METAL CATION-LIGAND INTERACTIONS OF CATECHOLS OF BIOLOGICAL IMPORTANCE .1. STABILITY OF IRON(III) DIHYDROXYBENZAMIDE COMPLEXES WHICH ARE RELATED TO CEPHALOSPORINS BEARING AT C3'- A CATECHOL GROUP

被引：13

作者：

APLINCOURT, M ^{[1
]}

GERARD, C ^{[1
]}

HUGEL, RP ^{[1
]}

PIERRARD, JC ^{[1
]}

RIMBAULT, J ^{[1
]}

BERTRANDIE, A ^{[1
]}

MAGNY, B ^{[1
]}

SIRET, PJ ^{[1
]}

机构：

[1] ICI PHARMA,CTR RECH ZI LA POMPELLE,F-51064 REIMS,FRANCE

来源：

POLYHEDRON | 1992年 / 11卷 / 10期

关键词：

D O I：

10.1016/S0277-5387(00)86923-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Iron-chelating properties have been studied with N-ethyl-3,4-dihydroxybenzenesulphonamide and 5-substituted dihydroxybenzamides as model molecules of beta-lactam antibiotics to which are attached similar derivatized catechols. Acidity constants of the model ligands and equilibrium constants of iron(III) complexes have been determined by potentiometry and spectrophotometry at 25-degrees-C and 1 mol dm-3 ionic strength (NaClO4). The formation constants show that these ligands form exceptionally stable complexes (log beta-3 congruent-to 40) with the ferric ion, which is coordinated through the two phenolic oxygens of the catechol group. No precise correlation between stability constants of Fe3+ complexes and in vitro microbiological properties has been made. However, it appears that the most potent antibiotics are those bearing substituted catechols possessing the highest chelating properties and lowest pK(a1) values.

引用

页码：1161 / 1168

页数：8

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