Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines

Autores
Kljun, Jakob; Leon, Ignacio Esteban; Pervi, Spela; Cadavid Vargas, Juan Fernando; Etcheverry, Susana Beatriz; He, Weijiang; Bai, Yang; Turel, Iztok
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
In this study we report the synthesis, characterization and a thorough biological evaluation of twelve organoruthenium?8-hydroxyquinolinato (Ru-hq) complexes. The chosen hqH ligands bear various halogen atoms in different positions which enables to study effect of the substituents on physico-chemical and biological properties. The determined crystal structures of novel complexes expectedly show the cymene ring, a bidentately coordinated deprotonated hq and a halide ligand (chlorido or iodido) coordinated to the ruthenium central ion. In previous studies the anticancer potential of organoruthenium complex with 8-hydroxyquinoline ligand clioquinol was well established and we have decided to perform an extended biological evaluation (antibacterial and antitumor activity) of the whole series of halo-substituted analogs. Beside the cytotoxic potential of studied compounds also the effect of two selected complexes (9 and 10) on apoptosis induction in MG-63 and A549 cells was also studied via externalization of phosphatidylserine at the outer plasma membrane leaflet. Both selected complexes that gave best preliminary cytotoxicity results contain bromo substituted hq ligands. Apoptosis induction results are in agreement with the cell viability assays suggesting the higher and more selective anticancer activity of complex 10 in comparison to complex 9 on MG-63 cells.
Fil: Kljun, Jakob. University of Ljubljana; Eslovenia
Fil: Leon, Ignacio Esteban. Universidad Nacional de La Plata. Facultad de Ciencias Exactas; Argentina
Fil: Pervi, Spela. University of Ljubljana; Eslovenia
Fil: Cadavid Vargas, Juan Fernando. Universidad Nacional de La Plata. Facultad de Ciencias Exactas; Argentina
Fil: Etcheverry, Susana Beatriz. Universidad Nacional de La Plata. Facultad de Ciencias Exactas; Argentina
Fil: He, Weijiang. School Of Chemistry And Chemical Engineering; China
Fil: Bai, Yang. School Of Chemistry And Chemical Engineering; China
Fil: Turel, Iztok. University of Ljubljana; Eslovenia
Materia
QUINOLINES
RUTHENIUM
CANCER
COMPLEXES
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/87546
Acceder
id CONICETDig_48a467effaf20df49fdf7d64274d7516
oai_identifier_str oai:ri.conicet.gov.ar:11336/87546
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolinesKljun, JakobLeon, Ignacio EstebanPervi, SpelaCadavid Vargas, Juan FernandoEtcheverry, Susana BeatrizHe, WeijiangBai, YangTurel, IztokQUINOLINESRUTHENIUMCANCERCOMPLEXEShttps://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1In this study we report the synthesis, characterization and a thorough biological evaluation of twelve organoruthenium?8-hydroxyquinolinato (Ru-hq) complexes. The chosen hqH ligands bear various halogen atoms in different positions which enables to study effect of the substituents on physico-chemical and biological properties. The determined crystal structures of novel complexes expectedly show the cymene ring, a bidentately coordinated deprotonated hq and a halide ligand (chlorido or iodido) coordinated to the ruthenium central ion. In previous studies the anticancer potential of organoruthenium complex with 8-hydroxyquinoline ligand clioquinol was well established and we have decided to perform an extended biological evaluation (antibacterial and antitumor activity) of the whole series of halo-substituted analogs. Beside the cytotoxic potential of studied compounds also the effect of two selected complexes (9 and 10) on apoptosis induction in MG-63 and A549 cells was also studied via externalization of phosphatidylserine at the outer plasma membrane leaflet. Both selected complexes that gave best preliminary cytotoxicity results contain bromo substituted hq ligands. Apoptosis induction results are in agreement with the cell viability assays suggesting the higher and more selective anticancer activity of complex 10 in comparison to complex 9 on MG-63 cells.Fil: Kljun, Jakob. University of Ljubljana; EsloveniaFil: Leon, Ignacio Esteban. Universidad Nacional de La Plata. Facultad de Ciencias Exactas; ArgentinaFil: Pervi, Spela. University of Ljubljana; EsloveniaFil: Cadavid Vargas, Juan Fernando. Universidad Nacional de La Plata. Facultad de Ciencias Exactas; ArgentinaFil: Etcheverry, Susana Beatriz. Universidad Nacional de La Plata. Facultad de Ciencias Exactas; ArgentinaFil: He, Weijiang. School Of Chemistry And Chemical Engineering; ChinaFil: Bai, Yang. School Of Chemistry And Chemical Engineering; ChinaFil: Turel, Iztok. University of Ljubljana; EsloveniaElsevier Science Inc2018-09info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/87546Kljun, Jakob; Leon, Ignacio Esteban; Pervi, Spela; Cadavid Vargas, Juan Fernando; Etcheverry, Susana Beatriz; et al.; Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines; Elsevier Science Inc; Journal of Inorganic Biochemistry; 186; 9-2018; 187-1960162-0134CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.jinorgbio.2018.05.009info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0162013418300448?via%3Dihubinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:09:06Zoai:ri.conicet.gov.ar:11336/87546instacron: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:34982025-10-22 11:09:07.227CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines
title Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines
spellingShingle Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines
Kljun, Jakob
QUINOLINES
RUTHENIUM
CANCER
COMPLEXES
title_short Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines
title_full Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines
title_fullStr Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines
title_full_unstemmed Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines
title_sort Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines
dc.creator.none.fl_str_mv Kljun, Jakob
Leon, Ignacio Esteban
Pervi, Spela
Cadavid Vargas, Juan Fernando
Etcheverry, Susana Beatriz
He, Weijiang
Bai, Yang
Turel, Iztok
author Kljun, Jakob
author_facet Kljun, Jakob
Leon, Ignacio Esteban
Pervi, Spela
Cadavid Vargas, Juan Fernando
Etcheverry, Susana Beatriz
He, Weijiang
Bai, Yang
Turel, Iztok
author_role author
author2 Leon, Ignacio Esteban
Pervi, Spela
Cadavid Vargas, Juan Fernando
Etcheverry, Susana Beatriz
He, Weijiang
Bai, Yang
Turel, Iztok
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv QUINOLINES
RUTHENIUM
CANCER
COMPLEXES
topic QUINOLINES
RUTHENIUM
CANCER
COMPLEXES
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv In this study we report the synthesis, characterization and a thorough biological evaluation of twelve organoruthenium?8-hydroxyquinolinato (Ru-hq) complexes. The chosen hqH ligands bear various halogen atoms in different positions which enables to study effect of the substituents on physico-chemical and biological properties. The determined crystal structures of novel complexes expectedly show the cymene ring, a bidentately coordinated deprotonated hq and a halide ligand (chlorido or iodido) coordinated to the ruthenium central ion. In previous studies the anticancer potential of organoruthenium complex with 8-hydroxyquinoline ligand clioquinol was well established and we have decided to perform an extended biological evaluation (antibacterial and antitumor activity) of the whole series of halo-substituted analogs. Beside the cytotoxic potential of studied compounds also the effect of two selected complexes (9 and 10) on apoptosis induction in MG-63 and A549 cells was also studied via externalization of phosphatidylserine at the outer plasma membrane leaflet. Both selected complexes that gave best preliminary cytotoxicity results contain bromo substituted hq ligands. Apoptosis induction results are in agreement with the cell viability assays suggesting the higher and more selective anticancer activity of complex 10 in comparison to complex 9 on MG-63 cells.
Fil: Kljun, Jakob. University of Ljubljana; Eslovenia
Fil: Leon, Ignacio Esteban. Universidad Nacional de La Plata. Facultad de Ciencias Exactas; Argentina
Fil: Pervi, Spela. University of Ljubljana; Eslovenia
Fil: Cadavid Vargas, Juan Fernando. Universidad Nacional de La Plata. Facultad de Ciencias Exactas; Argentina
Fil: Etcheverry, Susana Beatriz. Universidad Nacional de La Plata. Facultad de Ciencias Exactas; Argentina
Fil: He, Weijiang. School Of Chemistry And Chemical Engineering; China
Fil: Bai, Yang. School Of Chemistry And Chemical Engineering; China
Fil: Turel, Iztok. University of Ljubljana; Eslovenia
description In this study we report the synthesis, characterization and a thorough biological evaluation of twelve organoruthenium?8-hydroxyquinolinato (Ru-hq) complexes. The chosen hqH ligands bear various halogen atoms in different positions which enables to study effect of the substituents on physico-chemical and biological properties. The determined crystal structures of novel complexes expectedly show the cymene ring, a bidentately coordinated deprotonated hq and a halide ligand (chlorido or iodido) coordinated to the ruthenium central ion. In previous studies the anticancer potential of organoruthenium complex with 8-hydroxyquinoline ligand clioquinol was well established and we have decided to perform an extended biological evaluation (antibacterial and antitumor activity) of the whole series of halo-substituted analogs. Beside the cytotoxic potential of studied compounds also the effect of two selected complexes (9 and 10) on apoptosis induction in MG-63 and A549 cells was also studied via externalization of phosphatidylserine at the outer plasma membrane leaflet. Both selected complexes that gave best preliminary cytotoxicity results contain bromo substituted hq ligands. Apoptosis induction results are in agreement with the cell viability assays suggesting the higher and more selective anticancer activity of complex 10 in comparison to complex 9 on MG-63 cells.
publishDate 2018
dc.date.none.fl_str_mv 2018-09
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/11336/87546
Kljun, Jakob; Leon, Ignacio Esteban; Pervi, Spela; Cadavid Vargas, Juan Fernando; Etcheverry, Susana Beatriz; et al.; Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines; Elsevier Science Inc; Journal of Inorganic Biochemistry; 186; 9-2018; 187-196
0162-0134
CONICET Digital
CONICET
url http://hdl.handle.net/11336/87546
identifier_str_mv Kljun, Jakob; Leon, Ignacio Esteban; Pervi, Spela; Cadavid Vargas, Juan Fernando; Etcheverry, Susana Beatriz; et al.; Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines; Elsevier Science Inc; Journal of Inorganic Biochemistry; 186; 9-2018; 187-196
0162-0134
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jinorgbio.2018.05.009
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0162013418300448?via%3Dihub
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science Inc
publisher.none.fl_str_mv Elsevier Science Inc
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
_version_ 1846781431096803328
score 12.982451

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