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Issue 2, 2014
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3-Hydroxy-4-pyridinone derivatives as metal ion and amyloid binding agents

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Abstract

Metal ions have been implicated in several neurodegenerative diseases, including Alzheimer's disease, as their dyshomeostasis may lead to production of reactive oxygen species as well as increased toxicity of amyloid protein aggregates. In this work, we present design and synthesis of three novel multifunctional hydroxypyridinone ligands, HL11, HL12, and HL13, bearing benzothiazole and benzoxazole functionalities. We study the ability of these compounds to bind metal ions Cu(II), Zn(II), and Fe(III), as well as their antioxidant activity and cytotoxicity. Additionally, we determine the pro-ligands' (compounds prior to chelation) propensity to target amyloid protein. Through these studies we determine the effect of combining amyloid- and metal-binding functionalities within the HPO scaffold on different aspects of AD pathology.

Graphical abstract: 3-Hydroxy-4-pyridinone derivatives as metal ion and amyloid binding agents

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Article information


Submitted
02 May 2013
Accepted
16 Aug 2013
First published
19 Aug 2013

Metallomics, 2014,6, 249-262
Article type
Paper

3-Hydroxy-4-pyridinone derivatives as metal ion and amyloid binding agents

M. A. Telpoukhovskaia, C. Rodríguez-Rodríguez, J. F. Cawthray, L. E. Scott, B. D. G. Page, J. Alí-Torres, M. Sodupe, G. A. Bailey, B. O. Patrick and C. Orvig, Metallomics, 2014, 6, 249
DOI: 10.1039/C3MT00135K

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