Radiosynthesis of novel carbon-11-labeled triaryl ligands for cannabinoid-type 2 receptor

Masayuki Fujinaga; Katsushi Kumata; Kazuhiko Yanamoto; Kazunori Kawamura; Tomoteru Yamasaki; Joji Yui; Akiko Hatori; Masanao Ogawa; Yuichiro Yoshida; Nobuki Nengaki; Jun Maeda; Ming-Rong Zhang

doi:10.1016/j.bmcl.2010.01.074

Radiosynthesis of novel carbon-11-labeled triaryl ligands for cannabinoid-type 2 receptor

Bioorg Med Chem Lett. 2010 Mar 1;20(5):1565-8. doi: 10.1016/j.bmcl.2010.01.074. Epub 2010 Jan 21.

Authors

Masayuki Fujinaga¹, Katsushi Kumata, Kazuhiko Yanamoto, Kazunori Kawamura, Tomoteru Yamasaki, Joji Yui, Akiko Hatori, Masanao Ogawa, Yuichiro Yoshida, Nobuki Nengaki, Jun Maeda, Ming-Rong Zhang

Affiliation

¹ Molecular Imaging Center, National Institute of Radiological Sciences, 4-9-1 Anagawa, Inage-ku, Chiba 263-8555, Japan.

PMID: 20137936
DOI: 10.1016/j.bmcl.2010.01.074

Abstract

Two novel triaryl ligands 2 and 5 with potent in vitro binding affinities for the cannabinoid subtype-2 (CB2) receptor were labeled with a positron-emitting radioactive nuclide (11)C. Radioligands [(11)C]2, [(11)C]5, and their analogs [(11)C]3 and [(11)C]4 were synthesized by O-[(11)C]methylation of their corresponding phenol precursors with [(11)C]CH(3)I. [(11)C]2-5 had relatively high uptakes (>1.2% injected dose/g tissue) in mouse brains.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Biphenyl Compounds / chemical synthesis*
Biphenyl Compounds / chemistry
Brain / diagnostic imaging
Carbon Radioisotopes
Ligands
Mice
Positron-Emission Tomography
Protein Binding
Radiography
Radiopharmaceuticals / chemical synthesis*
Radiopharmaceuticals / chemistry
Receptor, Cannabinoid, CB2 / metabolism*
Thiophenes / chemical synthesis*
Thiophenes / chemistry

Substances

Biphenyl Compounds
Carbon Radioisotopes
Ligands
Radiopharmaceuticals
Receptor, Cannabinoid, CB2
Thiophenes