Design, synthesis and preliminary evaluation of 18F-labelled 1,8-naphthyridin- and quinolin-2-one-3-carboxamide derivatives for PET imaging of CB2 cannabinoid receptor

In the present work, we report the synthesis of new aryliodonium salts used as precursors of single-stage nucleophilic 18F radiofluorination. The corresponding unlabelled fluorinated derivatives showed to be CB2 cannabinoid receptor specific ligands, with Ki values in the low nanomolar range and high CB2/CB1 selectivity. The radiolabelled compound [18F]CB91, was successfully formulated for in vivo administration, and its preliminary biodistribution was assessed with microPET/CT. This tracer presented a reasonable in vivo stability and a preferential extraction in the tissues that constitutionally express CB2 cannabinoid receptor. The results obtained indicate [18F]CB91 as a possible candidate marker of CB2 cannabinoid receptor distribution. This study would open the way to further validation of this tracer for assessing pathologies for which the expression of this receptor is modified. © 2015 by Elsevier Ltd.

Keywords

Positron computed tomography, Receptors, In vivo, Fluorine 18, CT-guided radiotherapy, Radiopharmaceuticals

Citation

Saccomanni, G., Pascali, G., Del Carlo, S., Panetta, D., De Simone, M., Bertini, S., Burchielli, S., Digiacomo, M., Macchia, M., Manera, C. & Salvadori, P. A. (2015). Design, synthesis and preliminary evaluation of 18 F-labelled 1, 8-naphthyridin-and quinolin-2-one-3-carboxamide derivatives for PET imaging of CB2 cannabinoid receptor. Bioorganic & Medicinal Chemistry Letters, 25(12), 2532-2535. doi:10.1016/j.bmcl.2015.04.055