Investigation of acyclic uridine amide and 5'-amido nucleoside analogues as potential inhibitors of the Plasmodium falciparum dUTPase

Shahienaz E. Hampton, Alessandro Schipani, Cristina Bosch-Navarrete, Eliseo Recio, Marcel Kaiser, Pia Kahnberg, Dolores González-Pacanowska, Nils Gunnar Johansson, Ian H. Gilbert

    Research output: Contribution to journalArticlepeer-review

    4 Citations (Scopus)

    Abstract

    Previously we have shown that trityl and diphenyl deoxyuridine derivatives and their acyclic analogues can inhibit Plasmodium falciparum dUTPase (PfdUTPase). We report the synthesis of conformationally restrained amide derivatives as inhibitors PfdUTPase, including both acyclic and cyclic examples. Activity was dependent on the orientation and location of the amide constraining group. In the case of the acyclic series, we were able to obtain amide-constrained analogues which showed similar or greater potency than the unconstrained analogues. Unfortunately these compounds showed lower selectivity in cellular assays.
    Original languageEnglish
    Pages (from-to)5876-5885
    Number of pages10
    JournalBioorganic & Medicinal Chemistry
    Volume21
    Issue number18
    DOIs
    Publication statusPublished - 15 Sep 2013

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