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  • Alkaloids with Human δ-Opioid Receptor Binding Affinity from the Australian Rainforest Tree Peripentadenia mearsii

    Author(s)
    Katavic, Peter L
    Venables, Debra A
    Guymer, Gordon P
    Forster, Paul I
    Carroll, Anthony R
    Griffith University Author(s)
    Katavic, Peter
    Carroll, Anthony R.
    Venables, Debra A.
    Year published
    2007
    Metadata
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    Abstract
    Three new pyrrolidine alkaloids, peripentonine A - C (2-4), one known pyrrolidine alkaloid peripentadenine (1) and one novel indolizidine alkaloid mearsamine (5) were isolated from the leaves of Peripentadenia mearsii and their structures determined by 1D and 2D NMR spectroscopy. Peripentonine A (2) and B (3) were isolated as a 1:1 mixture of inseparable diastereomers. Mearsamine (5) contains a novel tricyclic ring system. Peripentadenine, peripentonine A/B and C showed receptor binding affinity for the human d-opioid receptor with IC50 values of 11.4, 69.2 , and 30.9 卬 respectively. Mearsamine did not bind to the d-opioid receptor.Three new pyrrolidine alkaloids, peripentonine A - C (2-4), one known pyrrolidine alkaloid peripentadenine (1) and one novel indolizidine alkaloid mearsamine (5) were isolated from the leaves of Peripentadenia mearsii and their structures determined by 1D and 2D NMR spectroscopy. Peripentonine A (2) and B (3) were isolated as a 1:1 mixture of inseparable diastereomers. Mearsamine (5) contains a novel tricyclic ring system. Peripentadenine, peripentonine A/B and C showed receptor binding affinity for the human d-opioid receptor with IC50 values of 11.4, 69.2 , and 30.9 卬 respectively. Mearsamine did not bind to the d-opioid receptor.
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    Journal Title
    Journal of Natural Products
    Volume
    70
    Issue
    12
    Publisher URI
    http://pubs.acs.org/journals/jnprdf/index.html
    DOI
    https://doi.org/10.1021/np070516x
    Copyright Statement
    © 2007 American Chemical Society. Self-archiving of the author-manuscript version is not yet supported by this publisher. The contents of this journal can be freely accessed online via the ACS web page 12 months after publication. Use hypertext link above to access the ACS website.
    Subject
    Chemical sciences
    Biological sciences
    Biomedical and clinical sciences
    Publication URI
    http://hdl.handle.net/10072/17892
    Collection
    • Journal articles

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