Endoperoxides as potential antimalarial agents
- 1 August 1987
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 30 (8) , 1505-1509
- https://doi.org/10.1021/jm00391a039
Abstract
A number of mono- and biocyclic endoperoxides were prepared and tested for antimalarial activity in search of a simplified analogue of the 5-oxygen-substituted 1,2,4-trioxane ring structure of the naturally occurring antimalarial quinghaosu. The compounds were assayed in an in vitro system for antimalarial activity against chloroquine-susceptible and chloroquine-resistant strains of Plasmodium falciparum. The most active compound in this assay was 2-[((butyloxy)-carbonyl)oxy]-1,1,10-trimethyl-6,9-epidioxy-.DELTA.7-octalin (17a), which showed an IC50 of 100 and 57 ng/mL, respectively. For comparison, qinghaosu exhibits a mean IC50 <3.4 ng/mL.This publication has 3 references indexed in Scilit:
- Thermal rearrangement and decomposition products of artemisinin (qinghaosu)The Journal of Organic Chemistry, 1985
- Chemical transformations of qinghaosu, a peroxidic antimalarialTetrahedron, 1983
- 2,4,7-Triamino-6-ortho-substituted Arylpteridines. A New Series of Potent Antimalarial AgentsJournal of Medicinal Chemistry, 1967