Design of novel iron compounds as potential therapeutic agents against tuberculosis
- Autores
- Tarallo, M. Belén; Urquiola, Carolina; Monge, Antonio; Parajón Costa, Beatriz Susana; Ribeiro, Ronny R.; Costa Filho, Antonio J.; Mercader, Roberto Carlos; Pavan, Fernando R.; Leite, Clarice Q.F.; Torre, María H.; Gambino, Dinorah
- Año de publicación
- 2010
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- In the search for new therapeutic tools against Tuberculosis two novel iron complexes, [Fe(L-H)3], with 3-aminoquinoxaline-2-carbonitrile N1,N4-dioxide derivatives (L) as ligands, were synthesized, characterized by a combination of techniques, and in vitro evaluated. Results were compared with those previously reported for two analogous iron complexes of other ligands of the same family of quinoxaline derivatives. In addition, the complexes were studied by cyclic voltammetry and electronic paramagnetic resonance (EPR) spectroscopy. Cyclic voltammograms of the iron compounds showed several cathodic processes which were attributed to the reduction of the metal center (Fe3+/Fe2+) and the coordinated ligand. EPR signals were characteristic of magnetically isolated high-spin Fe(III) in a rhombic environment and arise from transitions between mS= 1/2 (geff~9) or mS= 3/2 (geff~4.3) states. Mössbauer experiments showed hyperfine parameters that are typical of high spin Fe(III) ions in a not too distorted environment. The novel complexes showed in vitro growth inhibitory activity on Mycobacterium tuberculosis H37Rv (ATCC 27294), together with very low unspecific cytotoxicity on eucariotic cells (cultured murine cell line J774). Both complexes showed higher inhibitory effects on M. tuberculosis than the “second-line” therapeutic drugs.
Fil: Tarallo, M. Belén. Universidad de la República; Uruguay
Fil: Urquiola, Carolina. Universidad de la República; Uruguay
Fil: Monge, Antonio. Universidad de Navarra; España
Fil: Parajón Costa, Beatriz Susana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina
Fil: Ribeiro, Ronny R.. Universidade de São Paulo. Instituto de Física de São Carlos; Brasil
Fil: Costa Filho, Antonio J.. Universidade de São Paulo. Instituto de Física de São Carlos; Brasil
Fil: Mercader, Roberto Carlos. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Física La Plata. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Física La Plata; Argentina
Fil: Pavan, Fernando R.. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil
Fil: Leite, Clarice Q.F.. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil
Fil: Torre, María H.. Universidad de la República; Uruguay
Fil: Gambino, Dinorah. Universidad de la República; Uruguay - Materia
-
Tuberculosis
Iron
Quinoxaline N1,N4 dioxides
Mycobacterium tuberculosis - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/103570
Ver los metadatos del registro completo
id |
CONICETDig_e2e11cf7fa050d4fd661f12132fdad33 |
---|---|
oai_identifier_str |
oai:ri.conicet.gov.ar:11336/103570 |
network_acronym_str |
CONICETDig |
repository_id_str |
3498 |
network_name_str |
CONICET Digital (CONICET) |
spelling |
Design of novel iron compounds as potential therapeutic agents against tuberculosisTarallo, M. BelénUrquiola, CarolinaMonge, AntonioParajón Costa, Beatriz SusanaRibeiro, Ronny R.Costa Filho, Antonio J.Mercader, Roberto CarlosPavan, Fernando R.Leite, Clarice Q.F.Torre, María H.Gambino, DinorahTuberculosisIronQuinoxaline N1,N4 dioxidesMycobacterium tuberculosishttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1In the search for new therapeutic tools against Tuberculosis two novel iron complexes, [Fe(L-H)3], with 3-aminoquinoxaline-2-carbonitrile N1,N4-dioxide derivatives (L) as ligands, were synthesized, characterized by a combination of techniques, and in vitro evaluated. Results were compared with those previously reported for two analogous iron complexes of other ligands of the same family of quinoxaline derivatives. In addition, the complexes were studied by cyclic voltammetry and electronic paramagnetic resonance (EPR) spectroscopy. Cyclic voltammograms of the iron compounds showed several cathodic processes which were attributed to the reduction of the metal center (Fe3+/Fe2+) and the coordinated ligand. EPR signals were characteristic of magnetically isolated high-spin Fe(III) in a rhombic environment and arise from transitions between mS= 1/2 (geff~9) or mS= 3/2 (geff~4.3) states. Mössbauer experiments showed hyperfine parameters that are typical of high spin Fe(III) ions in a not too distorted environment. The novel complexes showed in vitro growth inhibitory activity on Mycobacterium tuberculosis H37Rv (ATCC 27294), together with very low unspecific cytotoxicity on eucariotic cells (cultured murine cell line J774). Both complexes showed higher inhibitory effects on M. tuberculosis than the “second-line” therapeutic drugs.Fil: Tarallo, M. Belén. Universidad de la República; UruguayFil: Urquiola, Carolina. Universidad de la República; UruguayFil: Monge, Antonio. Universidad de Navarra; EspañaFil: Parajón Costa, Beatriz Susana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; ArgentinaFil: Ribeiro, Ronny R.. Universidade de São Paulo. Instituto de Física de São Carlos; BrasilFil: Costa Filho, Antonio J.. Universidade de São Paulo. Instituto de Física de São Carlos; BrasilFil: Mercader, Roberto Carlos. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Física La Plata. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Física La Plata; ArgentinaFil: Pavan, Fernando R.. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: Leite, Clarice Q.F.. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: Torre, María H.. Universidad de la República; UruguayFil: Gambino, Dinorah. Universidad de la República; UruguayElsevier Science Inc2010-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/103570Tarallo, M. Belén; Urquiola, Carolina; Monge, Antonio; Parajón Costa, Beatriz Susana; Ribeiro, Ronny R.; et al.; Design of novel iron compounds as potential therapeutic agents against tuberculosis; Elsevier Science Inc; Journal of Inorganic Biochemistry; 104; 11; 11-2010; 1164-11700162-0134CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0162013410001674info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jinorgbio.2010.07.005info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:37:13Zoai:ri.conicet.gov.ar:11336/103570instacron: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:34982025-09-29 10:37:14.069CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Design of novel iron compounds as potential therapeutic agents against tuberculosis |
title |
Design of novel iron compounds as potential therapeutic agents against tuberculosis |
spellingShingle |
Design of novel iron compounds as potential therapeutic agents against tuberculosis Tarallo, M. Belén Tuberculosis Iron Quinoxaline N1,N4 dioxides Mycobacterium tuberculosis |
title_short |
Design of novel iron compounds as potential therapeutic agents against tuberculosis |
title_full |
Design of novel iron compounds as potential therapeutic agents against tuberculosis |
title_fullStr |
Design of novel iron compounds as potential therapeutic agents against tuberculosis |
title_full_unstemmed |
Design of novel iron compounds as potential therapeutic agents against tuberculosis |
title_sort |
Design of novel iron compounds as potential therapeutic agents against tuberculosis |
dc.creator.none.fl_str_mv |
Tarallo, M. Belén Urquiola, Carolina Monge, Antonio Parajón Costa, Beatriz Susana Ribeiro, Ronny R. Costa Filho, Antonio J. Mercader, Roberto Carlos Pavan, Fernando R. Leite, Clarice Q.F. Torre, María H. Gambino, Dinorah |
author |
Tarallo, M. Belén |
author_facet |
Tarallo, M. Belén Urquiola, Carolina Monge, Antonio Parajón Costa, Beatriz Susana Ribeiro, Ronny R. Costa Filho, Antonio J. Mercader, Roberto Carlos Pavan, Fernando R. Leite, Clarice Q.F. Torre, María H. Gambino, Dinorah |
author_role |
author |
author2 |
Urquiola, Carolina Monge, Antonio Parajón Costa, Beatriz Susana Ribeiro, Ronny R. Costa Filho, Antonio J. Mercader, Roberto Carlos Pavan, Fernando R. Leite, Clarice Q.F. Torre, María H. Gambino, Dinorah |
author2_role |
author author author author author author author author author author |
dc.subject.none.fl_str_mv |
Tuberculosis Iron Quinoxaline N1,N4 dioxides Mycobacterium tuberculosis |
topic |
Tuberculosis Iron Quinoxaline N1,N4 dioxides Mycobacterium tuberculosis |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
In the search for new therapeutic tools against Tuberculosis two novel iron complexes, [Fe(L-H)3], with 3-aminoquinoxaline-2-carbonitrile N1,N4-dioxide derivatives (L) as ligands, were synthesized, characterized by a combination of techniques, and in vitro evaluated. Results were compared with those previously reported for two analogous iron complexes of other ligands of the same family of quinoxaline derivatives. In addition, the complexes were studied by cyclic voltammetry and electronic paramagnetic resonance (EPR) spectroscopy. Cyclic voltammograms of the iron compounds showed several cathodic processes which were attributed to the reduction of the metal center (Fe3+/Fe2+) and the coordinated ligand. EPR signals were characteristic of magnetically isolated high-spin Fe(III) in a rhombic environment and arise from transitions between mS= 1/2 (geff~9) or mS= 3/2 (geff~4.3) states. Mössbauer experiments showed hyperfine parameters that are typical of high spin Fe(III) ions in a not too distorted environment. The novel complexes showed in vitro growth inhibitory activity on Mycobacterium tuberculosis H37Rv (ATCC 27294), together with very low unspecific cytotoxicity on eucariotic cells (cultured murine cell line J774). Both complexes showed higher inhibitory effects on M. tuberculosis than the “second-line” therapeutic drugs. Fil: Tarallo, M. Belén. Universidad de la República; Uruguay Fil: Urquiola, Carolina. Universidad de la República; Uruguay Fil: Monge, Antonio. Universidad de Navarra; España Fil: Parajón Costa, Beatriz Susana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina Fil: Ribeiro, Ronny R.. Universidade de São Paulo. Instituto de Física de São Carlos; Brasil Fil: Costa Filho, Antonio J.. Universidade de São Paulo. Instituto de Física de São Carlos; Brasil Fil: Mercader, Roberto Carlos. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Física La Plata. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Física La Plata; Argentina Fil: Pavan, Fernando R.. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil Fil: Leite, Clarice Q.F.. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil Fil: Torre, María H.. Universidad de la República; Uruguay Fil: Gambino, Dinorah. Universidad de la República; Uruguay |
description |
In the search for new therapeutic tools against Tuberculosis two novel iron complexes, [Fe(L-H)3], with 3-aminoquinoxaline-2-carbonitrile N1,N4-dioxide derivatives (L) as ligands, were synthesized, characterized by a combination of techniques, and in vitro evaluated. Results were compared with those previously reported for two analogous iron complexes of other ligands of the same family of quinoxaline derivatives. In addition, the complexes were studied by cyclic voltammetry and electronic paramagnetic resonance (EPR) spectroscopy. Cyclic voltammograms of the iron compounds showed several cathodic processes which were attributed to the reduction of the metal center (Fe3+/Fe2+) and the coordinated ligand. EPR signals were characteristic of magnetically isolated high-spin Fe(III) in a rhombic environment and arise from transitions between mS= 1/2 (geff~9) or mS= 3/2 (geff~4.3) states. Mössbauer experiments showed hyperfine parameters that are typical of high spin Fe(III) ions in a not too distorted environment. The novel complexes showed in vitro growth inhibitory activity on Mycobacterium tuberculosis H37Rv (ATCC 27294), together with very low unspecific cytotoxicity on eucariotic cells (cultured murine cell line J774). Both complexes showed higher inhibitory effects on M. tuberculosis than the “second-line” therapeutic drugs. |
publishDate |
2010 |
dc.date.none.fl_str_mv |
2010-11 |
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/11336/103570 Tarallo, M. Belén; Urquiola, Carolina; Monge, Antonio; Parajón Costa, Beatriz Susana; Ribeiro, Ronny R.; et al.; Design of novel iron compounds as potential therapeutic agents against tuberculosis; Elsevier Science Inc; Journal of Inorganic Biochemistry; 104; 11; 11-2010; 1164-1170 0162-0134 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/103570 |
identifier_str_mv |
Tarallo, M. Belén; Urquiola, Carolina; Monge, Antonio; Parajón Costa, Beatriz Susana; Ribeiro, Ronny R.; et al.; Design of novel iron compounds as potential therapeutic agents against tuberculosis; Elsevier Science Inc; Journal of Inorganic Biochemistry; 104; 11; 11-2010; 1164-1170 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/url/https://www.sciencedirect.com/science/article/pii/S0162013410001674 info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jinorgbio.2010.07.005 |
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 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_ |
1844614392230969344 |
score |
13.070432 |