Apigenin oxidovanadium(IV) cation interactions : Synthesis, spectral, bovine serum albumin binding, antioxidant and anticancer studies

Autores
Martínez Medina, Juan José; Naso, Luciana; Pérez, Ana L.; Rizzi, Alberto; Okulik, Nora Beatriz; Williams, Patricia Ana María
Año de publicación
2017
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Continuing and expanding our previous work on flavonoid oxidovanadium(IV) (VO) metal complexes as possible anti-cancer agents, the VOapigenin compound was synthesized and characterized. An “acetylacetone-like” coordination through the C=O and O moieties of the ligand to the metal center with one apigenin ligand per metal ion was assumed using different spectroscopies and elemental analysis as well as thermal measurements. The vibrational experimental spectrum of VOapigenin was supported by theoretical calculations. According to the structure of the flavonoid it exerted mild antioxidant properties that were enhanced by metal coordination. The compounds showed moderate anticancer activity on lung A549 and cervix HeLa cancer cell lines, displaying an incubation time dependent behavior. Cellular increase of reactive oxygen species (ROS) and glutathione depletion have been measured upon incubation with the compounds. These cell killing activities were reverted when natural antioxidants were incubated with the compounds and the addition of the antioxidant agent Nacetylcysteine generated depletion of the cellular ROS levels. Therefore, a stress oxidative mechanism of action has been assumed. Moreover, the compounds showed no toxicity against Artemia salina and were not mutagenic. Both apigenin and the complex could be transported and stored by bovine serum albumin with similar binding constants and mechanisms than other VOflavonoid complexes.
Centro de Química Inorgánica
Materia
Química
Oxidovanadim (IV)
Apigenin
Cáncer
Oxidative stress
Bovine serum albumin
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc-sa/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/103790

id SEDICI_2bfb78f996c5a4717fb026232d9045e2
oai_identifier_str oai:sedici.unlp.edu.ar:10915/103790
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Apigenin oxidovanadium(IV) cation interactions : Synthesis, spectral, bovine serum albumin binding, antioxidant and anticancer studiesMartínez Medina, Juan JoséNaso, LucianaPérez, Ana L.Rizzi, AlbertoOkulik, Nora BeatrizWilliams, Patricia Ana MaríaQuímicaOxidovanadim (IV)ApigeninCáncerOxidative stressBovine serum albuminContinuing and expanding our previous work on flavonoid oxidovanadium(IV) (VO) metal complexes as possible anti-cancer agents, the VOapigenin compound was synthesized and characterized. An “acetylacetone-like” coordination through the C=O and O moieties of the ligand to the metal center with one apigenin ligand per metal ion was assumed using different spectroscopies and elemental analysis as well as thermal measurements. The vibrational experimental spectrum of VOapigenin was supported by theoretical calculations. According to the structure of the flavonoid it exerted mild antioxidant properties that were enhanced by metal coordination. The compounds showed moderate anticancer activity on lung A549 and cervix HeLa cancer cell lines, displaying an incubation time dependent behavior. Cellular increase of reactive oxygen species (ROS) and glutathione depletion have been measured upon incubation with the compounds. These cell killing activities were reverted when natural antioxidants were incubated with the compounds and the addition of the antioxidant agent Nacetylcysteine generated depletion of the cellular ROS levels. Therefore, a stress oxidative mechanism of action has been assumed. Moreover, the compounds showed no toxicity against Artemia salina and were not mutagenic. Both apigenin and the complex could be transported and stored by bovine serum albumin with similar binding constants and mechanisms than other VOflavonoid complexes.Centro de Química Inorgánica2017-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf84-100http://sedici.unlp.edu.ar/handle/10915/103790enginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S1010603017303945?via%3Dihubinfo:eu-repo/semantics/altIdentifier/issn/1010-6030info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jphotochem.2017.05.007info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-sa/4.0/Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-03T10:54:48Zoai:sedici.unlp.edu.ar:10915/103790Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-03 10:54:49.097SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv Apigenin oxidovanadium(IV) cation interactions : Synthesis, spectral, bovine serum albumin binding, antioxidant and anticancer studies
title Apigenin oxidovanadium(IV) cation interactions : Synthesis, spectral, bovine serum albumin binding, antioxidant and anticancer studies
spellingShingle Apigenin oxidovanadium(IV) cation interactions : Synthesis, spectral, bovine serum albumin binding, antioxidant and anticancer studies
Martínez Medina, Juan José
Química
Oxidovanadim (IV)
Apigenin
Cáncer
Oxidative stress
Bovine serum albumin
title_short Apigenin oxidovanadium(IV) cation interactions : Synthesis, spectral, bovine serum albumin binding, antioxidant and anticancer studies
title_full Apigenin oxidovanadium(IV) cation interactions : Synthesis, spectral, bovine serum albumin binding, antioxidant and anticancer studies
title_fullStr Apigenin oxidovanadium(IV) cation interactions : Synthesis, spectral, bovine serum albumin binding, antioxidant and anticancer studies
title_full_unstemmed Apigenin oxidovanadium(IV) cation interactions : Synthesis, spectral, bovine serum albumin binding, antioxidant and anticancer studies
title_sort Apigenin oxidovanadium(IV) cation interactions : Synthesis, spectral, bovine serum albumin binding, antioxidant and anticancer studies
dc.creator.none.fl_str_mv Martínez Medina, Juan José
Naso, Luciana
Pérez, Ana L.
Rizzi, Alberto
Okulik, Nora Beatriz
Williams, Patricia Ana María
author Martínez Medina, Juan José
author_facet Martínez Medina, Juan José
Naso, Luciana
Pérez, Ana L.
Rizzi, Alberto
Okulik, Nora Beatriz
Williams, Patricia Ana María
author_role author
author2 Naso, Luciana
Pérez, Ana L.
Rizzi, Alberto
Okulik, Nora Beatriz
Williams, Patricia Ana María
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Química
Oxidovanadim (IV)
Apigenin
Cáncer
Oxidative stress
Bovine serum albumin
topic Química
Oxidovanadim (IV)
Apigenin
Cáncer
Oxidative stress
Bovine serum albumin
dc.description.none.fl_txt_mv Continuing and expanding our previous work on flavonoid oxidovanadium(IV) (VO) metal complexes as possible anti-cancer agents, the VOapigenin compound was synthesized and characterized. An “acetylacetone-like” coordination through the C=O and O moieties of the ligand to the metal center with one apigenin ligand per metal ion was assumed using different spectroscopies and elemental analysis as well as thermal measurements. The vibrational experimental spectrum of VOapigenin was supported by theoretical calculations. According to the structure of the flavonoid it exerted mild antioxidant properties that were enhanced by metal coordination. The compounds showed moderate anticancer activity on lung A549 and cervix HeLa cancer cell lines, displaying an incubation time dependent behavior. Cellular increase of reactive oxygen species (ROS) and glutathione depletion have been measured upon incubation with the compounds. These cell killing activities were reverted when natural antioxidants were incubated with the compounds and the addition of the antioxidant agent Nacetylcysteine generated depletion of the cellular ROS levels. Therefore, a stress oxidative mechanism of action has been assumed. Moreover, the compounds showed no toxicity against Artemia salina and were not mutagenic. Both apigenin and the complex could be transported and stored by bovine serum albumin with similar binding constants and mechanisms than other VOflavonoid complexes.
Centro de Química Inorgánica
description Continuing and expanding our previous work on flavonoid oxidovanadium(IV) (VO) metal complexes as possible anti-cancer agents, the VOapigenin compound was synthesized and characterized. An “acetylacetone-like” coordination through the C=O and O moieties of the ligand to the metal center with one apigenin ligand per metal ion was assumed using different spectroscopies and elemental analysis as well as thermal measurements. The vibrational experimental spectrum of VOapigenin was supported by theoretical calculations. According to the structure of the flavonoid it exerted mild antioxidant properties that were enhanced by metal coordination. The compounds showed moderate anticancer activity on lung A549 and cervix HeLa cancer cell lines, displaying an incubation time dependent behavior. Cellular increase of reactive oxygen species (ROS) and glutathione depletion have been measured upon incubation with the compounds. These cell killing activities were reverted when natural antioxidants were incubated with the compounds and the addition of the antioxidant agent Nacetylcysteine generated depletion of the cellular ROS levels. Therefore, a stress oxidative mechanism of action has been assumed. Moreover, the compounds showed no toxicity against Artemia salina and were not mutagenic. Both apigenin and the complex could be transported and stored by bovine serum albumin with similar binding constants and mechanisms than other VOflavonoid complexes.
publishDate 2017
dc.date.none.fl_str_mv 2017-05
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
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://sedici.unlp.edu.ar/handle/10915/103790
url http://sedici.unlp.edu.ar/handle/10915/103790
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/abs/pii/S1010603017303945?via%3Dihub
info:eu-repo/semantics/altIdentifier/issn/1010-6030
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jphotochem.2017.05.007
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
dc.format.none.fl_str_mv application/pdf
84-100
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
_version_ 1842260434267144192
score 13.13397