The discovery, synthesis and antimalarial evaluation of natural product-based polyamine alkaloids

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Choomuenwai, Vanida
Schwartz, Brett D
Beattie, Karren D
Andrews, Katherine T
Khokhar, Shahan
Davis, Rohan A
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2013
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Abstract

Bioassay-guided fractionation of an antimalarial extract derived from the fungus Ramaria subaurantiaca afforded the known polyamine alkaloid, pistillarin. Nine pistillarin analogues were synthesised via EDC-mediated chemistry and these compounds along with the previously reported natural product polyamines, ianthelliformisamines A-C and spermatinamine, were evaluated against Plasmodium falciparum (3D7) parasites and a normal human cell line to determine parasite-specific activity. Spermatinamine (IC50 0.23 卩 and pistillarin (IC50 1.9 卩 were the two most potent antimalarials identified during these studies.

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Tetrahedron Letters

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54

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© 2013 Elsevier. This is the author-manuscript version of this paper. Reproduced in accordance with the copyright policy of the publisher. Please refer to the journal's website for access to the definitive, published version.

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Medicinal and biomolecular chemistry

Biologically active molecules

Organic chemistry

Medical parasitology

Biochemistry and cell biology

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