Tripodal ligands possessing six convergent hydroxyl groups a novel family of iron sequestering agents based on o,o'-dihydroxybiphenyl subunits
| Autor: | Cyrille Mourral, Paul Baret, Guy Serratrice, Gisèle Gellon, Claude Béguin, Didier Gaude, Alain Favier, Jean-Louis Pierre |
|---|---|
| Rok vydání: | 1994 |
| Předmět: |
chemistry.chemical_classification
Siderophore Denticity Chemistry Stereochemistry medicine.drug_class Carboxylic acid Organic Chemistry Biphenyl derivatives Sequestering Agent Carboxamide Biochemistry Combinatorial chemistry chemistry.chemical_compound Water soluble Triethylenetetramine Drug Discovery medicine |
| Zdroj: | Tetrahedron. 50:2077-2094 |
| ISSN: | 0040-4020 |
| DOI: | 10.1016/s0040-4020(01)85070-5 |
| Popis: | A new family of iron(III) sequestering agents has been designed. Tripodal ligands possessing six convergent hydroxyl groups have been prepared by condensation of an appropriate o, o'-biaryl building block and a spacer. The preparations of building blocks and of simple bidentate ligands designed for comparative studies are described: several methods have been used for ortho functionalisation and for 3,3′-difunctionalisation of 2,2′-dihydroxybiphenyl. Sulfonation of the ligands led to water soluble agents. These ligands offer an alternative to synthetic hydroxamate or catecholate siderophores. The hexamethoxylated tripodal precursors and their completing ability towards alkali cations are also described. The complexing abilities of hexahydroxylated sequestering agents towards iron(III) are comparable to those of hydroxamate siderophores but are lower than those of catecholate siderophores. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|