Redox-active cationic organoiron complex: a promising lead structure for developing antimicrobial agents with activity against Gram-positive pathogens including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecium

被引:14
作者
Abd-El-Aziz, Alaa S. [1 ]
Agatemor, Christian [1 ]
Etkin, Nola [1 ]
Overy, David P. [1 ,2 ]
Kerr, Russell G. [1 ,3 ]
机构
[1] Univ Prince Edward Isl, Dept Chem, Charlottetown, PE C1A 4P3, Canada
[2] Univ Prince Edward Isl, Dept Pathol & Microbiol, Atlantic Vet Coll, Charlottetown, PE C1A 4P3, Canada
[3] Univ Prince Edward Isl, Dept Biomed Sci, Atlantic Vet Coll, Charlottetown, PE C1A 4P3, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
ORGANOMETALLIC COMPOUNDS; TRANSITION-METALS; DIENYL COMPLEXES; ETA-5-CYCLOPENTADIENYLIRON HEXAFLUOROPHOSPHATES; FERROQUINE; HYDRIDE; ANTIBIOTICS; TEMPERATURE; ACTIVATION; CHEMISTRY;
D O I
10.1039/c5ra16613f
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
We report a new class of antimicrobial agent, a redox-active, cationic organometallic, eta(6)-arene-eta(5)-cyclopentadienyliron(II) complex, with activity against Gram-positive bacteria including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecium. Structure-property relationship investigations revealed that the antimicrobial activity against these pathogens, especially methicillin-resistant Staphylococcus aureus, is tunable. The ability of this new class of antimicrobial agent to induce cellular oxidative stress was confirmed using dichlorodihydrofluorescein assay. We attributed the induction of oxidative stress as a mechanism that contributes to the overall antimicrobial activity of these compounds. Generally, this antimicrobial agent was non-toxic to BJ fibroblast cell lines at <= 28 mu g mL(-1). The eta(6)-arene-eta(5)-cyclopentadienyliron(II) complex represents a potential lead structure for the development of topical antimicrobial therapeutics to combat resistant strains of Gram-positive bacteria.
引用
收藏
页码:86421 / 86427
页数:7
相关论文
共 46 条
[1]
Toward a New Family of Bifunctional Organoiron Dendrimers: Facile Synthesis, Redox, and Photophysical Fingerprints [J].
Abd-El-Aziz, Alaa S. ;
Agatemor, Christian ;
Etkin, Nola ;
Bissessur, Rabin .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2015, 216 (04) :369-379
[2]
Macromolecules containing redox-active neutral and cationic iron complexes [J].
Abd-El-Aziz, AS ;
Todd, EK ;
Okasha, RM ;
Shipman, PO ;
Wood, TE .
MACROMOLECULES, 2005, 38 (23) :9411-9419
[3]
SOLVENT AND TEMPERATURE EFFECTS ON THE ELECTROCHEMICAL REDUCTION OF SOME ETA-5-CYCLOPENTADIENYLIRON HEXAFLUOROPHOSPHATES OF ETA-6-POLYCYCLIC AND ETA-6-HETEROCYCLIC COMPLEXES [J].
ABDELAZIZ, AS ;
WINKLER, K ;
BARANSKI, AS .
INORGANICA CHIMICA ACTA, 1992, 194 (02) :207-212
[4]
ELECTROCHEMICAL STUDIES OF ETA-5-CYCLOPENTADIENYLIRON HEXAFLUOROPHOSPHATES OF ETA-6-SUBSTITUTED ARENES AND ETA-6-HETEROCYCLES [J].
ABDELAZIZ, AS ;
BARANSKI, AS ;
PIORKO, A ;
SUTHERLAND, RG .
INORGANICA CHIMICA ACTA, 1988, 147 (01) :77-85
[5]
Effect of ligand structure, solvent, and temperature on the electrochemical behavior of polyarene-iron complexes [J].
AbdElAziz, AS ;
deDenus, CR ;
Epp, KM ;
Smith, S ;
Jaeger, RJ ;
Pierce, DT .
CANADIAN JOURNAL OF CHEMISTRY, 1996, 74 (05) :650-657
[6]
Protective role of curcumin in nephrotoxic oxidative damage induced by vancomycin in rats [J].
Ahmida, Mohamed H. S. .
EXPERIMENTAL AND TOXICOLOGIC PATHOLOGY, 2012, 64 (03) :149-153
[7]
Highly active antibacterial ferrocenoylated or ruthenocenoylated Arg-Trp peptides can be discovered by an L-to-D substitution scan [J].
Albada, H. Bauke ;
Prochnow, Pascal ;
Bobersky, Sandra ;
Bandow, Julia E. ;
Metzler-Nolte, Nils .
CHEMICAL SCIENCE, 2014, 5 (11) :4453-4459
[8]
ORGANO-METALLIC ELECTRON RESERVOIRS .5. A NOVEL MODE OF C-H ACTIVATION USING DIOXYGEN VIA SUPEROXIDE RADICAL-ANION IN SOLUTION AND IN THE SOLID-STATE WITH C5R5FEIC6R' 6 - SUBSEQUENT BOND FORMATION WITH C, SI, P, MN, FE, CR, MO, AND HALOGENS [J].
ASTRUC, D ;
HAMON, JR ;
ROMAN, E ;
MICHAUD, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (25) :7502-7514
[9]
On the Redox Chemistry of Ferrocenes and Other Iron Sandwich Complexes and Its Applications [J].
Astruc, Didier ;
Ruiz, Jaime .
JOURNAL OF INORGANIC AND ORGANOMETALLIC POLYMERS AND MATERIALS, 2015, 25 (03) :330-338
[10]
THE ANTIMALARIAL FERROQUINE: FROM BENCH TO CLINIC [J].
Biot, C. ;
Nosten, F. ;
Fraisse, L. ;
Ter-Minassian, D. ;
Khalife, J. ;
Dive, D. .
PARASITE, 2011, 18 (03) :207-214