Synthesis, structure, and biological assays of novel trifluoromethyldiazepine–metal complexes

A new series of Cu<sup>II</sup>, Ni<sup>II</sup>, Co<sup>II</sup>, and Mn<sup>III</sup> complexes have been synthesised from the (6Z)-6-(7-trifluoromethyl-1,2,3,4-tetrahydro-5H-1,4-diazepin-5-ylidene)cyclohexa-2,4-dien-1-one (HDZP) ligand. These comple...

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Autores principales: Rocha, Mariana, Echeverría, Gustavo Alberto, Piro, Oscar Enrique, Jios, Jorge Luis, Molina, Rocío Daniela Inés, Arena, Mario Eduardo, Ulic, Sonia Elizabeth, Gil, Diego M.
Formato: Articulo
Lenguaje:Inglés
Publicado: 2020
Materias:
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/127048
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id I19-R120-10915-127048
record_format dspace
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Química
Crystal structure
Chemistry
Macromolecule
Molecule
Metal
Crystal
Monoclinic crystal system
Crystallography
Ligand
Supramolecular chemistry
spellingShingle Química
Crystal structure
Chemistry
Macromolecule
Molecule
Metal
Crystal
Monoclinic crystal system
Crystallography
Ligand
Supramolecular chemistry
Rocha, Mariana
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Jios, Jorge Luis
Molina, Rocío Daniela Inés
Arena, Mario Eduardo
Ulic, Sonia Elizabeth
Gil, Diego M.
Synthesis, structure, and biological assays of novel trifluoromethyldiazepine–metal complexes
topic_facet Química
Crystal structure
Chemistry
Macromolecule
Molecule
Metal
Crystal
Monoclinic crystal system
Crystallography
Ligand
Supramolecular chemistry
description A new series of Cu<sup>II</sup>, Ni<sup>II</sup>, Co<sup>II</sup>, and Mn<sup>III</sup> complexes have been synthesised from the (6Z)-6-(7-trifluoromethyl-1,2,3,4-tetrahydro-5H-1,4-diazepin-5-ylidene)cyclohexa-2,4-dien-1-one (HDZP) ligand. These complexes were characterised by elemental, spectroscopic (IR and UV-vis), and thermal analysis. The crystal structure of Cu-DZP was solved by X-ray diffraction methods. The complex crystallises in the monoclinic P21/c space group, with two molecules per unit cell. The crystal lattice is stabilised by different intra and intermolecular interactions. Hirshfeld surface analysis was employed to obtain additional information about interactions that are responsible for the crystal packing. Quantitative examination of the fingerprint plots indicated the dominant contribution of H⋯H and H⋯X (X = O, F) interactions in the crystal packing. In addition, C–H⋯chelate ring (CR) and C–H⋯π interactions are described in detail and evaluated using DFT calculations. The antibacterial properties and the mechanism of inhibition of the main bacterial resistant mechanism, the biofilm, of the metal complexes and free ligand were investigated. [Mn(DZP)₃]·2H₂O was the most active complex against the Pseudomonas aeruginosa biofilm formation with an inhibition of 40 %. However, none of the complexes inhibit more than 25 % of the Gram negative bacteria microbial development. The most meaningful result was the bactericidal effect of [Co(DZP)₂(H₂O)₂]·2H₂O against the Gram positive bacteria, Staphylococcus aureus, which inhibits the bacterial development and significantly reduces the biofilm formation at low concentration.
format Articulo
Articulo
author Rocha, Mariana
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Jios, Jorge Luis
Molina, Rocío Daniela Inés
Arena, Mario Eduardo
Ulic, Sonia Elizabeth
Gil, Diego M.
author_facet Rocha, Mariana
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Jios, Jorge Luis
Molina, Rocío Daniela Inés
Arena, Mario Eduardo
Ulic, Sonia Elizabeth
Gil, Diego M.
author_sort Rocha, Mariana
title Synthesis, structure, and biological assays of novel trifluoromethyldiazepine–metal complexes
title_short Synthesis, structure, and biological assays of novel trifluoromethyldiazepine–metal complexes
title_full Synthesis, structure, and biological assays of novel trifluoromethyldiazepine–metal complexes
title_fullStr Synthesis, structure, and biological assays of novel trifluoromethyldiazepine–metal complexes
title_full_unstemmed Synthesis, structure, and biological assays of novel trifluoromethyldiazepine–metal complexes
title_sort synthesis, structure, and biological assays of novel trifluoromethyldiazepine–metal complexes
publishDate 2020
url http://sedici.unlp.edu.ar/handle/10915/127048
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