Tailoring copper(II) complexes with pyridine-4,5-dicarboxylate esters for anti-Candida activity
Autori
Andrejević, Tina P.Aleksić, Ivana
Pockaj, Marta
Kljun, Jakob
Milivojević, Dušan
Stevanović, Nevena Lj.
Nikodinović-Runić, Jasmina
Turel, Iztok
Djuran, Milos
Glišić, Biljana
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Five novel copper(ii) complexes with pyridine-4,5-dicarboxylate esters as ligands, [Cu(NO3)(py-2tz)(H2O)(3)]NO3 (1), [Cu(NO3)(2)(py-2metz)(H2O)] (2), [Cu(NO3)(2)(py-2py)(H2O)]center dot H2O (3), [CuCl2(py-2tz)](2) (4) and [CuCl2(py-2metz)](n) (5) (py-2tz is dimethyl 2-(thiazol-2-yl)pyridine-4,5-dicarboxylate, py-2metz is dimethyl 2-(4-methylthiazol-2-yl)pyridine-4,5-dicarboxylate and py-2py is dimethyl 2,2 '-bipyridine-4,5-dicarboxylate), were synthesized and structurally characterized by different spectroscopic and electrochemical methods. The structure of these complexes was determined by single-crystal X-ray diffraction analysis, confirming the bidentate coordination mode of the corresponding pyridine-4,5-dicarboxylate ester to the Cu(ii) ion through the nitrogen atoms. The antimicrobial potential of copper(ii) complexes 1-5 was assessed against two bacterial and two Candida species. These complexes showed better growth inhibiting activity against Candida spp. with respect to the te...sted bacterial species, also being moderately toxic towards normal human lung fibroblast cells (MRC-5). Complexes 1 and 4 showed the greatest ability to inhibit the filamentation of C. albicans, which is an important process during fungal infection, and these two complexes efficiently inhibited the biofilm formation of C. albicans at subinhibitory concentrations. Complex 4 also successfully prevented the adhesion of C. albicans in an in vitro epithelial cell model. The mechanism of the antifungal activity of copper(ii) complexes 1-5 was studied through their interaction with ct-DNA, as one of the possible target biomolecules, by fluorescence spectroscopy and gel electrophoresis. Finally, the ability of these complexes to bind to bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy.
Izvor:
Dalton Transactions, 2021, 50, 7, 2627-2638Izdavač:
- Royal Soc Chemistry, Cambridge
Finansiranje / projekti:
- Slovenian Research Agency [P1-0175]
- Serbian Academy of Sciences and Arts under strategic projects programme [01-2019-F65, F128]
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200042 (Univerzitet u Beogradu, Institut za molekularnu genetiku i genetičko inženjerstvo) (RS-MESTD-inst-2020-200042)
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200122 (Univerzitet u Kragujevcu, Prirodno-matematički fakultet) (RS-MESTD-inst-2020-200122)
DOI: 10.1039/d0dt04061d
ISSN: 1477-9226
PubMed: 33523054
WoS: 000620728700030
Scopus: 2-s2.0-85101649214
Institucija/grupa
Institut za molekularnu genetiku i genetičko inženjerstvoTY - JOUR AU - Andrejević, Tina P. AU - Aleksić, Ivana AU - Pockaj, Marta AU - Kljun, Jakob AU - Milivojević, Dušan AU - Stevanović, Nevena Lj. AU - Nikodinović-Runić, Jasmina AU - Turel, Iztok AU - Djuran, Milos AU - Glišić, Biljana PY - 2021 UR - https://imagine.imgge.bg.ac.rs/handle/123456789/1492 AB - Five novel copper(ii) complexes with pyridine-4,5-dicarboxylate esters as ligands, [Cu(NO3)(py-2tz)(H2O)(3)]NO3 (1), [Cu(NO3)(2)(py-2metz)(H2O)] (2), [Cu(NO3)(2)(py-2py)(H2O)]center dot H2O (3), [CuCl2(py-2tz)](2) (4) and [CuCl2(py-2metz)](n) (5) (py-2tz is dimethyl 2-(thiazol-2-yl)pyridine-4,5-dicarboxylate, py-2metz is dimethyl 2-(4-methylthiazol-2-yl)pyridine-4,5-dicarboxylate and py-2py is dimethyl 2,2 '-bipyridine-4,5-dicarboxylate), were synthesized and structurally characterized by different spectroscopic and electrochemical methods. The structure of these complexes was determined by single-crystal X-ray diffraction analysis, confirming the bidentate coordination mode of the corresponding pyridine-4,5-dicarboxylate ester to the Cu(ii) ion through the nitrogen atoms. The antimicrobial potential of copper(ii) complexes 1-5 was assessed against two bacterial and two Candida species. These complexes showed better growth inhibiting activity against Candida spp. with respect to the tested bacterial species, also being moderately toxic towards normal human lung fibroblast cells (MRC-5). Complexes 1 and 4 showed the greatest ability to inhibit the filamentation of C. albicans, which is an important process during fungal infection, and these two complexes efficiently inhibited the biofilm formation of C. albicans at subinhibitory concentrations. Complex 4 also successfully prevented the adhesion of C. albicans in an in vitro epithelial cell model. The mechanism of the antifungal activity of copper(ii) complexes 1-5 was studied through their interaction with ct-DNA, as one of the possible target biomolecules, by fluorescence spectroscopy and gel electrophoresis. Finally, the ability of these complexes to bind to bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy. PB - Royal Soc Chemistry, Cambridge T2 - Dalton Transactions T1 - Tailoring copper(II) complexes with pyridine-4,5-dicarboxylate esters for anti-Candida activity EP - 2638 IS - 7 SP - 2627 VL - 50 DO - 10.1039/d0dt04061d ER -
@article{ author = "Andrejević, Tina P. and Aleksić, Ivana and Pockaj, Marta and Kljun, Jakob and Milivojević, Dušan and Stevanović, Nevena Lj. and Nikodinović-Runić, Jasmina and Turel, Iztok and Djuran, Milos and Glišić, Biljana", year = "2021", abstract = "Five novel copper(ii) complexes with pyridine-4,5-dicarboxylate esters as ligands, [Cu(NO3)(py-2tz)(H2O)(3)]NO3 (1), [Cu(NO3)(2)(py-2metz)(H2O)] (2), [Cu(NO3)(2)(py-2py)(H2O)]center dot H2O (3), [CuCl2(py-2tz)](2) (4) and [CuCl2(py-2metz)](n) (5) (py-2tz is dimethyl 2-(thiazol-2-yl)pyridine-4,5-dicarboxylate, py-2metz is dimethyl 2-(4-methylthiazol-2-yl)pyridine-4,5-dicarboxylate and py-2py is dimethyl 2,2 '-bipyridine-4,5-dicarboxylate), were synthesized and structurally characterized by different spectroscopic and electrochemical methods. The structure of these complexes was determined by single-crystal X-ray diffraction analysis, confirming the bidentate coordination mode of the corresponding pyridine-4,5-dicarboxylate ester to the Cu(ii) ion through the nitrogen atoms. The antimicrobial potential of copper(ii) complexes 1-5 was assessed against two bacterial and two Candida species. These complexes showed better growth inhibiting activity against Candida spp. with respect to the tested bacterial species, also being moderately toxic towards normal human lung fibroblast cells (MRC-5). Complexes 1 and 4 showed the greatest ability to inhibit the filamentation of C. albicans, which is an important process during fungal infection, and these two complexes efficiently inhibited the biofilm formation of C. albicans at subinhibitory concentrations. Complex 4 also successfully prevented the adhesion of C. albicans in an in vitro epithelial cell model. The mechanism of the antifungal activity of copper(ii) complexes 1-5 was studied through their interaction with ct-DNA, as one of the possible target biomolecules, by fluorescence spectroscopy and gel electrophoresis. Finally, the ability of these complexes to bind to bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy.", publisher = "Royal Soc Chemistry, Cambridge", journal = "Dalton Transactions", title = "Tailoring copper(II) complexes with pyridine-4,5-dicarboxylate esters for anti-Candida activity", pages = "2638-2627", number = "7", volume = "50", doi = "10.1039/d0dt04061d" }
Andrejević, T. P., Aleksić, I., Pockaj, M., Kljun, J., Milivojević, D., Stevanović, N. Lj., Nikodinović-Runić, J., Turel, I., Djuran, M.,& Glišić, B.. (2021). Tailoring copper(II) complexes with pyridine-4,5-dicarboxylate esters for anti-Candida activity. in Dalton Transactions Royal Soc Chemistry, Cambridge., 50(7), 2627-2638. https://doi.org/10.1039/d0dt04061d
Andrejević TP, Aleksić I, Pockaj M, Kljun J, Milivojević D, Stevanović NL, Nikodinović-Runić J, Turel I, Djuran M, Glišić B. Tailoring copper(II) complexes with pyridine-4,5-dicarboxylate esters for anti-Candida activity. in Dalton Transactions. 2021;50(7):2627-2638. doi:10.1039/d0dt04061d .
Andrejević, Tina P., Aleksić, Ivana, Pockaj, Marta, Kljun, Jakob, Milivojević, Dušan, Stevanović, Nevena Lj., Nikodinović-Runić, Jasmina, Turel, Iztok, Djuran, Milos, Glišić, Biljana, "Tailoring copper(II) complexes with pyridine-4,5-dicarboxylate esters for anti-Candida activity" in Dalton Transactions, 50, no. 7 (2021):2627-2638, https://doi.org/10.1039/d0dt04061d . .