2010Mini-Reviews in Organic ChemistryRequires access

Synthetic Approaches for Iron Type Chelators

Amaury du Moulinet d′Hardemare, Guy Serratrice, Jean‐Louis Pierre

Open publisher page 6 citations

Abstract

Synthetic iron chelators (siderophores mimics) are of paramount interest as clinical iron removal agents (iron overload is one of the most common poisoning) and water-soluble iron complexes can be used to alleviate iron deficiency in plants. Moreover, some additional properties may be needed for a precise function (as examples, probes for studying metal transport, diagnostic tools, agent suited for vectorisation…). We describe in this review the organic syntheses of selected typical examples from our own works. (i) Amphiphilic chelators based on catechol groups. (ii) Mixed ligands based on catechol and quinoline groups. (iii) Quinolobactin, a natural siderophore. (iv) Oxinobactin, a biomimetic synthetic analog of enterobactin involving 8-hydroxyquinoline chelating subunits. Keywords: Siderophore, catechol, 8-hydroxyquinoline, amphiphiles, tripodal scaffolds, Enterobactin

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Synthetic iron chelators (siderophores mimics) are of paramount interest as clinical iron removal agents (iron overload is one of the most common poisoning) and water-soluble iron complexes can be used to alleviate iron deficiency in plants. Moreover, some additional properties may be needed for a precise function (as examples, probes for studying metal transport, diagnostic tools, agent suited for vectorisation…). We describe in this review the organic syntheses of selected typical examples from our own works. (i) Amphiphilic chelators based on catechol groups. (ii) Mixed ligands based on catechol and quinoline groups. (iii) Quinolobactin, a natural siderophore. (iv) Oxinobactin, a biomimetic synthetic analog of enterobactin involving 8-hydroxyquinoline chelating subunits. Keywords: Siderophore, catechol, 8-hydroxyquinoline, amphiphiles, tripodal scaffolds, Enterobactin

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Available abstract

Synthetic iron chelators (siderophores mimics) are of paramount interest as clinical iron removal agents (iron overload is one of the most common poisoning) and water-soluble iron complexes can be used to alleviate iron deficiency in plants. Moreover, some additional properties may be needed for a precise function (as examples, probes for studying metal transport, diagnostic tools, agent suited for vectorisation…). We describe in this review the organic syntheses of selected typical examples from our own works. (i) Amphiphilic chelators based on catechol groups. (ii) Mixed ligands based on catechol and quinoline groups. (iii) Quinolobactin, a natural siderophore. (iv) Oxinobactin, a biomimetic synthetic analog of enterobactin involving 8-hydroxyquinoline chelating subunits. Keywords: Siderophore, catechol, 8-hydroxyquinoline, amphiphiles, tripodal scaffolds, Enterobactin

Key concepts: Siderophore, Enterobactin, Catechol, Chelation, Chemistry, Combinatorial chemistry, Amphiphile, Quinoline

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