Pyrazole-type Cannabinoid Ligands conjugated with Fluoro-deoxy-carbohydrates as Potential PET-Imaging Agents: Synthesis and CB1/CB2 receptor affinity evaluation

Simona Frau, Sergio Dall'Angelo, Gemma L. Baillie, Ruth A. Ross, Marilena Pira, Chih-Chung Tseng, Paolo Lazzari, Matteo Zanda

Research output: Contribution to journalArticle

7 Citations (Scopus)


A novel class of cannabinoid ligands was synthesized in good overall yields by means of oxime-bio-conjugation between hydroxylamine-functionalized Rimonabant-type pyrazoles and fluoro-deoxy-carbohydrates (d-2-fluoro-deoxy-glucose, FDG, and d-5-fluoro-5-deoxy-ribose, FDR). FDR proved to be superior to FDG for bio-conjugation, as it occurred in milder conditions and at faster rate (rt, 20 min vs. 100 °C, 30 min). All of the title compounds showed relatively modest affinity for the CB1 receptor (high nanomolar range) and selectivities vs. the CB2.
Original languageEnglish
Pages (from-to)166-172
Number of pages7
JournalJournal of Fluorine Chemistry
Early online date18 Mar 2013
Publication statusPublished - Aug 2013



  • Fluoro-carbohydrates
  • PET imaging
  • cannabinoids

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