Copper-mediated radiosynthesis of [18F]rucaparib
<p>The poly(ADP-ribose) polymerase (PARP) inhibitor rucaparib is used in the clinic to treat <em>BRCA</em>-mutated cancers. Herein, we report two strategies to access the <sup>18</sup>F-isotopologue of rucaparib by applying a copper-mediated nucleophil...
| Main Authors: | , , , , , |
|---|---|
| Format: | Journal article |
| Language: | English |
| Published: |
American Chemical Society
2021
|
| _version_ | 1797107589824118784 |
|---|---|
| author | Chen, Z Destro, G Guibbal, F Chan, CY Cornelissen, B Gouverneur, V |
| author_facet | Chen, Z Destro, G Guibbal, F Chan, CY Cornelissen, B Gouverneur, V |
| author_sort | Chen, Z |
| collection | OXFORD |
| description | <p>The poly(ADP-ribose) polymerase (PARP) inhibitor rucaparib is used in the clinic to treat <em>BRCA</em>-mutated cancers. Herein, we report two strategies to access the <sup>18</sup>F-isotopologue of rucaparib by applying a copper-mediated nucleophilic <sup>18</sup>F-fluorodeboronation. The most successful approach features an aldehydic boronic ester precursor that is subjected to reductive amination post-<sup>18</sup>F-labeling and affords [<sup>18</sup>F]rucaparib with an activity yield of 11% ± 3% (<em>n</em> = 3) and a molar activity (<em>A</em><sub>m</sub>) up to 30 GBq/μmol. Preliminary <em>in vitro</em> studies are presented.</p> |
| first_indexed | 2024-03-07T07:18:10Z |
| format | Journal article |
| id | oxford-uuid:41ef61b2-8851-4aed-9bfe-52a5847970d0 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T07:18:10Z |
| publishDate | 2021 |
| publisher | American Chemical Society |
| record_format | dspace |
| spelling | oxford-uuid:41ef61b2-8851-4aed-9bfe-52a5847970d02022-08-30T07:43:11ZCopper-mediated radiosynthesis of [18F]rucaparibJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:41ef61b2-8851-4aed-9bfe-52a5847970d0EnglishSymplectic ElementsAmerican Chemical Society2021Chen, ZDestro, GGuibbal, FChan, CYCornelissen, BGouverneur, V<p>The poly(ADP-ribose) polymerase (PARP) inhibitor rucaparib is used in the clinic to treat <em>BRCA</em>-mutated cancers. Herein, we report two strategies to access the <sup>18</sup>F-isotopologue of rucaparib by applying a copper-mediated nucleophilic <sup>18</sup>F-fluorodeboronation. The most successful approach features an aldehydic boronic ester precursor that is subjected to reductive amination post-<sup>18</sup>F-labeling and affords [<sup>18</sup>F]rucaparib with an activity yield of 11% ± 3% (<em>n</em> = 3) and a molar activity (<em>A</em><sub>m</sub>) up to 30 GBq/μmol. Preliminary <em>in vitro</em> studies are presented.</p> |
| spellingShingle | Chen, Z Destro, G Guibbal, F Chan, CY Cornelissen, B Gouverneur, V Copper-mediated radiosynthesis of [18F]rucaparib |
| title | Copper-mediated radiosynthesis of [18F]rucaparib |
| title_full | Copper-mediated radiosynthesis of [18F]rucaparib |
| title_fullStr | Copper-mediated radiosynthesis of [18F]rucaparib |
| title_full_unstemmed | Copper-mediated radiosynthesis of [18F]rucaparib |
| title_short | Copper-mediated radiosynthesis of [18F]rucaparib |
| title_sort | copper mediated radiosynthesis of 18f rucaparib |
| work_keys_str_mv | AT chenz coppermediatedradiosynthesisof18frucaparib AT destrog coppermediatedradiosynthesisof18frucaparib AT guibbalf coppermediatedradiosynthesisof18frucaparib AT chancy coppermediatedradiosynthesisof18frucaparib AT cornelissenb coppermediatedradiosynthesisof18frucaparib AT gouverneurv coppermediatedradiosynthesisof18frucaparib |