Abstract
Diastereoselective autoxidation allowed preparation of new tricyclic endoperoxides. These compounds and their methylated analogs were evaluated against the in vitro growth of Plasmodium falciparum, the malaria-causing parasite, showing moderate activities. However, hybrid molecules composed of the tricyclic peroxide moiety and 7-chloro-4-aminoquinoline were synthesized and displayed a marked increase in antiplasmodial activity.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Aminoquinolines / chemistry*
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Antimalarials / chemical synthesis*
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Antimalarials / pharmacology
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Artemisinins / pharmacology
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Chloroquine / pharmacology
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Drug Design
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Erythrocytes / drug effects
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Erythrocytes / parasitology
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Erythrocytes / pathology
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Free Radicals / chemistry*
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Humans
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Hypoxanthine / metabolism
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Inhibitory Concentration 50
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Iron / chemistry*
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Oxidation-Reduction
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Peroxides / chemical synthesis*
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Peroxides / pharmacology
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Plasmodium falciparum / drug effects*
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Plasmodium falciparum / growth & development
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Tritium
Substances
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Aminoquinolines
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Antimalarials
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Artemisinins
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Free Radicals
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Peroxides
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Tritium
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7-chloro-4-aminoquinoline
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Hypoxanthine
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Chloroquine
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artemisinin
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Iron