble in benzene, chloroform , ether , and almost insoluble in water and petroleum ether
    .

    Melting point: 279~283℃

    Optical rotation: [α]D 20 +65.
    3°(C0.
    45, methanol )

    【Purity Check】

    TLC

    1.
    Thin layer plate silica gel G

    Developing agent toluene- ethyl acetate -formic acid (20:4:0.
    5)

    Check 10% sulfuric acid ethanol solution, bake at 105℃ until the spots are clear, check under sunlight and ultraviolet light (365nm)

    2.
    Thin layer plate silica gel G

    Developing agent cyclohexane-chloroform- ethyl acetate (20:5:8)

    Check 10% sulfuric acid ethanol solution, bake at 105°C until the spots are clear, check high performance liquid chromatography under sunlight and ultraviolet light (365nm)

    Chromatographic column PlatinumC 18 , 5um (4.
    6mm×250mm)

    Mobile phase acetonitrile-water- phosphoric acid (60:40:0.
    15), 1ml/min

    Detection wavelength 210nm

    Differential calorimetry

    Start temperature 50℃, end temperature 300℃, heating rate 5℃/min

    【Structural identification】206
    .

    3540(-OH), 1720(C=O)
    .

    EI-MS m/z: 456[M] + , 248 (100%), 207, 203, 189, 133
    .

    1 H-NMR (C 5 D 5 N) δ: 0.
    90 , 1.
    01, 1.
    02, 1.
    23 , 1.
    24 (3H each, 5×CH 3 ), 0.
    96, 1.
    00 (3H each, d, 2×CH 3 ), 5.
    49 (1H , T, J=3.
    5Hz, H-12)
    .

    13 C-NMR (C 5 D 5 N) δ: 39.
    2(C-1), 28.
    2(C-2), 78.
    3(C-3), 39.
    4(C-4), 56.
    0(C-5), 18.
    9( C-6), 33.
    7(C-7), 39.
    6(C-8), 48.
    2(C-9), 37.
    5(C-10), 17.
    5(C-11), 125.
    7(C-12), 139.
    4(C -13), 42.
    8(C-14), 28.
    8(C-15), 25.
    0(C-16), 48.
    2(C-17), 53.
    7(C-18), 40.
    1(C-19), 39.
    5(C- 20), 31.
    2(C-21), 37.
    4(C-22), 28.
    9(C-23), 15.
    7(C-24), 16.
    5(C-25), 17.
    5(C-26), 23.
    7(C-27) ), 179.
    8(C-28), 24.
    0(C-29), 21.
    4(C-30)
    .

    【Storage】Dry and airtight
    .

    Related Links: Qin Pi B Su

     

     

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