Diethylaminophenyl-based Schiff base Cu(II) and V(IV) complexes: experimental and theoretical studies and cytotoxicity assays

An N,N,O,O donor Schiff base blocking ligand [H₂L = 6,6′-((1E,1′E)-(ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene))bis(3-(diethylamino)phenol), 1] has been used to synthesize mononuclear [CuL]·H₂O (2) and [VO(L)] (3) complexes. The ligand and complexes have been characterized by elemental,...

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Autores principales: Rocha, Mariana, Ruiz, María Carolina, Echeverría, Gustavo Alberto, Piro, Oscar Enrique, Di Virgilio, Ana Laura, León, Ignacio Esteban, Frontera, Antonio, Gil, Diego M.
Formato: Articulo Preprint
Lenguaje:Inglés
Publicado: 2019
Materias:
Química
Hydrogen bond
Crystal structure
Chemistry
Schiff base
Moiety
Substituent
Ring (chemistry)
Molecule
Crystallography
Ligand
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/127390
Aporte de:
SEDICI (UNLP) de Universidad Nacional de La Plata
id I19-R120-10915-127390
record_format dspace
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Química
Hydrogen bond
Crystal structure
Chemistry
Schiff base
Moiety
Substituent
Ring (chemistry)
Molecule
Crystallography
Ligand
spellingShingle Química
Hydrogen bond
Crystal structure
Chemistry
Schiff base
Moiety
Substituent
Ring (chemistry)
Molecule
Crystallography
Ligand
Rocha, Mariana
Ruiz, María Carolina
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Di Virgilio, Ana Laura
León, Ignacio Esteban
Frontera, Antonio
Gil, Diego M.
Diethylaminophenyl-based Schiff base Cu(II) and V(IV) complexes: experimental and theoretical studies and cytotoxicity assays
topic_facet Química
Hydrogen bond
Crystal structure
Chemistry
Schiff base
Moiety
Substituent
Ring (chemistry)
Molecule
Crystallography
Ligand
description An N,N,O,O donor Schiff base blocking ligand [H₂L = 6,6′-((1E,1′E)-(ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene))bis(3-(diethylamino)phenol), 1] has been used to synthesize mononuclear [CuL]·H₂O (2) and [VO(L)] (3) complexes. The ligand and complexes have been characterized by elemental, spectral (FTIR and UV-vis) and thermogravimetric analysis. The molecular structures of 1 and 2 have been confirmed by single crystal X-ray diffraction studies. The crystal structure of the ligand (1) indicates that the molecule is sited on a crystallographic inversion centre and the planar conformation of the salicylideneimine moiety is favored by two intramolecular O–H⋯N1 hydrogen bonds forming S(6) ring motifs. The copper(II) center in complex 2 is coordinated in a square planar fashion. The presence of an extended π-system in the complex (two chelate rings and two phenyl rings) facilitates the formation of chelate ring (CR)⋯π non-covalent interactions. DFT calculations have been performed to explore the energetic features of unconventional CR⋯π and hydrogen bonding interactions that are observed and described in the solid state of 2. Moreover, we have studied how the energy of the CR⋯π interaction is influenced by the substituent of the phenyl ring. In addition, the cytotoxic effect of the compounds has been tested against MG-63 (human osteosarcoma), HT-29 (human colorectal) and MCF7 (breast) cancer cell lines using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay.
format Articulo
Preprint
author Rocha, Mariana
Ruiz, María Carolina
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Di Virgilio, Ana Laura
León, Ignacio Esteban
Frontera, Antonio
Gil, Diego M.
author_facet Rocha, Mariana
Ruiz, María Carolina
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Di Virgilio, Ana Laura
León, Ignacio Esteban
Frontera, Antonio
Gil, Diego M.
author_sort Rocha, Mariana
title Diethylaminophenyl-based Schiff base Cu(II) and V(IV) complexes: experimental and theoretical studies and cytotoxicity assays
title_short Diethylaminophenyl-based Schiff base Cu(II) and V(IV) complexes: experimental and theoretical studies and cytotoxicity assays
title_full Diethylaminophenyl-based Schiff base Cu(II) and V(IV) complexes: experimental and theoretical studies and cytotoxicity assays
title_fullStr Diethylaminophenyl-based Schiff base Cu(II) and V(IV) complexes: experimental and theoretical studies and cytotoxicity assays
title_full_unstemmed Diethylaminophenyl-based Schiff base Cu(II) and V(IV) complexes: experimental and theoretical studies and cytotoxicity assays
title_sort diethylaminophenyl-based schiff base cu(ii) and v(iv) complexes: experimental and theoretical studies and cytotoxicity assays
publishDate 2019
url http://sedici.unlp.edu.ar/handle/10915/127390
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