Silver(I) complexes with phthalazine and quinazoline as effective agents against pathogenic Pseudomonas aeruginosa strains
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Glišić, Biljana Đ.Šenerović, Lidija
Comba, Peter
Wadepohl, Hubert
Veselinović, Aleksandar
Milivojević, Dušan R.
Đuran, Miloš I.
Nikodinović-Runić, Jasmina
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Five silver(I) complexes with aromatic nitrogen-containing heterocycles, phthalazine (phtz) and quinazoline (qz), were synthesized, characterized and analyzed by single-crystal X-ray diffraction analysis. Although different AgX salts reacted with phtz, only dinuclear silver(I) complexes of the general formula {[Ag(X-O)(phtz-N)](2)(mu-phtz-N,N')(2)} were formed, X = NO3- (1), CF3SO3- (2) and ClO4- (3). However, reactions of qz with an equimolar amount of AgCF3SO3 and AgBF4 resulted in the formation of polynuclear complexes, {[Ag(CF3SO3-O)(qz-N)](2)}(n) (4) and {[Ag(qz-N)][BF4]}(n) (5). Complexes 1-5 were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound and nosocomial infections. The obtained results indicate that all tested silver(I) complexes have good antibacterial activity with MIC (minimum inhibitory concentration) values in the range from 2.9 to 48.0 mu M against the investigated strains. Amo...ng the investigated strains, these complexes were particularly efficient against pathogenic Pseudomonas aeruginosa (MIC = 2.9-29 mu M) and had a marked ability to disrupt clinically relevant biofilms of strains with high inherent resistance to antibiotics. On the other hand, their activity against the fungus Candida albicans was moderate. In order to determine the therapeutic potential of silver(I) complexes 1-5, their antiproliferative effect on the human lung fibroblastic cell line MRC5, has been also evaluated. The binding of complexes 1-5 to the genomic DNA of P. aeruginosa was demonstrated by gel electrophoresis techniques and well supported by molecular docking into the DNA minor groove. All investigated complexes showed an improved cytotoxicity profile in comparison to the clinically used AgNO3. (C) 2015 Elsevier Inc. All rights reserved.
Keywords:
Silver(I) complexes / Structural characterization / Antibacterial activity / Pseudomonas aeruginosa / BiofilmSource:
Journal of Inorganic Biochemistry, 2016, 155, 115-128Publisher:
- Elsevier Science Inc, New York
DOI: 10.1016/j.jinorgbio.2015.11.026
ISSN: 0162-0134
PubMed: 26687023
WoS: 000369043500014
Scopus: 2-s2.0-84950105630
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Inovacioni centar / Innovation CentreTY - JOUR AU - Glišić, Biljana Đ. AU - Šenerović, Lidija AU - Comba, Peter AU - Wadepohl, Hubert AU - Veselinović, Aleksandar AU - Milivojević, Dušan R. AU - Đuran, Miloš I. AU - Nikodinović-Runić, Jasmina PY - 2016 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1964 AB - Five silver(I) complexes with aromatic nitrogen-containing heterocycles, phthalazine (phtz) and quinazoline (qz), were synthesized, characterized and analyzed by single-crystal X-ray diffraction analysis. Although different AgX salts reacted with phtz, only dinuclear silver(I) complexes of the general formula {[Ag(X-O)(phtz-N)](2)(mu-phtz-N,N')(2)} were formed, X = NO3- (1), CF3SO3- (2) and ClO4- (3). However, reactions of qz with an equimolar amount of AgCF3SO3 and AgBF4 resulted in the formation of polynuclear complexes, {[Ag(CF3SO3-O)(qz-N)](2)}(n) (4) and {[Ag(qz-N)][BF4]}(n) (5). Complexes 1-5 were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound and nosocomial infections. The obtained results indicate that all tested silver(I) complexes have good antibacterial activity with MIC (minimum inhibitory concentration) values in the range from 2.9 to 48.0 mu M against the investigated strains. Among the investigated strains, these complexes were particularly efficient against pathogenic Pseudomonas aeruginosa (MIC = 2.9-29 mu M) and had a marked ability to disrupt clinically relevant biofilms of strains with high inherent resistance to antibiotics. On the other hand, their activity against the fungus Candida albicans was moderate. In order to determine the therapeutic potential of silver(I) complexes 1-5, their antiproliferative effect on the human lung fibroblastic cell line MRC5, has been also evaluated. The binding of complexes 1-5 to the genomic DNA of P. aeruginosa was demonstrated by gel electrophoresis techniques and well supported by molecular docking into the DNA minor groove. All investigated complexes showed an improved cytotoxicity profile in comparison to the clinically used AgNO3. (C) 2015 Elsevier Inc. All rights reserved. PB - Elsevier Science Inc, New York T2 - Journal of Inorganic Biochemistry T1 - Silver(I) complexes with phthalazine and quinazoline as effective agents against pathogenic Pseudomonas aeruginosa strains VL - 155 SP - 115 EP - 128 DO - 10.1016/j.jinorgbio.2015.11.026 ER -
@article{ author = "Glišić, Biljana Đ. and Šenerović, Lidija and Comba, Peter and Wadepohl, Hubert and Veselinović, Aleksandar and Milivojević, Dušan R. and Đuran, Miloš I. and Nikodinović-Runić, Jasmina", year = "2016", abstract = "Five silver(I) complexes with aromatic nitrogen-containing heterocycles, phthalazine (phtz) and quinazoline (qz), were synthesized, characterized and analyzed by single-crystal X-ray diffraction analysis. Although different AgX salts reacted with phtz, only dinuclear silver(I) complexes of the general formula {[Ag(X-O)(phtz-N)](2)(mu-phtz-N,N')(2)} were formed, X = NO3- (1), CF3SO3- (2) and ClO4- (3). However, reactions of qz with an equimolar amount of AgCF3SO3 and AgBF4 resulted in the formation of polynuclear complexes, {[Ag(CF3SO3-O)(qz-N)](2)}(n) (4) and {[Ag(qz-N)][BF4]}(n) (5). Complexes 1-5 were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound and nosocomial infections. The obtained results indicate that all tested silver(I) complexes have good antibacterial activity with MIC (minimum inhibitory concentration) values in the range from 2.9 to 48.0 mu M against the investigated strains. Among the investigated strains, these complexes were particularly efficient against pathogenic Pseudomonas aeruginosa (MIC = 2.9-29 mu M) and had a marked ability to disrupt clinically relevant biofilms of strains with high inherent resistance to antibiotics. On the other hand, their activity against the fungus Candida albicans was moderate. In order to determine the therapeutic potential of silver(I) complexes 1-5, their antiproliferative effect on the human lung fibroblastic cell line MRC5, has been also evaluated. The binding of complexes 1-5 to the genomic DNA of P. aeruginosa was demonstrated by gel electrophoresis techniques and well supported by molecular docking into the DNA minor groove. All investigated complexes showed an improved cytotoxicity profile in comparison to the clinically used AgNO3. (C) 2015 Elsevier Inc. All rights reserved.", publisher = "Elsevier Science Inc, New York", journal = "Journal of Inorganic Biochemistry", title = "Silver(I) complexes with phthalazine and quinazoline as effective agents against pathogenic Pseudomonas aeruginosa strains", volume = "155", pages = "115-128", doi = "10.1016/j.jinorgbio.2015.11.026" }
Glišić, B. Đ., Šenerović, L., Comba, P., Wadepohl, H., Veselinović, A., Milivojević, D. R., Đuran, M. I.,& Nikodinović-Runić, J.. (2016). Silver(I) complexes with phthalazine and quinazoline as effective agents against pathogenic Pseudomonas aeruginosa strains. in Journal of Inorganic Biochemistry Elsevier Science Inc, New York., 155, 115-128. https://doi.org/10.1016/j.jinorgbio.2015.11.026
Glišić BĐ, Šenerović L, Comba P, Wadepohl H, Veselinović A, Milivojević DR, Đuran MI, Nikodinović-Runić J. Silver(I) complexes with phthalazine and quinazoline as effective agents against pathogenic Pseudomonas aeruginosa strains. in Journal of Inorganic Biochemistry. 2016;155:115-128. doi:10.1016/j.jinorgbio.2015.11.026 .
Glišić, Biljana Đ., Šenerović, Lidija, Comba, Peter, Wadepohl, Hubert, Veselinović, Aleksandar, Milivojević, Dušan R., Đuran, Miloš I., Nikodinović-Runić, Jasmina, "Silver(I) complexes with phthalazine and quinazoline as effective agents against pathogenic Pseudomonas aeruginosa strains" in Journal of Inorganic Biochemistry, 155 (2016):115-128, https://doi.org/10.1016/j.jinorgbio.2015.11.026 . .