Radiolabelling of aryl boronic esters with 18F and 123I: method development and application
<p>The overarching theme of this thesis is the application of aryl boronic esters to the fields of PET and SPECT radiochemistry. </p> <p><b>Chapter 1</b> provides an introduction to positron emission tomography (PET) and single photon emission computed tomography (SPECT...
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| Format: | Thesis |
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2017
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| _version_ | 1826286502598934528 |
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| author | McSweeney, G |
| author2 | Gouverneur, V |
| author_facet | Gouverneur, V McSweeney, G |
| author_sort | McSweeney, G |
| collection | OXFORD |
| description | <p>The overarching theme of this thesis is the application of aryl boronic esters to the fields of PET and SPECT radiochemistry. </p> <p><b>Chapter 1</b> provides an introduction to positron emission tomography (PET) and single photon emission computed tomography (SPECT), in conjunction with an introduction to the utility of arylboranes as precursors for radioisotope incorporation. </p> <p>In <b>chapter 2</b>, a general method for the copper-mediated nucleophilic <sup>123</sup>I-iodination of (hetero)aryl boronic pinacol esters and acids is disclosed. This methodology was applied toward the successful radiosynthesis of four commonly used SPECT radiotracers, [<sup>123</sup>I]DPA- 713, [<sup>123</sup>I]IMPY, [<sup>123</sup>I]MIBG and [<sup>123</sup>I]IPEB. </p> <p>In <b>chapter 3</b>, the copper-mediated nucleophilic <sup>18</sup>F-fluorination of aryl boronic pinacol esters, developed in the Gouverneur group, has been applied to the field of prosthetic group <sup>18</sup>F-radiochemistry. This protocol was utilised to synthesise four popular prosthetic groups in a single radiosynthetic step. </p> <p><b>Chapter 4</b> describes the radiosynthesis and biological evaluation of [<sup>18</sup>F]DPA-713 and [<sup>18</sup>F]CF<sub>3</sub>DPA-713, two novel analogues of the Translocator Protein (TSPO) ligand N,N-diethyl-2-(4-methoxyphenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3- acetamide-713 (DPA-713). </p> <p>Finally, <b>chapter 5</b> details experimental procedures and characterisation for all compounds.</p> |
| first_indexed | 2024-03-07T01:44:43Z |
| format | Thesis |
| id | oxford-uuid:9806332e-17fe-4579-9bd3-47a812d2513c |
| institution | University of Oxford |
| last_indexed | 2024-03-07T01:44:43Z |
| publishDate | 2017 |
| record_format | dspace |
| spelling | oxford-uuid:9806332e-17fe-4579-9bd3-47a812d2513c2022-03-27T00:04:02ZRadiolabelling of aryl boronic esters with 18F and 123I: method development and applicationThesishttp://purl.org/coar/resource_type/c_db06uuid:9806332e-17fe-4579-9bd3-47a812d2513cORA Deposit2017McSweeney, GGouverneur, V<p>The overarching theme of this thesis is the application of aryl boronic esters to the fields of PET and SPECT radiochemistry. </p> <p><b>Chapter 1</b> provides an introduction to positron emission tomography (PET) and single photon emission computed tomography (SPECT), in conjunction with an introduction to the utility of arylboranes as precursors for radioisotope incorporation. </p> <p>In <b>chapter 2</b>, a general method for the copper-mediated nucleophilic <sup>123</sup>I-iodination of (hetero)aryl boronic pinacol esters and acids is disclosed. This methodology was applied toward the successful radiosynthesis of four commonly used SPECT radiotracers, [<sup>123</sup>I]DPA- 713, [<sup>123</sup>I]IMPY, [<sup>123</sup>I]MIBG and [<sup>123</sup>I]IPEB. </p> <p>In <b>chapter 3</b>, the copper-mediated nucleophilic <sup>18</sup>F-fluorination of aryl boronic pinacol esters, developed in the Gouverneur group, has been applied to the field of prosthetic group <sup>18</sup>F-radiochemistry. This protocol was utilised to synthesise four popular prosthetic groups in a single radiosynthetic step. </p> <p><b>Chapter 4</b> describes the radiosynthesis and biological evaluation of [<sup>18</sup>F]DPA-713 and [<sup>18</sup>F]CF<sub>3</sub>DPA-713, two novel analogues of the Translocator Protein (TSPO) ligand N,N-diethyl-2-(4-methoxyphenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3- acetamide-713 (DPA-713). </p> <p>Finally, <b>chapter 5</b> details experimental procedures and characterisation for all compounds.</p> |
| spellingShingle | McSweeney, G Radiolabelling of aryl boronic esters with 18F and 123I: method development and application |
| title | Radiolabelling of aryl boronic esters with 18F and 123I: method development and application |
| title_full | Radiolabelling of aryl boronic esters with 18F and 123I: method development and application |
| title_fullStr | Radiolabelling of aryl boronic esters with 18F and 123I: method development and application |
| title_full_unstemmed | Radiolabelling of aryl boronic esters with 18F and 123I: method development and application |
| title_short | Radiolabelling of aryl boronic esters with 18F and 123I: method development and application |
| title_sort | radiolabelling of aryl boronic esters with 18f and 123i method development and application |
| work_keys_str_mv | AT mcsweeneyg radiolabellingofarylboronicesterswith18fand123imethoddevelopmentandapplication |