Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals

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dc.contributor.advisorSmith, Gregory Sen_ZA
dc.contributor.advisorVisser, Hendrik Gen_ZA
dc.contributor.authorMalaza, Sipheleleen_ZA
dc.date.accessioned2016-07-20T07:01:41Z
dc.date.available2016-07-20T07:01:41Z
dc.date.issued2016en_ZA
dc.description.abstractA series of 1,4-diaminobutane poly(propylene amine) (DAB-PPI) dendrimer-based ligands were prepared with the aim of developing ligands that will permit the synthesis of multinuclear technetium-99m (99mTc) radiolabeled complexes. The ligands were synthesized by incorporating N,N-donor atom functionalities, at the periphery of DAB-PPI dendrimers, as potential 99mTc chelates. Monomeric ligands were also synthesized as model compounds to aid with the characterization of macromolecular structures. The first (DAB-G1dendr-(NH2)4) and second (DAB-G2dendr-(NH2)8) generation DAB-PPI peripheral amine end-groups were functionalized using appropriate aldehydes, bearing either 2,2'-bipyridyl or 2-picolylamino entities, via a single step reductive amination reaction. The monomeric and new dendritic ligands were comprehensively characterized using spectroscopic (1H NMR, 13C{1H} NMR, infrared) and analytical techniques (mass spectrometry and elemental analysis). Furthermore, the 2-picolylamino-functionalized ligands were found to be water-soluble, S25 °C = 0.01 mg/μL. A series of non-radioactive ('cold') neutral mononuclear and novel multinuclear dendritic rhenium(I) complexes of the form fac-[Ren(CO)3(N,N-bidentate)Xn] (n = 1, 4 and 8 for monomer, G1 and G2, respectively. X = Cl- or Br-) were prepared and characterized. The complexes with the fac-[Re(CO)3Br] core were synthesized at room temperature using the (Et4N)[Re(CO)3Br3]. One of the 2-picolylamino monomeric complexes, fac-[Re(CO)3(N,N-bidentate)Br], was additionally characterized by X-ray crystallography and the crystallographic structure confirms the facial arrangement of the three CO ligands together with the pseudo octahedral geometry around the metal centre.en_ZA
dc.identifier.apacitationMalaza, S. (2016). <i>Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals</i>. (Thesis). University of Cape Town ,Faculty of Science ,Department of Chemistry. Retrieved from http://hdl.handle.net/11427/20500en_ZA
dc.identifier.chicagocitationMalaza, Siphelele. <i>"Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals."</i> Thesis., University of Cape Town ,Faculty of Science ,Department of Chemistry, 2016. http://hdl.handle.net/11427/20500en_ZA
dc.identifier.citationMalaza, S. 2016. Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals. University of Cape Town.en_ZA
dc.identifier.ris TY - Thesis / Dissertation AU - Malaza, Siphelele AB - A series of 1,4-diaminobutane poly(propylene amine) (DAB-PPI) dendrimer-based ligands were prepared with the aim of developing ligands that will permit the synthesis of multinuclear technetium-99m (99mTc) radiolabeled complexes. The ligands were synthesized by incorporating N,N-donor atom functionalities, at the periphery of DAB-PPI dendrimers, as potential 99mTc chelates. Monomeric ligands were also synthesized as model compounds to aid with the characterization of macromolecular structures. The first (DAB-G1dendr-(NH2)4) and second (DAB-G2dendr-(NH2)8) generation DAB-PPI peripheral amine end-groups were functionalized using appropriate aldehydes, bearing either 2,2'-bipyridyl or 2-picolylamino entities, via a single step reductive amination reaction. The monomeric and new dendritic ligands were comprehensively characterized using spectroscopic (1H NMR, 13C{1H} NMR, infrared) and analytical techniques (mass spectrometry and elemental analysis). Furthermore, the 2-picolylamino-functionalized ligands were found to be water-soluble, S25 °C = 0.01 mg/μL. A series of non-radioactive ('cold') neutral mononuclear and novel multinuclear dendritic rhenium(I) complexes of the form fac-[Ren(CO)3(N,N-bidentate)Xn] (n = 1, 4 and 8 for monomer, G1 and G2, respectively. X = Cl- or Br-) were prepared and characterized. The complexes with the fac-[Re(CO)3Br] core were synthesized at room temperature using the (Et4N)[Re(CO)3Br3]. One of the 2-picolylamino monomeric complexes, fac-[Re(CO)3(N,N-bidentate)Br], was additionally characterized by X-ray crystallography and the crystallographic structure confirms the facial arrangement of the three CO ligands together with the pseudo octahedral geometry around the metal centre. DA - 2016 DB - OpenUCT DP - University of Cape Town LK - https://open.uct.ac.za PB - University of Cape Town PY - 2016 T1 - Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals TI - Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals UR - http://hdl.handle.net/11427/20500 ER - en_ZA
dc.identifier.urihttp://hdl.handle.net/11427/20500
dc.identifier.vancouvercitationMalaza S. Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals. [Thesis]. University of Cape Town ,Faculty of Science ,Department of Chemistry, 2016 [cited yyyy month dd]. Available from: http://hdl.handle.net/11427/20500en_ZA
dc.language.isoengen_ZA
dc.publisher.departmentDepartment of Chemistryen_ZA
dc.publisher.facultyFaculty of Scienceen_ZA
dc.publisher.institutionUniversity of Cape Town
dc.subject.otherChemistryen_ZA
dc.titleTowards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometalsen_ZA
dc.typeMaster Thesis
dc.type.qualificationlevelMasters
dc.type.qualificationnameMScen_ZA
uct.type.filetypeText
uct.type.filetypeImage
uct.type.publicationResearchen_ZA
uct.type.resourceThesisen_ZA
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