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dc.contributor.authorTays, Kevin.en_US
dc.date.accessioned2009-05-21T12:53:04Z
dc.date.available2009-05-21T12:53:04Z
dc.date.issued1997-05-21T12:53:04Z
dc.identifier.urihttp://hdl.handle.net/10464/1221
dc.description.abstractA new synthetic pathway to analogues of the aglucones of naturally occurring cyclic hydroxamic acids (2,4-dihydroxy-l,4-benzoxazin-3-ones) has been developed. The new pathway involves the coupling of substituted nitrophenols wdth /-propyl-abromo- O-methoxymethylglycolate. These materials were reductively cyclised to reveal the hydroxamic acid functionality. Removal of the C-2 0-methoxymethyl protecting group was achieved chemoselectively using boron trichloride. The analogue 7-methoxy-2,4-dihydroxy-l,4-benzoxazin-3-one (DIMBOA) was assayed with papain and a semilog plot of activity of papain in the presence of excess DIMBOA was found to be linear. A single exponential equation was suggested as the model for kinetic analysis. '^ Nuclear magnetic resonance (NMR) spectra of a couple of hydroxamates were acquired as reference standards for future mechanistic studies of these compounds as thiol protease inhibitors. A 10% '^-labeled sample ofDIMBOA was also prepared for future mechanistic studies using NMR techniques.en_US
dc.language.isoengen_US
dc.publisherBrock Universityen_US
dc.subjectHydroxamic acids.en_US
dc.subjectProtease inhibitors.en_US
dc.titleAryl hydroxamic acid analogues as potential therapeutic agents /en_US
dc.typeElectronic Thesis or Dissertationen_US
dc.degree.nameM.Sc. Chemistryen_US
dc.degree.levelMastersen_US
dc.contributor.departmentDepartment of Chemistryen_US
dc.degree.disciplineFaculty of Mathematics and Scienceen_US
refterms.dateFOA2021-08-07T02:14:02Z


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