Synthesis, iron(III)-binding affinity and in vitro evaluation of 3-hydroxypyridin-4-one hexadentate ligands as potential antimicrobial agents

Bo Xu; Xiao-Le Kong; Tao Zhou; Di-Hong Qiu; Yu-Lin Chen; Mu-Song Liu; Rong-Hua Yang; Robert C Hider

doi:10.1016/j.bmcl.2011.08.097

Synthesis, iron(III)-binding affinity and in vitro evaluation of 3-hydroxypyridin-4-one hexadentate ligands as potential antimicrobial agents

Bioorg Med Chem Lett. 2011 Nov 1;21(21):6376-80. doi: 10.1016/j.bmcl.2011.08.097. Epub 2011 Aug 28.

Authors

Bo Xu¹, Xiao-Le Kong, Tao Zhou, Di-Hong Qiu, Yu-Lin Chen, Mu-Song Liu, Rong-Hua Yang, Robert C Hider

Affiliation

¹ School of Food Science and Biotechnology, Zhejiang Gongshang University, Hangzhou, Zhejiang 310012, PR China.

PMID: 21937227
DOI: 10.1016/j.bmcl.2011.08.097

Abstract

Iron is a critical element for the survival of bacteria. We have designed and synthesized two novel 3-hydroxypyridin-4-one hexadentate ligands with high affinity for iron(III), which disrupt bacterial iron absorption. Biological studies demonstrate that these two chelators have significant inhibitory effect against both Gram-positive and Gram-negative bacteria, and therefore have potential as antimicrobial agents.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Anti-Bacterial Agents / metabolism*
Anti-Bacterial Agents / pharmacology
Gram-Negative Bacteria / drug effects
Gram-Positive Bacteria / drug effects
In Vitro Techniques
Iron / metabolism*
Ligands
Microbial Sensitivity Tests
Models, Molecular
Molecular Dynamics Simulation
Pyridines / metabolism*
Pyridines / pharmacology
Spectrophotometry, Ultraviolet

Substances

Anti-Bacterial Agents
Ligands
Pyridines
hexadentate 3-hydroxypyridin-4-one
Iron