Iron chelators of the pyridoxal isonicotinoyl hydrazone class Part I. Ionisation characteristics of the ligands and their relevance to biological properties

D.R. Richardson; L.M. Wis Vitolo; G.T. Hefter; P.M. May; B.W. Clare; J. Webb; P. Wilairat

doi:10.1016/S0020-1693(00)80471-5

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Iron chelators of the pyridoxal isonicotinoyl hydrazone class Part I. Ionisation characteristics of the ligands and their relevance to biological properties

Journal article

Peer reviewed

Iron chelators of the pyridoxal isonicotinoyl hydrazone class Part I. Ionisation characteristics of the ligands and their relevance to biological properties

D.R. Richardson, L.M. Wis Vitolo, G.T. Hefter, P.M. May, B.W. Clare, J. Webb and P. Wilairat

Inorganica Chimica Acta, Vol.170(2), pp.165-170

1990

DOI: https://doi.org/10.1016/S0020-1693(00)80471-5

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Abstract

The orally effective iron chelator, pyridoxal isonicotinoyl hydrazone (PIH), and five analogues, pyridoxal benzoyl hydrazone (PBH), pyridoxal p-methoxybenzoyl hydrazone ((PpMBH), pyridoxal m-fluorobenzoyl hydrazone (PmFBH), 3-hydroxy- isonicotinaldehyde isonicotinoyl hydrazone (IIH) and salicylaldehyde isonicotinoyl hydrazone (SIH) were synthesised and characterised and their acid dissociation constants measured by glass electrode potentiometry and UV—Vis spectrophotometry. Analysis of the data showed that at physiological pH all of the ligands are predominantly (av. 80%) in the form of the neutral molecule, allowing passage through cell membranes and access to intracellular iron pools. The results are discussed in the context of the development of an orally effective iron chelator for clinical use.

Details

Title: Iron chelators of the pyridoxal isonicotinoyl hydrazone class Part I. Ionisation characteristics of the ligands and their relevance to biological properties
Authors/Creators: D.R. Richardson (Author/Creator) - Murdoch University
L.M. Wis Vitolo (Author/Creator)
G.T. Hefter (Author/Creator) - Murdoch University
P.M. May (Author/Creator) - Murdoch University
B.W. Clare (Author/Creator) - Murdoch University
J. Webb (Author/Creator) - Murdoch University
P. Wilairat (Author/Creator) - Mahidol University
Publication Details: Inorganica Chimica Acta, Vol.170(2), pp.165-170
Publisher: Elsevier BV
Identifiers: 991005540015907891
Copyright: © 1990 Published by Elsevier B.V.
Murdoch Affiliation: School of Mathematical and Physical Sciences
Language: English
Resource Type: Journal article

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Collaboration types: Domestic collaboration; International collaboration
Citation topics: 1 Clinical & Life Sciences; 1.184 Physiology & Metals; 1.184.573 Iron Metabolism
Web Of Science research areas: Chemistry, Inorganic & Nuclear
ESI research areas: Chemistry