Design and Synthesis of an F-18-Labeled Version of Phenylethyl Orvinol ([F-18]FE-PEO) for PET-Imaging of Opioid Receptors

作者：Marton Janos; Henriksen Gjermund^*

来源：Molecules, 2012, 17(10): 11554-11569.

DOI：10.3390/molecules171011554

• opioid receptors
• PET
• agonist
• F-18-fluorination
• automated radiosynthesis

The semisynthetic oripavine derivative phenethyl orvinol (PEO), a full agonist at opioid receptors (OR), is an attractive structural motif for developing F-18-labeled PET tracers with a high degree of sensitivity for competition between endogenous and exogenous OR-ligands. The target cold reference compound 6-O-(2-fluoroethyl)-6-O-desmethylphenylethyl orvinol (FE-PEO) was obtained via two separate reaction routes. A three-step synthesis was developed for the preparation of a tosyloxyethyl precursor (TE-TDPEO), the key precursor for a direct, nucleophilic radiofluorination to yield [F-18]FE-PEO. The developed radiosynthesis provides the target compound in relevantly high yield and purity, and is adaptable to routine production.

• 出版日期2012-10