Please use this identifier to cite or link to this item:
Scopus Web of Science® Altmetric
Type: Journal article
Title: Novel endoperoxide antimalarials: Synthesis, heme binding, and antimalarial activity
Author: Taylor, D.
Avery, T.
Greatrex, B.
Tiekink, E.
Macreadie, I.
Macreadie, P.
Humphries, A.
Kalkanidis, M.
Fox, E.
Klonis, N.
Tilley, L.
Citation: Journal of Medicinal Chemistry, 2004; 47(7):1833-1839
Publisher: Amer Chemical Soc
Issue Date: 2004
ISSN: 0022-2623
Statement of
Dennis K. Taylor, Thomas D. Avery, Ben W. Greatrex, Edward R. T. Tiekink, Ian G. Macreadie, Peter I. Macreadie, Adam D. Humphries, Martha Kalkanidis, Emma N. Fox, Nectarios Klonis and Leann Tilley
Abstract: We report the synthesis of a series of novel epoxy endoperoxide compounds that can be prepared in high yields in one to three steps from simple starting materials. Some of these compounds inhibit the growth of Plasmodium falciparum in vitro. Structure-activity studies indicate that an endoperoxide ring bisubstituted with saturated cyclic moieties is the pharmacophore. To study the molecular basis of the action of these novel antimalarial compounds, we examined their ability to interact with oxidized and reduced forms of heme. Some of the compounds interact with oxidized heme in a fashion similar to chloroquine and other 4-aminoquinolines, while some of the compounds interact with reduced heme. However, the level of antimalarial potency is not well correlated with these activities, suggesting that some of the endoperoxides may exert their antimalarial activities by a novel mechanism of action.
Keywords: Erythrocytes
Plasmodium falciparum
Crystallography, X-Ray
Structure-Activity Relationship
In Vitro Techniques
Description: Copyright © 2004 American Chemical Society
DOI: 10.1021/jm0305319
Published version:
Appears in Collections:Aurora harvest 6
Chemistry publications

Files in This Item:
There are no files associated with this item.

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.