Synthetic methods and in vitro iron binding studies of the novel 1-alkyl-2-ethyl-3-hydroxypyrid-4-one iron chelators |
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Institution: | 1. UCIBIO, REQUIMTE, Department of Chemical Sciences, Faculty of Pharmacy, University of Porto (FFUP), 4050-313 Porto, Portugal;2. UCIBIO, REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, 404169-007 Porto, Portugal;3. UCIBIO, REQUIMTE, Instituto de Ciências Biomédicas de Abel Salazar, Universidade do Porto, 4050-313 Porto, Portugal |
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Abstract: | Three novel iron chelators namely the 1-methyl-, 1-ethyl- and 1-propyl-2-ethyl-3-hydroxypyrid-4-ones were prepared in high yields from ethyl maltol and the related alkylamine in a one step reaction. These chelators formed 3 chelator:1 iron stable, coloured, neutral complexes at physiological pH and mobilise iron from transferrin, ferritin and haemosiderin. The rate of iron mobilisation from these proteins was of the order transferrin > haemosiderin > ferritin. The cheap synthesis and strong iron binding properties of the 1-alkyl-2-ethyl-3-hydroxypyrid-4-ones at physiological pH requires the need for further investigation and development of these compounds and their homologues, for the treatment of iron overload and other diseases of iron imbalance and toxicity. |
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