Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J
Authors
Andrejević, TinaAleksić, Ivana
Kljun, Jakob
Počkaj, Marta
Zlatar, Matija
Vojnović, Sandra
Nikodinović-Runić, Jasmina
Turel, Iztok
Djuran, Miloš
Glišić, Biljana
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Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz) was used as a ligand for the synthesis of new copper(II) and silver(I) complexes, [CuCl2(py-2pz)]2 (1), [Cu(CF3SO3)(H2O)(py-2pz)2]CF3SO3·2H2O (2), [Ag(py-2pz)2]PF6 (3) and {[Ag(NO3)(py-2pz)]·0.5H2O}n (4). The complexes were characterized by spectroscopic and electrochemical methods, while their structures were determined by single crystal X-ray diffraction analysis. The X-ray analysis revealed the bidentate coordination mode of py-2pz to the corresponding metal ion via its pyridine and pyrazine nitrogen atoms in all complexes, while in polynuclear complex 4, the heterocyclic pyrazine ring of one py-2pz additionally behaves as a bridging ligand between two Ag(I) ions. DFT calculations were performed to elucidate the structures of the investigated complexes in solution. The antimicrobial potential of the complexes 1–4 was evaluated against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two Candida (C. alb...icans and C. parapsilosis) species. Silver(I) complexes 3 and 4 have shown good antibacterial and antifungal properties with minimal inhibitory concentration (MIC) values ranging from 4.9 to 39.0 μM (3.9–31.2 μg mL−1). All complexes inhibited the filamentation of C. albicans and hyphae formation, while silver(I) complexes 3 and 4 had also the ability to inhibit the biofilm formation process of this fungus. The binding affinity of the complexes 1–4 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy to clarify the mode of their antimicrobial activity. Catechol oxidase biomimetic catalytic activity of copper(II) complexes 1 and 2 was additionally investigated by using 3,5-di-tert-butylcatechol (3,5-DTBC) and o-aminophenol (OAP) as substrates.
Keywords:
Copper(II) complexes / Silver(I) complexes / Nitrogen-containing heterocycles / Antimicrobial activity / DNA/BSA interaction / Catalytic activitySource:
RSC Advances, 2023, 13, 7, 4376-4393Publisher:
- Royal Society of Chemistry
Funding / projects:
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM) (RS-MESTD-inst-2020-200026)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200042 (University of Belgrade, Institute of Molecular Genetics and Genetic Engineering) (RS-MESTD-inst-2020-200042)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200122 (University of Kragujevac, Faculty of Science) (RS-MESTD-inst-2020-200122)
- Slovenian Research Agency (grant P1-0175). The EN/ FIST Centre of Excellence, Trg OF 13, SI-1000 Ljubljana, Slovenia, is acknowledged for the use of the SuperNova diffractometer.
- This research has also received funding from the Serbian Academy of Sciences and Arts under project No. F128. MZ acknowledges the support of the Science Fund of the Republic of Serbia for the computational part of this work (project #7750288, Tailoring Molecular Magnets and Catalysts Based on Transition Metal Complexes – TMMagCat).
Note:
- Published version: https://imagine.imgge.bg.ac.rs/handle/123456789/1789
Related info:
- Referenced by
https://doi.org/10.1039/D2RA07401J - Referenced by
https://imagine.imgge.bg.ac.rs/handle/123456789/1789
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Institut za molekularnu genetiku i genetičko inženjerstvoTY - DATA AU - Andrejević, Tina AU - Aleksić, Ivana AU - Kljun, Jakob AU - Počkaj, Marta AU - Zlatar, Matija AU - Vojnović, Sandra AU - Nikodinović-Runić, Jasmina AU - Turel, Iztok AU - Djuran, Miloš AU - Glišić, Biljana PY - 2023 UR - https://imagine.imgge.bg.ac.rs/handle/123456789/1791 AB - Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz) was used as a ligand for the synthesis of new copper(II) and silver(I) complexes, [CuCl2(py-2pz)]2 (1), [Cu(CF3SO3)(H2O)(py-2pz)2]CF3SO3·2H2O (2), [Ag(py-2pz)2]PF6 (3) and {[Ag(NO3)(py-2pz)]·0.5H2O}n (4). The complexes were characterized by spectroscopic and electrochemical methods, while their structures were determined by single crystal X-ray diffraction analysis. The X-ray analysis revealed the bidentate coordination mode of py-2pz to the corresponding metal ion via its pyridine and pyrazine nitrogen atoms in all complexes, while in polynuclear complex 4, the heterocyclic pyrazine ring of one py-2pz additionally behaves as a bridging ligand between two Ag(I) ions. DFT calculations were performed to elucidate the structures of the investigated complexes in solution. The antimicrobial potential of the complexes 1–4 was evaluated against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two Candida (C. albicans and C. parapsilosis) species. Silver(I) complexes 3 and 4 have shown good antibacterial and antifungal properties with minimal inhibitory concentration (MIC) values ranging from 4.9 to 39.0 μM (3.9–31.2 μg mL−1). All complexes inhibited the filamentation of C. albicans and hyphae formation, while silver(I) complexes 3 and 4 had also the ability to inhibit the biofilm formation process of this fungus. The binding affinity of the complexes 1–4 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy to clarify the mode of their antimicrobial activity. Catechol oxidase biomimetic catalytic activity of copper(II) complexes 1 and 2 was additionally investigated by using 3,5-di-tert-butylcatechol (3,5-DTBC) and o-aminophenol (OAP) as substrates. PB - Royal Society of Chemistry T2 - RSC Advances T2 - RSC Advances T1 - Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J EP - 4393 IS - 7 SP - 4376 VL - 13 DO - 10.1039/D2RA07401J ER -
@misc{ author = "Andrejević, Tina and Aleksić, Ivana and Kljun, Jakob and Počkaj, Marta and Zlatar, Matija and Vojnović, Sandra and Nikodinović-Runić, Jasmina and Turel, Iztok and Djuran, Miloš and Glišić, Biljana", year = "2023", abstract = "Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz) was used as a ligand for the synthesis of new copper(II) and silver(I) complexes, [CuCl2(py-2pz)]2 (1), [Cu(CF3SO3)(H2O)(py-2pz)2]CF3SO3·2H2O (2), [Ag(py-2pz)2]PF6 (3) and {[Ag(NO3)(py-2pz)]·0.5H2O}n (4). The complexes were characterized by spectroscopic and electrochemical methods, while their structures were determined by single crystal X-ray diffraction analysis. The X-ray analysis revealed the bidentate coordination mode of py-2pz to the corresponding metal ion via its pyridine and pyrazine nitrogen atoms in all complexes, while in polynuclear complex 4, the heterocyclic pyrazine ring of one py-2pz additionally behaves as a bridging ligand between two Ag(I) ions. DFT calculations were performed to elucidate the structures of the investigated complexes in solution. The antimicrobial potential of the complexes 1–4 was evaluated against two bacterial (Pseudomonas aeruginosa and Staphylococcus aureus) and two Candida (C. albicans and C. parapsilosis) species. Silver(I) complexes 3 and 4 have shown good antibacterial and antifungal properties with minimal inhibitory concentration (MIC) values ranging from 4.9 to 39.0 μM (3.9–31.2 μg mL−1). All complexes inhibited the filamentation of C. albicans and hyphae formation, while silver(I) complexes 3 and 4 had also the ability to inhibit the biofilm formation process of this fungus. The binding affinity of the complexes 1–4 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy to clarify the mode of their antimicrobial activity. Catechol oxidase biomimetic catalytic activity of copper(II) complexes 1 and 2 was additionally investigated by using 3,5-di-tert-butylcatechol (3,5-DTBC) and o-aminophenol (OAP) as substrates.", publisher = "Royal Society of Chemistry", journal = "RSC Advances, RSC Advances", title = "Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J", pages = "4393-4376", number = "7", volume = "13", doi = "10.1039/D2RA07401J" }
Andrejević, T., Aleksić, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnović, S., Nikodinović-Runić, J., Turel, I., Djuran, M.,& Glišić, B.. (2023). Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J. in RSC Advances Royal Society of Chemistry., 13(7), 4376-4393. https://doi.org/10.1039/D2RA07401J
Andrejević T, Aleksić I, Kljun J, Počkaj M, Zlatar M, Vojnović S, Nikodinović-Runić J, Turel I, Djuran M, Glišić B. Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J. in RSC Advances. 2023;13(7):4376-4393. doi:10.1039/D2RA07401J .
Andrejević, Tina, Aleksić, Ivana, Kljun, Jakob, Počkaj, Marta, Zlatar, Matija, Vojnović, Sandra, Nikodinović-Runić, Jasmina, Turel, Iztok, Djuran, Miloš, Glišić, Biljana, "Supplementary data for article:Andrejević, T. P., Aleksic, I., Kljun, J., Počkaj, M., Zlatar, M., Vojnovic, S., Nikodinovic-Runic, J., Turel, I., Djuran, M. I., & Glišić, B. Đ. (2023). Copper(II) and silver(I) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): The influence of the metal ion on the antimicrobial potential of the complex. RSC Advances, 13(7), 4376–4393. https://doi.org/10.1039/D2RA07401J" in RSC Advances, 13, no. 7 (2023):4376-4393, https://doi.org/10.1039/D2RA07401J . .