Vismione H and structurally related anthranoid compounds of natural and synthetic origin as promising drugs against the human malaria parasite Plasmodium falciparum: structure-activity relationships

G François, T Steenackers, LA Assi, W Steglich, K Lamottke, J Holenz, G Bringmann

    Research output: Contribution to journalA1: Web of Science-article

    Abstract

    Natural and synthetic anthranoid compounds were subjected to an evaluation against asexual erythrocytic stages of the human malaria parasite Plasmodium falciparum in vitro. Stimulated by the good activities of Vismia guineensis extracts, a more detailed investigation of the active principles revealed the pre-nylated preanthraquinone vismione H (1) to be a potent antimalarial [50% growth-inhibitory concentration (IC50) 0.088 microg/ml]. On the basis of this finding a series of chemically related phlegmacins (2-5), flavomannins (6-8), and rufoolivacins (9-11) isolated from several species of Cortinarius, a genus of higher fungi, and 5 synthetic vismione-like anthranoids (12-16) were evaluated as well. Although these compounds displayed weaker antiplasmodial effects than did vismione H (1) itself, considerable levels of activity were obtained with phlegmacin B1 (2), flavomannin-6,6'-di-O-methyl ether A1 (6), trans-4-hydroxy-flavomannin-6,6'-di-O-methyl ether A (8), and rufoolivacin B (10). Initial preconditions for activity within the vismiones and related anthranoids were established.
    Original languageEnglish
    JournalParasitology Research
    Volume85
    Issue number7
    Pages (from-to)582-588
    ISSN0932-0113
    Publication statusPublished - 1999

    Keywords

    • B780-tropical-medicine
    • Protozoal diseases
    • Malaria
    • Plasmodium falciparum
    • Vectors
    • Mosquitoes
    • Anopheles
    • Drug development
    • Antimalarials
    • Concentration
    • Growth monitoring
    • In vitro
    • Vismia guianensis
    • Vismione H
    • Anthranoids
    • Laboratory techniques and procedures

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