Partition coefficients of the iron (III) complexes of pyridoxal isonicotinoyl hydrazone and its analogs and the correlation to iron chelation efficacy. Correction of some reported partition coefficients
Jt. Edward, Partition coefficients of the iron (III) complexes of pyridoxal isonicotinoyl hydrazone and its analogs and the correlation to iron chelation efficacy. Correction of some reported partition coefficients, BIOMETALS, 11(3), 1998, pp. 203-205
Pyridoxal isonicotinoyl hydrazone (PIH), salicylaldehyde benzoyl hydrazone
(SBH), and their analogs chelate iron(III) and show promise as orally effec
tive drugs for treating diseases of iron overload. Their biological activit
y is related to their lipophilicity, as measured by their partition coeffic
ients P between n-octanol and water. However, the method of calculating log
P described in an article in this journal (Edward et al, 1995; BioMetals,
8, 209-217) is faulty for compounds such as PM, SBH and their analogs which
contain adjacent hydrophilic groups. Consequently, the calculations report
ed in the article, based on erroneous log P values of the chelating molecul
es, give erroneous log P values of the iron(III) complexes, The chelators m
ost effective in mobilizing Fe-59 from reticulocytes have log P approximate
to 2.8, not log P approximate to 0 and the iron(III) complexes of the most
effective chelators have log P approximate to 3.1, not log P approximate t
o 0.