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Erythravine
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    Erythravine

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    Erythravine
    Erythravine.svg
    Names
    IUPAC name
    15,16-Dimethoxy-1,2,6,7-tetradehydroerythrinan-3β-ol
    Systematic IUPAC name
    (9bS,11R)-7,8-Dimethoxy-4,5,10,11-tetrahydro-2H-indolo[7a,1-a]isoquinolin-11-ol
    Identifiers
    3D model (JSmol)
    ChemSpider
    PubChem CID
    UNII
    • InChI=1S/C18H21NO3/c1-21-16-9-12-5-7-19-8-6-13-3-4-14(20)11-18(13,19)15(12)10-17(16)22-2/h3-4,6,9-10,14,20H,5,7-8,11H2,1-2H3/t14-,18-/m0/s1 ☒N
      Key: JEBFJSHKHYDVNP-KSSFIOAISA-N ☒N
    • COC1=C(C=C2C(=C1)CCN3[C@]24C[C@H](C=CC4=CC3)O)OC
    Properties
    C18H21NO3
    Molar mass 299.370 g·mol−1
    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
    ☒N verify (what is checkY☒N ?)

    Erythravine is a tetrahydroisoquinoline alkaloid found in the plant Erythrina mulungu and other species of the genus Erythrina.

    Biological activity

    Some laboratory research has investigated the biological activity of erythravine, but the relevance to effects in humans is unknown.

    Nicotinic acetylcholine receptor

    It has been shown to be a potent nicotinic receptor antagonist in animal models with an IC50 of 6µM at the α7 site and 13 nM for the α4β2 receptor.

    Anxiolytic

    It appears to have anxiolytic effects in animal models of anxiety. Further studies suggest that the anxiolytic effects are only reproducible with the whole extract of Erythrina Mulungu but not with the pure alkaloids.

    Anticonvulsant

    Erythravine inhibited seizures evoked by bicuculline, pentylenetetrazole, and kainic acid as well as increasing the latency of seizures induced by NMDA. Treatment with erythravine prevented death in all the animals tested with the four convulsants except a few of those treated with kainic acid.

    See also


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