Zinc(II) Complexes with Dimethyl 2,2′-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding Study

Two zinc(II) complexes with dimethyl 2,2′-bipyridine-4,5-dicarboxylate (py-2py) of the general formula [Zn(py-2py)X<sub>2</sub>], X = Cl<sup>−</sup> (<b>1</b>) and Br<sup>−</sup> (<b>2</b>) were synthesized and characterized by NMR, IR and...

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Main Authors: Tina P. Andrejević, Ivana Aleksic, Jakob Kljun, Bojana V. Pantović, Dusan Milivojevic, Sandra Vojnovic, Iztok Turel, Miloš I. Djuran, Biljana Đ. Glišić
Format: Article
Language:English
Published: MDPI AG 2022-05-01
Series:Inorganics
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Online Access:https://www.mdpi.com/2304-6740/10/6/71
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author Tina P. Andrejević
Ivana Aleksic
Jakob Kljun
Bojana V. Pantović
Dusan Milivojevic
Sandra Vojnovic
Iztok Turel
Miloš I. Djuran
Biljana Đ. Glišić
author_facet Tina P. Andrejević
Ivana Aleksic
Jakob Kljun
Bojana V. Pantović
Dusan Milivojevic
Sandra Vojnovic
Iztok Turel
Miloš I. Djuran
Biljana Đ. Glišić
author_sort Tina P. Andrejević
collection DOAJ
description Two zinc(II) complexes with dimethyl 2,2′-bipyridine-4,5-dicarboxylate (py-2py) of the general formula [Zn(py-2py)X<sub>2</sub>], X = Cl<sup>−</sup> (<b>1</b>) and Br<sup>−</sup> (<b>2</b>) were synthesized and characterized by NMR, IR and UV-Vis spectroscopy and single-crystal X-ray diffraction analysis. Complexes <b>1</b> and <b>2</b> are isostructural and adopt a slightly distorted tetrahedral geometry with values of tetrahedral indices τ<sub>4</sub> and τ’<sub>4</sub> in the range of 0.80–0.85. The complexes were evaluated for their in vitro antimicrobial activity against two bacterial (<i>Pseudomonas aeruginosa</i> and <i>Staphylococcus aureus</i>) and two fungal strains (<i>Candida albicans</i> and <i>Candida parapsilosis</i>), while their cytotoxicity was tested on the normal human lung fibroblast cell line (MRC-5) and the model organism <i>Caenorhabditis elegans</i>. Complex <b>1</b> showed moderate activity against both <i>Candida</i> strains. However, this complex was twofold more cytotoxic compared to complex <b>2</b>. The complexes tested had no effect on the survival rate of <i>C. elegans.</i> Complex <b>2</b> showed the ability to inhibit filamentation of <i>C. albicans</i>, while complex <b>1</b> was more effective than complex <b>2</b> in inhibiting biofilm formation. The interactions of complexes <b>1</b> and <b>2</b> with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) were studied to evaluate their binding affinity toward these biomolecules.
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spelling doaj.art-3db0664cfa7a4f1396928f2b640f64bd2023-11-23T17:10:24ZengMDPI AGInorganics2304-67402022-05-011067110.3390/inorganics10060071Zinc(II) Complexes with Dimethyl 2,2′-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding StudyTina P. Andrejević0Ivana Aleksic1Jakob Kljun2Bojana V. Pantović3Dusan Milivojevic4Sandra Vojnovic5Iztok Turel6Miloš I. Djuran7Biljana Đ. Glišić8Department of Chemistry, Faculty of Science, University of Kragujevac, R. Domanovića 12, 34000 Kragujevac, SerbiaInstitute of Molecular Genetics and Genetic Engineering, University of Belgrade, Vojvode Stepe 444a, 11042 Belgrade, SerbiaFaculty of Chemistry and Chemical Technology, University of Ljubljana, Večna Pot 113, SI-1000 Ljubljana, SloveniaDepartment of Chemistry, Faculty of Science, University of Kragujevac, R. Domanovića 12, 34000 Kragujevac, SerbiaInstitute of Molecular Genetics and Genetic Engineering, University of Belgrade, Vojvode Stepe 444a, 11042 Belgrade, SerbiaInstitute of Molecular Genetics and Genetic Engineering, University of Belgrade, Vojvode Stepe 444a, 11042 Belgrade, SerbiaFaculty of Chemistry and Chemical Technology, University of Ljubljana, Večna Pot 113, SI-1000 Ljubljana, SloveniaSerbian Academy of Sciences and Arts, Knez Mihailova 35, 11000 Belgrade, SerbiaDepartment of Chemistry, Faculty of Science, University of Kragujevac, R. Domanovića 12, 34000 Kragujevac, SerbiaTwo zinc(II) complexes with dimethyl 2,2′-bipyridine-4,5-dicarboxylate (py-2py) of the general formula [Zn(py-2py)X<sub>2</sub>], X = Cl<sup>−</sup> (<b>1</b>) and Br<sup>−</sup> (<b>2</b>) were synthesized and characterized by NMR, IR and UV-Vis spectroscopy and single-crystal X-ray diffraction analysis. Complexes <b>1</b> and <b>2</b> are isostructural and adopt a slightly distorted tetrahedral geometry with values of tetrahedral indices τ<sub>4</sub> and τ’<sub>4</sub> in the range of 0.80–0.85. The complexes were evaluated for their in vitro antimicrobial activity against two bacterial (<i>Pseudomonas aeruginosa</i> and <i>Staphylococcus aureus</i>) and two fungal strains (<i>Candida albicans</i> and <i>Candida parapsilosis</i>), while their cytotoxicity was tested on the normal human lung fibroblast cell line (MRC-5) and the model organism <i>Caenorhabditis elegans</i>. Complex <b>1</b> showed moderate activity against both <i>Candida</i> strains. However, this complex was twofold more cytotoxic compared to complex <b>2</b>. The complexes tested had no effect on the survival rate of <i>C. elegans.</i> Complex <b>2</b> showed the ability to inhibit filamentation of <i>C. albicans</i>, while complex <b>1</b> was more effective than complex <b>2</b> in inhibiting biofilm formation. The interactions of complexes <b>1</b> and <b>2</b> with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) were studied to evaluate their binding affinity toward these biomolecules.https://www.mdpi.com/2304-6740/10/6/71zinc(II) complexespyridine-4,5-dicarboxylate estersantimicrobial activitycytotoxicityanti-biofilm activityDNA/BSA interaction
spellingShingle Tina P. Andrejević
Ivana Aleksic
Jakob Kljun
Bojana V. Pantović
Dusan Milivojevic
Sandra Vojnovic
Iztok Turel
Miloš I. Djuran
Biljana Đ. Glišić
Zinc(II) Complexes with Dimethyl 2,2′-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding Study
Inorganics
zinc(II) complexes
pyridine-4,5-dicarboxylate esters
antimicrobial activity
cytotoxicity
anti-biofilm activity
DNA/BSA interaction
title Zinc(II) Complexes with Dimethyl 2,2′-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding Study
title_full Zinc(II) Complexes with Dimethyl 2,2′-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding Study
title_fullStr Zinc(II) Complexes with Dimethyl 2,2′-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding Study
title_full_unstemmed Zinc(II) Complexes with Dimethyl 2,2′-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding Study
title_short Zinc(II) Complexes with Dimethyl 2,2′-Bipyridine-4,5-dicarboxylate: Structure, Antimicrobial Activity and DNA/BSA Binding Study
title_sort zinc ii complexes with dimethyl 2 2 bipyridine 4 5 dicarboxylate structure antimicrobial activity and dna bsa binding study
topic zinc(II) complexes
pyridine-4,5-dicarboxylate esters
antimicrobial activity
cytotoxicity
anti-biofilm activity
DNA/BSA interaction
url https://www.mdpi.com/2304-6740/10/6/71
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