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

Article


Choomuenwai, Vanida, Schwartz, Brett D., Beattie, Karren D., Andrews, Katherine T., Khokhar, Shahan and Davis, Rohan A.. 2013. "The discovery, synthesis and antimalarial evaluation of natural product ​based polyamine alkaloids." Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry. 54 (38), pp. 5188-5191. https://doi.org/10.1016/j.tetlet.2013.07.058
Article Title

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

ERA Journal ID1602
Article CategoryArticle
AuthorsChoomuenwai, Vanida (Author), Schwartz, Brett D. (Author), Beattie, Karren D. (Author), Andrews, Katherine T. (Author), Khokhar, Shahan (Author) and Davis, Rohan A. (Author)
Journal TitleTetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry
Journal Citation54 (38), pp. 5188-5191
Number of Pages4
Year2013
Place of PublicationKidlington, OX. United Kingdom
ISSN0040-4039
1873-3581
Digital Object Identifier (DOI)https://doi.org/10.1016/j.tetlet.2013.07.058
Abstract

Bioassay-​guided fractionation of an antimalarial ext. derived from the fungus Ramaria subaurantiaca afforded the known polyamine alkaloid, pistillarin. Nine pistillarin analogs were synthesized via EDC-​mediated chem. and these compds. 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 det. parasite-​specific activity. Spermatinamine (IC50 0.23 μM) and pistillarin (IC50 1.9 μM) were the two most potent antimalarials identified during these studies.

Keywordsdiscovery; polyamine synthesis; antimalarial activity; polyamine alkaloids
ANZSRC Field of Research 2020321405. Pharmaceutical sciences
340399. Macromolecular and materials chemistry not elsewhere classified
340401. Biologically active molecules
340502. Natural products and bioactive compounds
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Byline AffiliationsGriffith University
Queensland Institute of Medical Research, Australia
Institution of OriginUniversity of Southern Queensland
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