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Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals
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 functional...
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| Format: | Thesis |
| Language: | English |
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Department of Chemistry
2016
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| _version_ | 1867613344187285504 |
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| access_status_str | Open Access |
| author | Malaza, Siphelele |
| author2 | Smith, Gregory S |
| author_browse | Malaza, Siphelele Smith, Gregory S |
| author_facet | Smith, Gregory S Malaza, Siphelele |
| author_sort | Malaza, Siphelele |
| collection | Thesis |
| description | 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. |
| format | Thesis |
| id | oai:open.uct.ac.za:11427/20500 |
| institution | University of Cape Town (South Africa) |
| language | eng |
| last_indexed | 2026-06-10T12:34:39.078Z |
| license_str | Not specified — see source repository |
| provenance_str_mv | Harvested via OAI-PMH from UCTD — University of Cape Town Open Access Repository |
| publishDate | 2016 |
| publishDateRange | 2016 |
| publishDateSort | 2016 |
| publisher | Department of Chemistry |
| publisherStr | Department of Chemistry |
| record_format | dspace |
| source_str | UCTD — University of Cape Town Open Access Repository |
| spelling | oai:open.uct.ac.za:11427/20500 Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals Malaza, Siphelele Smith, Gregory S Visser, Hendrik G Chemistry 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. 2016-07-20T07:01:41Z 2016-07-20T07:01:41Z 2016 Master Thesis Masters MSc http://hdl.handle.net/11427/20500 eng application/pdf Department of Chemistry Faculty of Science University of Cape Town |
| spellingShingle | Chemistry Malaza, Siphelele Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals |
| thesis_degree_str | Master's |
| title | Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals |
| title_full | Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals |
| title_fullStr | Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals |
| title_full_unstemmed | Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals |
| title_short | Towards nuclear imaging with polynuclear radiotracers : the development of monomeric and dendritic scaffolds for radiometals |
| title_sort | towards nuclear imaging with polynuclear radiotracers the development of monomeric and dendritic scaffolds for radiometals |
| topic | Chemistry |
| url | http://hdl.handle.net/11427/20500 |
| work_keys_str_mv | AT malazasiphelele towardsnuclearimagingwithpolynuclearradiotracersthedevelopmentofmonomericanddendriticscaffoldsforradiometals |