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RESEARCH ARTICLE
Contents Vol 72(10)

A Copper Complex of a Thiosemicarbazone-Pyridylhydrazone Ligand Containing a Vinylpyridine Functional Group as a Potential Imaging Agent for Amyloid-β Plaques*

Lachlan E. McInnes A , Asif Noor A , Peter D. Roselt B , Catriona A. McLean C , Jonathan M. White A and Paul S. Donnelly A D
+ Author Affiliations
- Author Affiliations

A School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Melbourne, Vic. 3010, Australia.

B Cancer Imaging, Peter MacCallum Cancer Centre, Melbourne, Vic. 3000, Australia.

C Department of Anatomical Pathology, The Alfred Hospital, Vic. 3181, Australia, and The Florey Institute of Neuroscience and Mental Health, University of Melbourne, Melbourne, Vic. 3010, Australia.

D Corresponding author. Email: pauld@unimelb.edu.au

Australian Journal of Chemistry 72(10) 827-834 https://doi.org/10.1071/CH19311
Submitted: 8 July 2019  Accepted: 9 August 2019   Published: 25 September 2019

Abstract

Complexes containing positron-emitting radionuclides of copper have the potential to be of use for diagnostic imaging with positron emission tomography. Alzheimer’s disease is characterised by the presence of amyloid-β plaques in the brain. A new thiosemicarbazone-pyridyl hydrazone tetradentate ligand with a pyridyl-4-vinylpyridine functional group was prepared with the aim of making a copper complex that binds to amyloid-β plaques to assist in the diagnosis of Alzheimer’s disease. The ligand forms a charge neutral complex with copper(ii) that was characterised by X-ray crystallography and the electrochemical behaviour of the complex was investigated by cyclic voltammetry. The new ligand can be radiolabelled with positron-emitting copper-64 at room temperature in excellent radiochemical yields. The new complex interacts with synthetic amyloid-β fibrils and binds amyloid-β plaques present in post-mortem Alzheimer’s disease brain tissue.


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