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Modular metallodrug antimicrobials

Edwards, Sion 2020. Modular metallodrug antimicrobials. PhD Thesis, Cardiff University.
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Abstract

Metallodrugs, drugs that contain metals as an active ingredient, are a potent but underutilised class of drugs in modern medicine. Metals have been used in medicine since antiquity; however, the discovery of cisplatin in 1965 as a chemotherapeutic agent with anticancer properties and its subsequent introduction into the market lead to an increased interest in producing metallodrugs using modern chemical knowledge. Ligands are often a convenient starting point at which to modify the physicochemical properties of metallodrugs, and so a highly tuneable ligand architecture is beneficial when designing a metallodrug. Two such examples of highly tuneable ligands that are investigated in this thesis are N-heterocyclic carbenes (NHCs) and thiosemicarbazones (TSCs). Chapter 1 introduces metallodrugs, including pertinent background information on the behaviour of surfactants, the use of NHC and TSC ligands in designing effective metal complexes with antimicrobial and/or anticancer activity, and briefly discusses silicone rubber medical devices. Chapter 2 focuses on the synthesis, characterisation, surface activity, and antibacterial activity against a panel of Gram positive and Gram negative bacteria of novel Ag-NHC complexes substituted with long alkyl chains and their precursor imidazolium bromide salts. A brief discussion of the thermodynamics of micellisation of some of the imidazolium salts is also presented. Chapter 3 describes the synthesis and characterisation of novel metal bisthiosemicarbazone complexes (M-BTSCs) with long pendant alkyl chains and their anthelmintic activity against the larval and adult forms of the parasitic worm Schistosoma mansoni. The BTSC ligands are employed as tetradentate donors to coordinate Cu, Zn, Ni, Mn, and Co. Chapter 4 discusses the preparation of a novel silicone rubber formulation, and attempts to provide the silicone rubber with antimicrobial properties by doping with triclosan derivatives as well as Ag-NHCs and CuBTSCs previously described in Chapter 2 and Chapter 3 respectively. The physical properties and surface morphology of the produced silicones is also investigated, and compared to commercially relevant silicone rubber formulations.

Item Type: Thesis (PhD)
Date Type: Completion
Status: Unpublished
Schools: Chemistry
Date of First Compliant Deposit: 14 April 2021
Last Modified: 14 Apr 2021 11:47
URI: http://orca.cardiff.ac.uk/id/eprint/140472

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