Design and preparation of sterol mimetics as potential antiparasitics

Federica Gigante, Marcel Kaiser, Reto Brun, Ian H. Gilbert

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    7 Citations (Scopus)

    Abstract

    We have previously shown that azasterols have activity against Trypanosoma brucei, Trypanosoma cruzi and Leishmania species, which are the causative agents of various neglected tropical diseases. In this paper, we discuss the replacement of the sterol core of the azasterols with sterol mimics. Various mimics were designed, and the structures were minimised to see if they could adopt a similar conformation to that of the azasterols. From this, two series of mimics were synthesised and then evaluated against the parasites. Compounds showed moderate activity. (C) 2010 Elsevier Ltd. All rights reserved.

    Original languageEnglish
    Pages (from-to)7291-7301
    Number of pages11
    JournalBioorganic & Medicinal Chemistry
    Volume18
    Issue number20
    DOIs
    Publication statusPublished - 15 Oct 2010

    Keywords

    • Trypanosoma
    • Leishmania
    • Azasterol
    • HIGH-ENERGY INTERMEDIATE
    • ESTROGEN-RECEPTOR
    • TRYPANOSOMA-BRUCEI
    • AZASTEROLS
    • INHIBITION
    • ANALOGS
    • METHYLTRANSFERASE
    • BIOSYNTHESIS
    • DERIVATIVES
    • BINDING

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