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  • Grandisine A and B, Novel Indolizidine Alkaloids with Human δ-Opioid Receptor Binding Affinity from the Leaves of the Australian Rainforest Tree Elaeocarpus grandis

    Author(s)
    Carroll, AR
    Arumugan, G
    Quinn, RJ
    Redburn, J
    Guymer, G
    Grimshaw, P
    Griffith University Author(s)
    Quinn, Ronald J.
    Carroll, Anthony R.
    Year published
    2005
    Metadata
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    Abstract
    Two novel indolizidine alkaloids, grandisine A (1) and B (2), and the known alkaloid (-) isoelaecarpiline (3) were isolated from the leaves of Elaeocarpus grandis and their structures determined by 1D and 2D NMR spectroscopy. The compounds showed affinity for the human d-opioid receptor. Grandisine A contains a unique tetracyclic skeleton, whilegrandisine B possesses the unique combination of isoquinuclidinone and indolizidine groups in one molecule.Two novel indolizidine alkaloids, grandisine A (1) and B (2), and the known alkaloid (-) isoelaecarpiline (3) were isolated from the leaves of Elaeocarpus grandis and their structures determined by 1D and 2D NMR spectroscopy. The compounds showed affinity for the human d-opioid receptor. Grandisine A contains a unique tetracyclic skeleton, whilegrandisine B possesses the unique combination of isoquinuclidinone and indolizidine groups in one molecule.
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    Journal Title
    Journal of Organic Chemistry
    Volume
    70
    Issue
    5
    Publisher URI
    http://pubs.acs.org/journal/joceah
    DOI
    https://doi.org/10.1021/jo048525n
    Copyright Statement
    © 2005 American Chemical Society. Self-archiving of the author-manuscript version is not yet supported by this publisher. Please use the hypertext link above to access the journal's website or contact the author for more information.
    Subject
    Medicinal and biomolecular chemistry
    Organic chemistry
    Publication URI
    http://hdl.handle.net/10072/4180
    Collection
    • Journal articles

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