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  • Title: Synthesis and antiplasmodial evaluation of novel (4-aminobutyloxy)quinolines.
    Author: Vandekerckhove S, Müller C, Vogt D, Lategan C, Smith PJ, Chibale K, De Kimpe N, D'hooghe M.
    Journal: Bioorg Med Chem Lett; 2013 Jan 01; 23(1):318-22. PubMed ID: 23195733.
    Abstract:
    A variety of 5-, 6- and 8-(4-aminobutyloxy)quinolines as novel oxygen analogues of known 4- and 8-(4-aminobutylamino)quinoline antimalarial drugs was generated from hydroxyquinolines through a three-step approach with a rhodium-catalyzed hydroformylation as the key step. Antiplasmodial assays of these new quinolines revealed micromolar potency for all representatives against a chloroquine-sensitive strain of Plasmodium falciparum, and three compounds showed submicromolar activity against a chloroquine-resistant strain of P. falciparum with IC(50)-values ranging between 150 and 680 nM.
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