Abstract
The first prospective fluorinated PET tracers for imaging hypoxia obtained via thiazolidine-ligation are reported. Three 1,2-thiol-amine linkers were combined with four different 2-nitroimidazole spacers via amide or urea bond formation. The resulting compounds were submitted to thiazolidine-ring-forming ligation reaction with the fluorinated carbohydrate L-5-fluoro-5-deoxy-ribose (FDR), affording the desired candidate PET tracers in variable yields. The same ligation reactions performed on L-ribose – a by-product of [18F]FDR radiosynthesis – under conditions mimicking a radiochemical production showed that the fluorinated adducts can be efficiently purified and isolated by HPLC. Finally, one of the prospective hypoxia tracers was successfully produced in radiolabelled form in 29.2% radiochemical yield from [18F]FDR.
Original language | English |
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Pages (from-to) | 173-179 |
Number of pages | 7 |
Journal | SynOpen |
Volume | 1 |
Issue number | 1 |
Early online date | 12 Dec 2017 |
DOIs | |
Publication status | Published - 2017 |
Bibliographical note
Funding InformationM.M. gratefully acknowledges SULSA (http://www.sulsa.ac.uk/) for a PhD studentship.
Acknowledgment
Mr Federico Toson is gratefully acknowledged for conducting preliminary experiments.
Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591863.
Keywords
- Hypoxia
- radiofluorination
- thiazolidines
- nitroimidazole
- bio-orthogonal ligation