The Synthesis of Biologically Active Guanidines

  • Philip Harper

    Student thesis: Doctor of Philosophy

    Abstract

    Abstract Several new alkyl (147, 161 and 167) and alkoxy-methyl derivatives (171, 175) were prepared as analogues of the anti-tumour agent tirapazamine (38). These were prepared in an attempt to couple them to the pro-drug delivery agent 52. The bicyclic guanidine natural product monalidine A (186) was prepared as its hydrochloride salt from 2-undecanone via a novel 3-step synthesis. The biological activity of monalidine A (186) and one of its synthetic precursors were evaluated against Leishmaniasis infantum and Trypanosoma cruzi. Research towards the total synthesis of the tricyclic arbusculidine A (187) from cucumber aldehyde is reported.
    Date of AwardJan 2016
    Original languageEnglish
    Awarding Institution
    • Bangor University
    SponsorsKnowledge Economy Skills Scholarship (KESS) & Morvus Technology Ltd
    SupervisorPaddy Murphy (Supervisor)

    Keywords

    • PhD
    • School of Chemistry

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