NDLI: Copper(ii) complexes with aromatic nitrogen-containing heterocycles as effective inhibitors of quorum sensing activity in Pseudomonas aeruginosa

Content Provider	Royal Society of Chemistry (RSC)
Author	Ilic-Tomic, Tatjana Wadepohl, Hubert Nikodinovic-Runic, Jasmina Djuran, Miloš I. Glišić, Biljana Đ. Aleksic, Ivana Comba, Peter
Copyright Year	2016
Abstract	Five copper(II) complexes 1–5 with aromatic nitrogen-containing heterocycles, pyrimidine (pm, 1), pyrazine (pz, 2), quinazoline (qz, 3 and 4) and phthalazine (phtz, 5) have been synthesized and structurally characterized by spectroscopic and single-crystal X-ray diffraction techniques. The crystallographic results show that, dependent on the ligand structure, complexes 1–5 are of different nuclearity. The antimicrobial efficiency of complexes 1–5 has been evaluated against three clinically relevant microorganisms and none of the complexes showed significant growth inhibiting activity, with values of minimum inhibitory concentrations (MIC) in the mM range. Since in many bacteria, pathogenicity and virulence are regulated by intercellular communication processes, quorum sensing (QS), the effect of the copper(II) complexes on bacterial QS has also been examined. The results indicate that the investigated complexes inhibit violacein production in Chromobacterium violaceum CV026, suggesting an anti-QS activity. In order to differentiate, which of the QS pathways was affected by the copper(II) complexes, three biosensor strains were used: the PAO1 ΔrhlIpKD-rhlA and the PA14-R3ΔlasIPrsaI lux strain to directly measure the levels of C4-HSL (N-butanoyl-homoserine lactone) and 3OC12-HSL (N-3-oxo-dodecanoyl-homoserine lactone), respectively, and PAO1 ΔpqsA mini-CTX luxPpqsA for the detection of AHQs (2-alkyl-4-quinolones). Complexes 1–5 were shown to be efficient inhibitors of biofilm formation of the human opportunistic pathogen Pseudomonas aeruginosa PAO1, with the qz-containing complex 3 being the most active. Finally, the most anti-QS-active complexes 1 and 3 showed synergistic activity against a multi-drug resistant clinical isolate of P. aeruginosa, when supplied in combination with the known antibiotics piperacillin and ceftazidime.
Starting Page	86695
Ending Page	86709
Page Count	15
File Format	HTM / HTML PDF
ISSN	20462069
Volume Number	6
Issue Number	89
Journal	RSC Advances
DOI	10.1039/c6ra19902j
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Chromobacterium violaceum Opportunistic infection Quinolone Ligand Violacein aeruginosa Lactone Lux Pyrimidine X-ray crystallography Phthalazine Antibiotics Alkyl Pyrazine Biosensor Piperacillin Biofilm Bacteria Pseudomonas aeruginosa Quorum sensing Quinazoline Copper Ceftazidime
Content Type	Text
Resource Type	Article
Subject	Chemistry Chemical Engineering

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