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

Choomuenwai, Vanida and Schwartz, Brett D. and Beattie, Karren D. and Andrews, Katherine T. and Khokhar, Shahan and Davis, Rohan A. (2013) The discovery, synthesis and antimalarial evaluation of natural product ​based polyamine alkaloids. Tetrahedron Letters, 54 (38). pp. 5188-5191. ISSN 0040-4039

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.


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Item Type: Article (Commonwealth Reporting Category C)
Refereed: Yes
Item Status: Live Archive
Additional Information: © 2013 Elsevier Ltd. Permanent restricted access to published version due to publisher copyright policy.
Faculty / Department / School: Current - Faculty of Health, Engineering and Sciences - School of Agricultural, Computational and Environmental Sciences
Date Deposited: 10 Aug 2014 00:45
Last Modified: 06 Mar 2017 05:46
Uncontrolled Keywords: discovery; polyamine synthesis; antimalarial activity; polyamine alkaloids
Fields of Research : 11 Medical and Health Sciences > 1115 Pharmacology and Pharmaceutical Sciences > 111504 Pharmaceutical Sciences
03 Chemical Sciences > 0306 Physical Chemistry (incl. Structural) > 030606 Structural Chemistry and Spectroscopy
03 Chemical Sciences > 0304 Medicinal and Biomolecular Chemistry > 030401 Biologically Active Molecules
03 Chemical Sciences > 0305 Organic Chemistry > 030502 Natural Products Chemistry
Socio-Economic Objective: E Expanding Knowledge > 97 Expanding Knowledge > 970103 Expanding Knowledge in the Chemical Sciences
C Society > 92 Health > 9201 Clinical Health (Organs, Diseases and Abnormal Conditions) > 920109 Infectious Diseases
Identification Number or DOI: 10.1016/j.tetlet.2013.07.058
URI: http://eprints.usq.edu.au/id/eprint/25714

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