Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori...

Autores: Russo, Marcos Guillermo; Vega Hissi, Esteban Gabriel; Rizzi, Alberto Claudio; Brondino, Carlos Dante; Salinas Ibañez, Angel G.; Vega, Alba Edith; Silva, Humberto de Jesus; Mercader, Roberto Carlos; Narda, Griselda Edith
Año de publicación: 2014
Idioma: inglés
Tipo de recurso: artículo
Estado: versión publicada
Descripción: The reaction between the antiulcer agent omeprazole (OMZ) with Fe(III) and Co(II) ions was studied, observing a high ability to form metal complexes. The isolated microcrystalline solid complexes were characterized by elemental analysis, X-ray powder diffraction (XRPD), Scanning Electron Microscopy (SEM), magnetic measurements, thermal study, FTIR, UV–Visible, Mössbauer, electronic paramagnetic resonance (EPR), and DFT calculations. The metal–ligand ratio for both complexes was 1:2 determined by elemental and thermal analysis. FTIR spectroscopy showed that OMZ acts as a neutral bidentate ligand through the pyridinic nitrogen of the benzimidazole ring and the oxygen atom of the sulfoxide group, forming a five-membered ring chelate. Electronic, Mössbauer, and EPR spectra together with magnetic measurements indicate a distorted octahedral geometry around the metal ions, where the coordination sphere is completed by two water molecules. SEM and XRPD were used to characterize the morphology and the crystal nature of the complexes. The most favorable conformation for the Fe(III)–OMZ and Co(II)–OMZ complexes was obtained by DFT calculations by using B3LYP/6-31G(d)&LanL2DZ//B3LYP/3-21G(d)&LanL2DZ basis set. Studies of solubility along with the antibacterial activity against Helicobacter pylori for OMZ and its Co(II) and Fe(III) complexes are also reported. Free OMZ and both metal complexes showed antibacterial activity against H. pylori. Co(II)–OMZ presented a minimal inhibitory concentration ∼32 times lower than that of OMZ and ∼65 lower than Fe(III)–OMZ, revealing its promising potential use for the treatment of gastric pathologies associated with the Gram negative bacteria. The morphological changes observed in the cell membrane of the bacteria after the incubation with the metal-complexes were also analyzed by SEM microscopy. The antimicrobial activity of the complexes was proved by the viability test.
Fil: Russo, Marcos Guillermo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Investigaciones en Tecnología Química; Argentina
Fil: Vega Hissi, Esteban Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina
Fil: Rizzi, Alberto Claudio. Universidad Nacional del Litoral. Facultad de Bioquímica y Ciencias Biológicas. Departamento de Física; Argentina
Fil: Brondino, Carlos Dante. Universidad Nacional del Litoral. Facultad de Bioquímica y Ciencias Biológicas. Departamento de Física; Argentina
Fil: Salinas Ibañez, Angel G.. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina
Fil: Vega, Alba Edith. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina
Fil: Silva, Humberto de Jesus. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina
Fil: Mercader, Roberto Carlos. Universidad Nacional de la Plata. Facultad de Ciencias Exactas; Argentina
Fil: Narda, Griselda Edith. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Investigaciones en Tecnología Química; Argentina
Materia: Metal-Drug Complexes
Omeprazole
Iron(Iii)
Cobalt(Ii)
Nivel de accesibilidad: acceso abierto
Condiciones de uso: https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
Institución: Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador: oai:ri.conicet.gov.ar:11336/5814

Acceder

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network_acronym_str	CONICETDig
repository_id_str	3498
network_name_str	CONICET Digital (CONICET)
spelling	Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori eradicationRusso, Marcos GuillermoVega Hissi, Esteban GabrielRizzi, Alberto ClaudioBrondino, Carlos DanteSalinas Ibañez, Angel G.Vega, Alba EdithSilva, Humberto de JesusMercader, Roberto CarlosNarda, Griselda EdithMetal-Drug ComplexesOmeprazoleIron(Iii)Cobalt(Ii)https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The reaction between the antiulcer agent omeprazole (OMZ) with Fe(III) and Co(II) ions was studied, observing a high ability to form metal complexes. The isolated microcrystalline solid complexes were characterized by elemental analysis, X-ray powder diffraction (XRPD), Scanning Electron Microscopy (SEM), magnetic measurements, thermal study, FTIR, UV–Visible, Mössbauer, electronic paramagnetic resonance (EPR), and DFT calculations. The metal–ligand ratio for both complexes was 1:2 determined by elemental and thermal analysis. FTIR spectroscopy showed that OMZ acts as a neutral bidentate ligand through the pyridinic nitrogen of the benzimidazole ring and the oxygen atom of the sulfoxide group, forming a five-membered ring chelate. Electronic, Mössbauer, and EPR spectra together with magnetic measurements indicate a distorted octahedral geometry around the metal ions, where the coordination sphere is completed by two water molecules. SEM and XRPD were used to characterize the morphology and the crystal nature of the complexes. The most favorable conformation for the Fe(III)–OMZ and Co(II)–OMZ complexes was obtained by DFT calculations by using B3LYP/6-31G(d)&LanL2DZ//B3LYP/3-21G(d)&LanL2DZ basis set. Studies of solubility along with the antibacterial activity against Helicobacter pylori for OMZ and its Co(II) and Fe(III) complexes are also reported. Free OMZ and both metal complexes showed antibacterial activity against H. pylori. Co(II)–OMZ presented a minimal inhibitory concentration ∼32 times lower than that of OMZ and ∼65 lower than Fe(III)–OMZ, revealing its promising potential use for the treatment of gastric pathologies associated with the Gram negative bacteria. The morphological changes observed in the cell membrane of the bacteria after the incubation with the metal-complexes were also analyzed by SEM microscopy. The antimicrobial activity of the complexes was proved by the viability test.Fil: Russo, Marcos Guillermo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Investigaciones en Tecnología Química; ArgentinaFil: Vega Hissi, Esteban Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; ArgentinaFil: Rizzi, Alberto Claudio. Universidad Nacional del Litoral. Facultad de Bioquímica y Ciencias Biológicas. Departamento de Física; ArgentinaFil: Brondino, Carlos Dante. Universidad Nacional del Litoral. Facultad de Bioquímica y Ciencias Biológicas. Departamento de Física; ArgentinaFil: Salinas Ibañez, Angel G.. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; ArgentinaFil: Vega, Alba Edith. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; ArgentinaFil: Silva, Humberto de Jesus. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; ArgentinaFil: Mercader, Roberto Carlos. Universidad Nacional de la Plata. Facultad de Ciencias Exactas; ArgentinaFil: Narda, Griselda Edith. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Investigaciones en Tecnología Química; ArgentinaElsevier2014-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/5814Russo, Marcos Guillermo; Vega Hissi, Esteban Gabriel; Rizzi, Alberto Claudio; Brondino, Carlos Dante; Salinas Ibañez, Angel G.; et al.; Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori eradication; Elsevier; Journal of Molecular Structure; 1061; 1-2014; 5-130022-2860enginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0022286014000039info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molstruc.2013.12.073info:eu-repo/semantics/altIdentifier/doi/info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:47:35Zoai:ri.conicet.gov.ar:11336/5814instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 09:47:35.256CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv	Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori eradication
title	Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori eradication
spellingShingle	Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori eradication Russo, Marcos Guillermo Metal-Drug Complexes Omeprazole Iron(Iii) Cobalt(Ii)
title_short	Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori eradication
title_full	Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori eradication
title_fullStr	Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori eradication
title_full_unstemmed	Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori eradication
title_sort	Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori eradication
dc.creator.none.fl_str_mv	Russo, Marcos Guillermo Vega Hissi, Esteban Gabriel Rizzi, Alberto Claudio Brondino, Carlos Dante Salinas Ibañez, Angel G. Vega, Alba Edith Silva, Humberto de Jesus Mercader, Roberto Carlos Narda, Griselda Edith
author	Russo, Marcos Guillermo
author_facet	Russo, Marcos Guillermo Vega Hissi, Esteban Gabriel Rizzi, Alberto Claudio Brondino, Carlos Dante Salinas Ibañez, Angel G. Vega, Alba Edith Silva, Humberto de Jesus Mercader, Roberto Carlos Narda, Griselda Edith
author_role	author
author2	Vega Hissi, Esteban Gabriel Rizzi, Alberto Claudio Brondino, Carlos Dante Salinas Ibañez, Angel G. Vega, Alba Edith Silva, Humberto de Jesus Mercader, Roberto Carlos Narda, Griselda Edith
author2_role	author author author author author author author author
dc.subject.none.fl_str_mv	Metal-Drug Complexes Omeprazole Iron(Iii) Cobalt(Ii)
topic	Metal-Drug Complexes Omeprazole Iron(Iii) Cobalt(Ii)
purl_subject.fl_str_mv	https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv	The reaction between the antiulcer agent omeprazole (OMZ) with Fe(III) and Co(II) ions was studied, observing a high ability to form metal complexes. The isolated microcrystalline solid complexes were characterized by elemental analysis, X-ray powder diffraction (XRPD), Scanning Electron Microscopy (SEM), magnetic measurements, thermal study, FTIR, UV–Visible, Mössbauer, electronic paramagnetic resonance (EPR), and DFT calculations. The metal–ligand ratio for both complexes was 1:2 determined by elemental and thermal analysis. FTIR spectroscopy showed that OMZ acts as a neutral bidentate ligand through the pyridinic nitrogen of the benzimidazole ring and the oxygen atom of the sulfoxide group, forming a five-membered ring chelate. Electronic, Mössbauer, and EPR spectra together with magnetic measurements indicate a distorted octahedral geometry around the metal ions, where the coordination sphere is completed by two water molecules. SEM and XRPD were used to characterize the morphology and the crystal nature of the complexes. The most favorable conformation for the Fe(III)–OMZ and Co(II)–OMZ complexes was obtained by DFT calculations by using B3LYP/6-31G(d)&LanL2DZ//B3LYP/3-21G(d)&LanL2DZ basis set. Studies of solubility along with the antibacterial activity against Helicobacter pylori for OMZ and its Co(II) and Fe(III) complexes are also reported. Free OMZ and both metal complexes showed antibacterial activity against H. pylori. Co(II)–OMZ presented a minimal inhibitory concentration ∼32 times lower than that of OMZ and ∼65 lower than Fe(III)–OMZ, revealing its promising potential use for the treatment of gastric pathologies associated with the Gram negative bacteria. The morphological changes observed in the cell membrane of the bacteria after the incubation with the metal-complexes were also analyzed by SEM microscopy. The antimicrobial activity of the complexes was proved by the viability test. Fil: Russo, Marcos Guillermo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Investigaciones en Tecnología Química; Argentina Fil: Vega Hissi, Esteban Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina Fil: Rizzi, Alberto Claudio. Universidad Nacional del Litoral. Facultad de Bioquímica y Ciencias Biológicas. Departamento de Física; Argentina Fil: Brondino, Carlos Dante. Universidad Nacional del Litoral. Facultad de Bioquímica y Ciencias Biológicas. Departamento de Física; Argentina Fil: Salinas Ibañez, Angel G.. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina Fil: Vega, Alba Edith. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina Fil: Silva, Humberto de Jesus. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina Fil: Mercader, Roberto Carlos. Universidad Nacional de la Plata. Facultad de Ciencias Exactas; Argentina Fil: Narda, Griselda Edith. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Investigaciones en Tecnología Química; Argentina
description	The reaction between the antiulcer agent omeprazole (OMZ) with Fe(III) and Co(II) ions was studied, observing a high ability to form metal complexes. The isolated microcrystalline solid complexes were characterized by elemental analysis, X-ray powder diffraction (XRPD), Scanning Electron Microscopy (SEM), magnetic measurements, thermal study, FTIR, UV–Visible, Mössbauer, electronic paramagnetic resonance (EPR), and DFT calculations. The metal–ligand ratio for both complexes was 1:2 determined by elemental and thermal analysis. FTIR spectroscopy showed that OMZ acts as a neutral bidentate ligand through the pyridinic nitrogen of the benzimidazole ring and the oxygen atom of the sulfoxide group, forming a five-membered ring chelate. Electronic, Mössbauer, and EPR spectra together with magnetic measurements indicate a distorted octahedral geometry around the metal ions, where the coordination sphere is completed by two water molecules. SEM and XRPD were used to characterize the morphology and the crystal nature of the complexes. The most favorable conformation for the Fe(III)–OMZ and Co(II)–OMZ complexes was obtained by DFT calculations by using B3LYP/6-31G(d)&LanL2DZ//B3LYP/3-21G(d)&LanL2DZ basis set. Studies of solubility along with the antibacterial activity against Helicobacter pylori for OMZ and its Co(II) and Fe(III) complexes are also reported. Free OMZ and both metal complexes showed antibacterial activity against H. pylori. Co(II)–OMZ presented a minimal inhibitory concentration ∼32 times lower than that of OMZ and ∼65 lower than Fe(III)–OMZ, revealing its promising potential use for the treatment of gastric pathologies associated with the Gram negative bacteria. The morphological changes observed in the cell membrane of the bacteria after the incubation with the metal-complexes were also analyzed by SEM microscopy. The antimicrobial activity of the complexes was proved by the viability test.
publishDate	2014
dc.date.none.fl_str_mv	2014-01
dc.type.none.fl_str_mv	info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion http://purl.org/coar/resource_type/c_6501 info:ar-repo/semantics/articulo
format	article
status_str	publishedVersion
dc.identifier.none.fl_str_mv	http://hdl.handle.net/11336/5814 Russo, Marcos Guillermo; Vega Hissi, Esteban Gabriel; Rizzi, Alberto Claudio; Brondino, Carlos Dante; Salinas Ibañez, Angel G.; et al.; Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori eradication; Elsevier; Journal of Molecular Structure; 1061; 1-2014; 5-13 0022-2860
url	http://hdl.handle.net/11336/5814
identifier_str_mv	Russo, Marcos Guillermo; Vega Hissi, Esteban Gabriel; Rizzi, Alberto Claudio; Brondino, Carlos Dante; Salinas Ibañez, Angel G.; et al.; Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori eradication; Elsevier; Journal of Molecular Structure; 1061; 1-2014; 5-13 0022-2860
dc.language.none.fl_str_mv	eng
language	eng
dc.relation.none.fl_str_mv	info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0022286014000039 info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molstruc.2013.12.073 info:eu-repo/semantics/altIdentifier/doi/
dc.rights.none.fl_str_mv	info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv	openAccess
rights_invalid_str_mv	https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv	application/pdf application/pdf
dc.publisher.none.fl_str_mv	Elsevier
publisher.none.fl_str_mv	Elsevier
dc.source.none.fl_str_mv	reponame:CONICET Digital (CONICET) instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str	CONICET Digital (CONICET)
collection	CONICET Digital (CONICET)
instname_str	Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv	CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv	dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score	13.13397

Synthesis, physicochemical characterization, DFT calculation and biological activities of Fe(III) and Co(II)–omeprazole complexes. Potential application in the Helicobacter pylori...

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