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

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Davis, Rohan A
Duffy, Sandra
Avery, Vicky M
Camp, David
Hooper, John NA
Quinn, Ronald J
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2010
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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 falciparum strain are also provided.

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Tetrahedron Letters
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© 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.
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Medicinal and biomolecular chemistry
Biologically active molecules
Organic chemistry
Biochemistry and cell biology
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