Synthesis of novel Iron(III) chelators based on triaza macrocycle backbone and 1-hydroxy-2(H)-pyridin-2-one coordinating groups and their evaluation as antimicrobial agents

Workman, David, Hunter, Michael, Dover, Lynn and Tetard, David (2016) Synthesis of novel Iron(III) chelators based on triaza macrocycle backbone and 1-hydroxy-2(H)-pyridin-2-one coordinating groups and their evaluation as antimicrobial agents. Journal of Inorganic Biochemistry, 160. pp. 49-58. ISSN 0162-0134

[img]
Preview
Text (Article)
1-s2.0-S0162013416301039-main.pdf - Accepted Version
Available under License Creative Commons Attribution 4.0.

Download (1MB) | Preview
[img]
Preview
Text
1-s2.0-S0162013416301039-main.pdf - Published Version
Available under License Creative Commons Attribution 4.0.

Download (785kB) | Preview
Official URL: http://dx.doi.org/10.1016/j.jinorgbio.2016.04.018

Abstract

Several novel chelators based on 1-hydroxy-2(1H) pyridinone coordinating groups decorating a triaza macrocyclic backbone scaffold were synthesised as potential powerful Fe3 + chelators capable of competing with bacterial siderophores. In particular, a novel chloromethyl derivative of 1-hydroxy-2(1H)-pyridinone exploiting a novel protective group for this family of coordinating groups was developed. These are the first examples of hexadentate chelators based on 1-hydroxy 2(1H)-pyridinone to be shown to have a biostatic activity against a range of pathogenic bacteria. Their efficacy as biostatic agents was assessed revealing that minor variations in the structure of the chelator can affect efficacy profoundly. The minimal inhibitory concentrations of our best tested novel chelators approach or are comparable to those for 1,4,7-tris(3 hydroxy-6-methyl-2-pyridylmethyl)-1,4,7 triazacyclononane, the best Fe3 + chelator known to date. The retarding effect these chelators have on microbial growth suggests that they could have a potential application as a co-active alongside antibiotics in the fight against infections.

Item Type: Article
Uncontrolled Keywords: siderophore, chelator, biostatic agent, bacterial growth,Hydroxy-2(1H)-pyridinone
Subjects: A100 Pre-clinical Medicine
C700 Molecular Biology, Biophysics and Biochemistry
Department: Faculties > Health and Life Sciences > School of Life Sciences > Applied Sciences
Depositing User: Ellen Cole
Date Deposited: 09 May 2016 15:29
Last Modified: 06 Sep 2017 13:00
URI: http://nrl.northumbria.ac.uk/id/eprint/26767

Actions (login required)

View Item View Item

Downloads

Downloads per month over past year

View more statistics


Policies: NRL Policies | NRL University Deposit Policy | NRL Deposit Licence