Issue 9, 2015

Novel 3-hydroxypyridin-4-one hexadentate ligand-based polymeric iron chelator: synthesis, characterization and antimicrobial evaluation

Abstract

A novel 3-hydroxypyridin-4-one (HPO) hexadentate monomeric chelator 14 has been synthesized and incorporated into polymers by copolymerization with 2-hydroxyethyl acrylate (HEA), using azobisisobutyronitrile (AIBN) as an initiator. The monomeric chelator was found to possess very high affinity for iron(III), with the log stability constant of the iron complex (log K1) = 33.61 and pFe3+ = 30.37. The iron binding capacity and monomer recovery of the copolymers were determined using spectrophotometry. The in vitro antimicrobial activity of monomeric chelator 14 and polymeric chelator 16-4 against both Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis) and Gram-negative bacteria (Escherichia coli, Salmonella spp., and Pseudomonas aeruginosa) was evaluated by inhibition zone and minimum inhibitory concentration (MIC) assays, which demonstrated that both monomeric and polymeric chelators possess inhibitory activity. The polymeric chelators possess potential application for the treatment of wound infection.

Graphical abstract: Novel 3-hydroxypyridin-4-one hexadentate ligand-based polymeric iron chelator: synthesis, characterization and antimicrobial evaluation

Supplementary files

Article information

Article type
Concise Article
Submitted
20 Jun 2015
Accepted
17 Jul 2015
First published
20 Jul 2015

Med. Chem. Commun., 2015,6, 1620-1625

Novel 3-hydroxypyridin-4-one hexadentate ligand-based polymeric iron chelator: synthesis, characterization and antimicrobial evaluation

Y. Zhou, X. Kong, J. Li, Y. Ma, R. C. Hider and T. Zhou, Med. Chem. Commun., 2015, 6, 1620 DOI: 10.1039/C5MD00264H

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