Synthesis of mixed ligand, water soluble square planar platinum (II) complexes and an investigation of their association with haematin and potential to inhibit the formation of synthetic malaria pigment

 

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dc.contributor.advisor Egan, Timothy J en_ZA
dc.contributor.advisor Koch, Klaus en_ZA
dc.contributor.author Swan, Paul Lombard en_ZA
dc.date.accessioned 2014-11-22T05:52:48Z
dc.date.available 2014-11-22T05:52:48Z
dc.date.issued 2002 en_ZA
dc.identifier.citation Swan, P. 2002. Synthesis of mixed ligand, water soluble square planar platinum (II) complexes and an investigation of their association with haematin and potential to inhibit the formation of synthetic malaria pigment. University of Cape Town. en_ZA
dc.identifier.uri http://hdl.handle.net/11427/9782
dc.description Includes bibliography. en_ZA
dc.description.abstract To establish their potential as a template for novel anti-malarial drugs, a series of planinum (II) complexes were synthesised, their association with haematin determined in 40 aqueous DMSO, pH 7.4 at 25°C and their ability to inhibit the formation of β-haematin (synthetic malaria pigment) was investigated. The compounds synthesised and investigated contained a platinum (II) ion coordinated to acylthiourea and diimine ligands. The diimines used included both substituted and unsubstituted 2,2’-bipyridines and 1,10-phenanthrolines. 2-phenyl pyridine was also utilised as a ligand. It has been shown that the uncoordinated planar ligands interact weakly with haematin with a log K in the range of 1.9 and 3.3 while the twisted or more sterically hindered ligands show no observable association with porphyrin. A series of complexes having platinum coordinated which was reflected in association constant log K values in the range of 4.8 to 5.8. Using a 1,10-phenanthroline ligand in place of a 2,2-bipyridine ligand increased the association constant of the platinum complex, resulting in this series of complexes having log K values in the range of 5.8 to 6.2. It has been shown that when platinum (II) is coordinated to diimines, it is the electron withdrawing properties of the metal which result in the strong association between the diimine containing complex and haematin. Finally both the complex containing platinum cis to two acylthiourea ligands as well as a platinum complex containing 2-phenyl pyridine were shown to have no observable interaction with haematin. en_ZA
dc.language.iso eng en_ZA
dc.subject.other Chemistry en_ZA
dc.title Synthesis of mixed ligand, water soluble square planar platinum (II) complexes and an investigation of their association with haematin and potential to inhibit the formation of synthetic malaria pigment en_ZA
dc.type Master Thesis
uct.type.publication Research en_ZA
uct.type.resource Thesis en_ZA
dc.publisher.institution University of Cape Town
dc.publisher.faculty Faculty of Science en_ZA
dc.publisher.department Department of Chemistry en_ZA
dc.type.qualificationlevel Masters
dc.type.qualificationname MSc en_ZA
uct.type.filetype Text
uct.type.filetype Image
dc.identifier.apacitation Swan, P. L. (2002). <i>Synthesis of mixed ligand, water soluble square planar platinum (II) complexes and an investigation of their association with haematin and potential to inhibit the formation of synthetic malaria pigment</i>. (Thesis). University of Cape Town ,Faculty of Science ,Department of Chemistry. Retrieved from http://hdl.handle.net/11427/9782 en_ZA
dc.identifier.chicagocitation Swan, Paul Lombard. <i>"Synthesis of mixed ligand, water soluble square planar platinum (II) complexes and an investigation of their association with haematin and potential to inhibit the formation of synthetic malaria pigment."</i> Thesis., University of Cape Town ,Faculty of Science ,Department of Chemistry, 2002. http://hdl.handle.net/11427/9782 en_ZA
dc.identifier.vancouvercitation Swan PL. Synthesis of mixed ligand, water soluble square planar platinum (II) complexes and an investigation of their association with haematin and potential to inhibit the formation of synthetic malaria pigment. [Thesis]. University of Cape Town ,Faculty of Science ,Department of Chemistry, 2002 [cited yyyy month dd]. Available from: http://hdl.handle.net/11427/9782 en_ZA
dc.identifier.ris TY - Thesis / Dissertation AU - Swan, Paul Lombard AB - To establish their potential as a template for novel anti-malarial drugs, a series of planinum (II) complexes were synthesised, their association with haematin determined in 40 aqueous DMSO, pH 7.4 at 25°C and their ability to inhibit the formation of β-haematin (synthetic malaria pigment) was investigated. The compounds synthesised and investigated contained a platinum (II) ion coordinated to acylthiourea and diimine ligands. The diimines used included both substituted and unsubstituted 2,2’-bipyridines and 1,10-phenanthrolines. 2-phenyl pyridine was also utilised as a ligand. It has been shown that the uncoordinated planar ligands interact weakly with haematin with a log K in the range of 1.9 and 3.3 while the twisted or more sterically hindered ligands show no observable association with porphyrin. A series of complexes having platinum coordinated which was reflected in association constant log K values in the range of 4.8 to 5.8. Using a 1,10-phenanthroline ligand in place of a 2,2-bipyridine ligand increased the association constant of the platinum complex, resulting in this series of complexes having log K values in the range of 5.8 to 6.2. It has been shown that when platinum (II) is coordinated to diimines, it is the electron withdrawing properties of the metal which result in the strong association between the diimine containing complex and haematin. Finally both the complex containing platinum cis to two acylthiourea ligands as well as a platinum complex containing 2-phenyl pyridine were shown to have no observable interaction with haematin. DA - 2002 DB - OpenUCT DP - University of Cape Town LK - https://open.uct.ac.za PB - University of Cape Town PY - 2002 T1 - Synthesis of mixed ligand, water soluble square planar platinum (II) complexes and an investigation of their association with haematin and potential to inhibit the formation of synthetic malaria pigment TI - Synthesis of mixed ligand, water soluble square planar platinum (II) complexes and an investigation of their association with haematin and potential to inhibit the formation of synthetic malaria pigment UR - http://hdl.handle.net/11427/9782 ER - en_ZA


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