Synthesis and in vitro evaluation of 18F-β-carboline alkaloids as PET ligands

✍ Scribed by Elisabeth Blom; Farhad Karimi; Olof Eriksson; Håkan Hall; Bengt Långström

• Publisher: John Wiley and Sons
• Year: 2008
• Tongue: French
• Weight: 196 KB
• Volume: 51
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.1519

✦ Synopsis

Abstract

A one‐step ^18^F‐labelling strategy was used to prepare four ^18^F‐labelled analogues of 7‐methoxy‐1‐methyl‐9H‐β‐carboline (harmine): 7‐(2‐[^18^F]fluoroethoxy)‐1‐methyl‐9__H__‐β‐carboline (5), 7‐(3‐[^18^F]fluoro‐propoxy)‐1‐methyl‐9__H__‐β‐carboline (6), 7‐[2‐(2‐[^18^F]fluoroethoxy)ethoxy]‐1‐methyl‐9__H__‐β‐carboline (7), and 7‐{2‐[2‐(2‐[^18^F]fluoroethoxy)ethoxy]‐ethoxy}‐1‐methyl‐9__H__‐β‐carboline (8). These were synthesized as potential positron emission tomography ligands for monoamine oxidase A (MAO‐A). A solution of pure labelled compound in buffer was obtained in <70 min from end of radionuclide production, with a decay‐corrected yield of up to 23%. The average specific binding to MAO‐A in rat brain, determined by autoradiography experiments, was highest for compounds 7 and 8 (89±2 and 96±1%, respectively), which was obtained at <1 nM radioligand concentration. Copyright © 2008 John Wiley & Sons, Ltd.