Issue 9, 2009
From the journal:

New Journal of Chemistry

Functionalised copper-64 complexes as precursors of potential PET imaging agents for neurodegenerative disorders

Jason P. Holland,†*a   Michael W. Jones,a   Paul D. Bonnitcha,a   Jason S. Lewis†b  and  Jonathan R. Dilwortha  

* Corresponding authors

a Chemistry Research Laboratory, Department of Chemistry, University of Oxford, 12 Mansfield Road, Oxford, UK
E-mail: jasonpholland@gmail.com

b Mallinckrodt Institute of Radiology, Washington University School of Medicine, 510 South Kingshighway Boulevard, Campus Box 8225, St. Louis, USA

Abstract

A range of unsymmetrical bis(thiosemicarbazonato)zinc(II) and copper(II) complexes functionalised with structural features of the neuroactive agents dopamine and tropinone have been synthesised. The new ligands and complexes have been characterised by using mass spectrometry, elemental analysis, NMR, infrared and electronic absorption spectroscopy techniques. Transmetallation reactions of the zinc(II) analogues with 64Cu(OAc)2 in aqueous solution were found to be a rapid and efficient method for preparing 64Cu-radiolabelled complexes for potential use as in vivotracers in positron emission tomography (PET). Oxygen-dependent cellular association assays in EMT6 murine carcinoma cells revealed that despite conjugation of the tropinone group and reduced lipophilicity, the bis(thiosemicarbazonato)copper(II) complex retains hypoxia-selectively in vitro. The results demonstrate that recognised neuroactive pharmacophores can be conjugated to the bis(thiosemicarbazonato)copper(II) core as potential precursors of 64Cu-radiopharmaceuticals for imaging of neurodegenerative disorders.

Graphical abstract: Functionalised copper-64 complexes as precursors of potential PET imaging agents for neurodegenerative disorders

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Article information

DOI
https://doi.org/10.1039/B902895A
Article type
Paper
Submitted
12 Feb 2009
Accepted
16 Mar 2009
First published
09 Apr 2009

New J. Chem., 2009,33, 1845-1852

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Functionalised copper-64 complexes as precursors of potential PET imaging agents for neurodegenerative disorders

J. P. Holland, M. W. Jones, P. D. Bonnitcha, J. S. Lewis and J. R. Dilworth, New J. Chem., 2009, 33, 1845 DOI: 10.1039/B902895A

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