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Template synthesis, DNA binding, antimicrobial activity, Hirshfeld surface analysis, and 1D helical supramolecular structure of a novel binuclear copper(ii) Schiff base complex
A new binuclear copper(ii) Schiff base complex [Cu(2) L(2)(−) (NO(3))(2)]·2CH(3)OH (1) [L = 2,6-bis((E)-(p-tolylimino)methyl)-4-methoxyphenol] was synthesized using a template method in which the tridentate N(2)O Schiff base ligand was derived from [1 + 2] condensation of 2,6-diformyl-4-methoxypheno...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9069724/ https://www.ncbi.nlm.nih.gov/pubmed/35530396 http://dx.doi.org/10.1039/d2ra00719c |
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author | Goudarziafshar, Hamid Yousefi, Somaieh Abbasi Tyula, Yunes Dušek, Michal Eigner, Václav |
author_facet | Goudarziafshar, Hamid Yousefi, Somaieh Abbasi Tyula, Yunes Dušek, Michal Eigner, Václav |
author_sort | Goudarziafshar, Hamid |
collection | PubMed |
description | A new binuclear copper(ii) Schiff base complex [Cu(2) L(2)(−) (NO(3))(2)]·2CH(3)OH (1) [L = 2,6-bis((E)-(p-tolylimino)methyl)-4-methoxyphenol] was synthesized using a template method in which the tridentate N(2)O Schiff base ligand was derived from [1 + 2] condensation of 2,6-diformyl-4-methoxyphenol and p-methyl aniline in the presence of copper(ii) ions as the template agent. The X-ray diffraction analyses revealed that this complex crystallizes in the monoclinic system with space group P2(1)/n. The most remarkable structural feature of 1 is that it contains two types of 1D right-handed helical chains. The molecules are linked by intermolecular hydrogen bonds and π⋯π interactions, then a 3D supramolecular network was constructed. Moreover, the intermolecular interactions on the crystal packing of 1 have been further studied using Hirshfeld surface analysis and corresponding 2D fingerprint plots. Binding interaction of this complex with calf thymus DNA (CT-DNA) has been investigated using absorption and emission studies, viscosity experiments and circular dichroism studies. Complex 1 shows significant binding to the DNA. The results of fluorescence spectroscopy and UV absorption spectroscopy, CD spectroscopy and viscosity indicated that this complex interacted with CT-DNA in a groove binding mode where the binding constant was 1.3 ± 0.2 × 10(4) L mol(−1). Our fluorimeteric study showed that the reaction between 1 and CT-DNA was exothermic (ΔH = 59.6 kJ mol(−1); ΔS = 268.79 J mol(−1) K(−1)). Antibacterial activities of the complex were screened by the disc diffusion method against three Gram-positive bacteria (Staphylococcus aureus ATCC 25923, Enterococcus faecalis ATCC 23212 and S. epidermidis ATCC 34384), and three Gram-negative bacteria (Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853 and Klebsiella pneumonia ATCC 70063). The results indicated that this complex demonstrated acceptable antibacterial activities. |
format | Online Article Text |
id | pubmed-9069724 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90697242022-05-05 Template synthesis, DNA binding, antimicrobial activity, Hirshfeld surface analysis, and 1D helical supramolecular structure of a novel binuclear copper(ii) Schiff base complex Goudarziafshar, Hamid Yousefi, Somaieh Abbasi Tyula, Yunes Dušek, Michal Eigner, Václav RSC Adv Chemistry A new binuclear copper(ii) Schiff base complex [Cu(2) L(2)(−) (NO(3))(2)]·2CH(3)OH (1) [L = 2,6-bis((E)-(p-tolylimino)methyl)-4-methoxyphenol] was synthesized using a template method in which the tridentate N(2)O Schiff base ligand was derived from [1 + 2] condensation of 2,6-diformyl-4-methoxyphenol and p-methyl aniline in the presence of copper(ii) ions as the template agent. The X-ray diffraction analyses revealed that this complex crystallizes in the monoclinic system with space group P2(1)/n. The most remarkable structural feature of 1 is that it contains two types of 1D right-handed helical chains. The molecules are linked by intermolecular hydrogen bonds and π⋯π interactions, then a 3D supramolecular network was constructed. Moreover, the intermolecular interactions on the crystal packing of 1 have been further studied using Hirshfeld surface analysis and corresponding 2D fingerprint plots. Binding interaction of this complex with calf thymus DNA (CT-DNA) has been investigated using absorption and emission studies, viscosity experiments and circular dichroism studies. Complex 1 shows significant binding to the DNA. The results of fluorescence spectroscopy and UV absorption spectroscopy, CD spectroscopy and viscosity indicated that this complex interacted with CT-DNA in a groove binding mode where the binding constant was 1.3 ± 0.2 × 10(4) L mol(−1). Our fluorimeteric study showed that the reaction between 1 and CT-DNA was exothermic (ΔH = 59.6 kJ mol(−1); ΔS = 268.79 J mol(−1) K(−1)). Antibacterial activities of the complex were screened by the disc diffusion method against three Gram-positive bacteria (Staphylococcus aureus ATCC 25923, Enterococcus faecalis ATCC 23212 and S. epidermidis ATCC 34384), and three Gram-negative bacteria (Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853 and Klebsiella pneumonia ATCC 70063). The results indicated that this complex demonstrated acceptable antibacterial activities. The Royal Society of Chemistry 2022-05-05 /pmc/articles/PMC9069724/ /pubmed/35530396 http://dx.doi.org/10.1039/d2ra00719c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Goudarziafshar, Hamid Yousefi, Somaieh Abbasi Tyula, Yunes Dušek, Michal Eigner, Václav Template synthesis, DNA binding, antimicrobial activity, Hirshfeld surface analysis, and 1D helical supramolecular structure of a novel binuclear copper(ii) Schiff base complex |
title | Template synthesis, DNA binding, antimicrobial activity, Hirshfeld surface analysis, and 1D helical supramolecular structure of a novel binuclear copper(ii) Schiff base complex |
title_full | Template synthesis, DNA binding, antimicrobial activity, Hirshfeld surface analysis, and 1D helical supramolecular structure of a novel binuclear copper(ii) Schiff base complex |
title_fullStr | Template synthesis, DNA binding, antimicrobial activity, Hirshfeld surface analysis, and 1D helical supramolecular structure of a novel binuclear copper(ii) Schiff base complex |
title_full_unstemmed | Template synthesis, DNA binding, antimicrobial activity, Hirshfeld surface analysis, and 1D helical supramolecular structure of a novel binuclear copper(ii) Schiff base complex |
title_short | Template synthesis, DNA binding, antimicrobial activity, Hirshfeld surface analysis, and 1D helical supramolecular structure of a novel binuclear copper(ii) Schiff base complex |
title_sort | template synthesis, dna binding, antimicrobial activity, hirshfeld surface analysis, and 1d helical supramolecular structure of a novel binuclear copper(ii) schiff base complex |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9069724/ https://www.ncbi.nlm.nih.gov/pubmed/35530396 http://dx.doi.org/10.1039/d2ra00719c |
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