title: Iron chelators of the pyridoxal isonicotinoyl hydrazone class. III. Formation constants with calcium(II), magnesium(II) and zinc(II).
abstract: Formation constants for the calcium(II), magnesium(II) and zinc(II) complexes of the orally effective iron chelator, pyridoxal isonicotinoyl hydrazone (PIH) and three analogues, pyridoxal benzoyl hydrazone (PBH), pyridoxal p-methoxybenzoyl hydrazone (PpMBH) and pyridoxal m-fluorobenzoyl hydrazone (PmFBH) have been determined by potentiometry at 25 degrees C and I = 0.1 M [KNO3]. The four ligands bind calcium(II) weakly and magnesium(II) only slightly more strongly, as a 1:1 complex which is formed at pH greater than 8. The chelation of zinc(II) for all the ligands studied was greater than that for calcium(II) and magnesium(II), with complexation generally becoming significant at about pH 5. Thus, chelation of zinc(II) but not calcium(II) or magnesium(II) at physiological pH, 7.4 may be expected. Calculated values of the concentration of uncomplexed metal ion indicate that the selectivity of these ligands towards Fe(III) is comparable to that of the clinically used chelator desferrioxamine.
authors.affiliation: School of Mathematical and Physical Sciences, Murdoch University, WA.
authors.forename: D R
authors.initials: DR
authors.lastname: Richardson
authors.forename: G T
authors.initials: GT
authors.lastname: Hefter
authors.forename: P M
authors.initials: PM
authors.lastname: May
authors.forename: J
authors.initials: J
authors.lastname: Webb
authors.forename: E
authors.initials: E
authors.lastname: Baker
mesh_terms: D002118:Calcium / Q000378:metabolism; D015913:Chelation Therapy; D055598:Chemical Phenomena; D002621:Chemistry; D006801:Humans; D007502:Iron Chelating Agents / Q000145:classification / Q000378:metabolism* / Q000627:therapeutic use; D007538:Isoniazid / Q000031:analogs & derivatives / Q000378:metabolism / Q000627:therapeutic use; D008024:Ligands; D008274:Magnesium / Q000378:metabolism; D011730:Pyridoxal / Q000031:analogs & derivatives / Q000378:metabolism / Q000627:therapeutic use; D015032:Zinc / Q000378:metabolism
chemical_list: D007502:Iron Chelating Agents; D008024:Ligands; D011730:Pyridoxal; C021079:pyridoxal isonicotinoyl hydrazone; D008274:Magnesium; D015032:Zinc; D002118:Calcium; D007538:Isoniazid