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  • Myrtucommulones F-I, phloroglucinols with thyrotropin-releasing hormone receptor-2 binding affinity from the seeds of Corymbia scabrida

    Author(s)
    Carroll, Anthony R
    Lamb, Jasmine
    Moni, Roger
    Guymer, Gordon P
    Forster, Paul I
    Quinn, Ronald J
    Griffith University Author(s)
    Quinn, Ronald J.
    Moni, Roger W.
    Carroll, Anthony R.
    Lamb, Jasmine P.
    Year published
    2008
    Metadata
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    Abstract
    High-throughput screening of a plant and marine invertebrate extract library to find natural products with rat thyrotropinreleasing hormone (TRH) receptor-2 binding affinity led to the isolation of four new, myrtucommulones F-I (3-6), and two known, myrtucommulones A (1) and D (2), active acylphloroglucinols from the seeds of the Queensland tree Corymbia scabrida. Their structures were assigned from interpretation of 2D NMR and high-resolution ESIMS data. The relative configuration of the stereogenic centers for all six compounds was deduced from ROESY correlations. This is the first time that myrtucommulone A (1) has ...
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    High-throughput screening of a plant and marine invertebrate extract library to find natural products with rat thyrotropinreleasing hormone (TRH) receptor-2 binding affinity led to the isolation of four new, myrtucommulones F-I (3-6), and two known, myrtucommulones A (1) and D (2), active acylphloroglucinols from the seeds of the Queensland tree Corymbia scabrida. Their structures were assigned from interpretation of 2D NMR and high-resolution ESIMS data. The relative configuration of the stereogenic centers for all six compounds was deduced from ROESY correlations. This is the first time that myrtucommulone A (1) has been isolated as a single pure compound. The structure of myrtucommulone D (2) has been revised. Myrtucommulones A, D, and F-I showed rat TRH receptor-2 binding affinity with IC50 values of 39, 11, 16, 24, 31, and 16 卬 respectively.
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    Journal Title
    Journal of Natural Products
    Volume
    71
    Issue
    9
    Publisher URI
    http://pubs.acs.org/journal/jnprdf
    Copyright Statement
    © 2008 American Chemical Society. Self-archiving of the author-manuscript version is not yet supported by this publisher. Please refer to the journal link for access to the definitive, published version or contact the authors for more information.
    Subject
    Chemical sciences
    Biological sciences
    Biomedical and clinical sciences
    Publication URI
    http://hdl.handle.net/10072/23566
    Collection
    • Journal articles

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