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  • (+)-7-Bromotrypargine: an antimalarial β-carboline from the Australian marine sponge Ancorina sp.

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    Davis144225-Accepted.pdf (308.6Kb)
    File version
    Accepted Manuscript (AM)
    Author(s)
    Davis, Rohan A
    Duffy, Sandra
    Avery, Vicky M
    Camp, David
    Hooper, John NA
    Quinn, Ronald J
    Griffith University Author(s)
    Quinn, Ronald J.
    Camp, David B.
    Davis, Rohan A.
    Duffy, Sandra
    Avery, Vicky M.
    Hooper, John N.
    Year published
    2010
    Metadata
    Show full item record
    Abstract
    Mass-directed isolation of the CH2Cl2/MeOH extract from the Australian marine sponge Ancorina sp. resulted in the purification of a new antimalarial β-carboline, (+)-7-bromotrypargine 1, along with the previously isolated natural product, 6-bromotryptamine 2. The structure of 1 is determined by extensive 1D/2D NMR and MS data analyses. Comparison of the chiro-optical data for 1 with literature values of related natural products is used to determine the absolute stereochemistry of (+)-7-bromotrypargine as 1R. Antimalarial activity data for 1 and 2 against a chloroquine-resistant (Dd2) and chloroquine-sensitive (3D7) Plasmodium ...
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    Mass-directed isolation of the CH2Cl2/MeOH extract from the Australian marine sponge Ancorina sp. resulted in the purification of a new antimalarial β-carboline, (+)-7-bromotrypargine 1, along with the previously isolated natural product, 6-bromotryptamine 2. The structure of 1 is determined by extensive 1D/2D NMR and MS data analyses. Comparison of the chiro-optical data for 1 with literature values of related natural products is used to determine the absolute stereochemistry of (+)-7-bromotrypargine as 1R. Antimalarial activity data for 1 and 2 against a chloroquine-resistant (Dd2) and chloroquine-sensitive (3D7) Plasmodium falciparum strain are also provided.
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    Journal Title
    Tetrahedron Letters
    Volume
    51
    Issue
    4
    DOI
    https://doi.org/10.1016/j.tetlet.2009.11.055
    Copyright Statement
    © 2010 Elsevier. Licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International Licence (http://creativecommons.org/licenses/by-nc-nd/4.0/) which permits unrestricted, non-commercial use, distribution and reproduction in any medium, providing that the work is properly cited.
    Subject
    Medicinal and biomolecular chemistry
    Biologically active molecules
    Organic chemistry
    Publication URI
    http://hdl.handle.net/10072/35929
    Collection
    • Journal articles

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