Iron chelators of the pyridoxal isonicotinoyl hydrazone class Part II. Formation constants with iron(III) and iron(II)

Abstract

Formation constants for the iron(III) complexes of the orally effective iron chelator pyridoxal isonicotinoyl hydrazone (PIH) and three analogues: pyridoxal benzoyl hydrazone (PBH), 3-hydroxy- isonicotinaldehyde isonicotinoyl hydrazone (IIH) and salicylaldehyde isonicotinoyl hydrazone (SIH), have been determined by a combination of spectrophotometry and potentiometry. All four ligands bind iron(III) strongly giving, at physiological pH 7.4, values of pM (−log[uncomplexed metal]) between 27.7 and 50, comparable to or greater than those for transferrin (25.6) and desferrioxamine B (28.6). The complexation of Fe(II) by PIH has also been studied and has been found to be appreciable but very much weaker than that for Fe(III).