Synthesis and evaluation of 3-acyltetronic acid-containing metal complexing agents |
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| Authors: | Julien Rouleau,Alexandre Korovitch,Claude Lion,Miryana Hé madi,Nguyê t-Thanh Ha-Duong,Jean-Michel El Hage Chahine,Thierry Le Gall |
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| Affiliation: | 1. CEA Saclay, iBiTec-S, Service de Chimie Bioorganique et de Marquage, Bât. 547, 91191 Gif-sur-Yvette, France;2. Université Paris Diderot Sorbonne Paris Cité—CNRS, Interfaces, Traitements, Organisation et Dynamique des Systèmes, UMR 7086, Bâtiment Lavoisier, 15 Rue Jean-Antoine de Baïf, 75205 Paris Cedex 13, France |
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| Abstract: | Potential metal chelators containing one or several acyltetronic acid moieties were prepared from cyclic or acyclic amines and polyamines, and from bis(phenols) by reaction with 1–4 equiv of 3-bromoacetyltetronic acid in the presence of potassium carbonate. The affinity constants of the chelating agents for toxic metallic cations Cd2+, Cs+, and Pb2+ and for dimethylarsinic acid were measured, at pH 7.5 and 9.3. Compound 4, an acyclic triamine containing four acyltetronic moieties, was found to complex efficiently all the tested species. |
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| Keywords: | Tetronic acid Alkylation Metal complexation Affinity constant |
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