Authors: Pierre J.; Baret P.; Serratrice G.

Source: Current Medicinal Chemistry, Volume 10, Number 12, June 2003 , pp. 1077-1084(8)

Publisher: Bentham Science Publishers

Abstract:

The interest in synthetic siderophore mimics includes therapeutic applications (iron chelation therapy), the design of more effective agents to deliver Fe to plants and the development of new chemical tools for studies of iron metabolism and for a better understanding of iron assimilation processes in living systems. The 8-hydroxyquinoline bidentate chelate moiety offers an alternative to the usual hydroxamic acid, catechol and / or -hydroxycarboxylic acid metal-binding groups encountered in natural siderophores. The promising results obtained by the tris hydroxyquinoline-based ligand O-TRENSOX are summarized. O-TRENSOX exhibits a high and selective affinity for Fe(III) complexation. Its efficiency in delivering Fe to plants as well as its efficiency for iron mobilization, cellular protection and antiproliferative effects have been evidenced. Other chelators of the O-TRENSOX family (mixed catechol / 8-hydroxyquinoline ligands, lipophilic ligands) are also described. Some results question whether the use of partition coefficients is pertinent to foresee the activity of iron chelators. The development of probes (fluorescent, radioactive, spin labelled) based on the OTRENSOX backbone is in progress. 8-hydroxyquinoline iron chelators seem to have a promising future.

Keywords: Iron chelation; hydroxyquinoline; thermodynamic and kinetics of complexation; lipophilic; iron nutrition; hydrophilic chelators; iron mobilization

Document Type: Review article

DOI: http://dx.doi.org/10.2174/0929867033457584

Publication date: 2003-06-01

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• Current Medicinal Chemistry covers all the latest and outstanding developments in medicinal chemistry and rational drug design. Each issue contains a series of timely in-depth reviews written by leaders in the field covering a range of the current topics in medicinal chemistry. Current Medicinal Chemistry is an essential journal for every medicinal chemist who wishes to be kept informed and up-to-date with the latest and most important developments.

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