Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) Complexes

Autores
Ferrari, Gabriela Verónica; Pappano, Nora Beatriz; Montaña, Maria Paulina; Garcia, Norman Andino; Debattista, Nora Beatriz
Año de publicación
2010
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Flavonoids are a wide variety of polyphenolic compounds. They have many biological properties. They also exhibit a metallic ion complexation capacity, which is important since it has been found that biological properties these ligands present can be enhanced when complexation occurs. In this work four flavonoid-Ga(III) complexes were studied: 2′,4′,3- trihydroxychalcone-Ga(III), 2′,3-dihydroxychalcone-Ga(III), 3,7,3′-trihydroxyflavone-Ga(III), and 3,3′-dihydroxyflavone-Ga(III). All ligands were synthesized by our working group, contributing a novel, cheaper, and more simple way to obtain 3,3′-dihydroxyflavone. The stoichiometry of the complexes was determined using the Yoe-Jones method. Both chalcone-Ga(III) complexes presented 1:1 L:M stoichiometry; meanwhile flavone-Ga(III) complexes presented 2:1 L:M stoichiometry. The pK values were determined by means of a spectrophotometric method. Values obtained were: 2′,4′,3-trihydroxychalcone-Ga(III), pK = 4.35 ± 0.38; 2′,3-dihydroxychalcone-Ga(III), pK = 3.40 ± 0.17; 3,7,3′-trihydroxyflavone-Ga(III), pK = 7.74 ± 0.19; and 3,3′-dihydroxyflavone-Ga(III), pK = 8.46 ± 0.27. © 2010 American Chemical Society.
Fil: Ferrari, Gabriela Verónica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Química de San Luis. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Química de San Luis; Argentina
Fil: Pappano, Nora Beatriz. Universidad Nacional de San Luis; Argentina
Fil: Montaña, Maria Paulina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Química de San Luis. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Química de San Luis; Argentina
Fil: Garcia, Norman Andino. Universidad Nacional de Río Cuarto; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Debattista, Nora Beatriz. Universidad Nacional de San Luis; Argentina
Materia
flavonoids
formation constants
Ga (III) complexes
synthesis
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:11336/93121

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network_name_str CONICET Digital (CONICET)
spelling Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) ComplexesFerrari, Gabriela VerónicaPappano, Nora BeatrizMontaña, Maria PaulinaGarcia, Norman AndinoDebattista, Nora Beatrizflavonoidsformation constantsGa (III) complexessynthesishttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Flavonoids are a wide variety of polyphenolic compounds. They have many biological properties. They also exhibit a metallic ion complexation capacity, which is important since it has been found that biological properties these ligands present can be enhanced when complexation occurs. In this work four flavonoid-Ga(III) complexes were studied: 2′,4′,3- trihydroxychalcone-Ga(III), 2′,3-dihydroxychalcone-Ga(III), 3,7,3′-trihydroxyflavone-Ga(III), and 3,3′-dihydroxyflavone-Ga(III). All ligands were synthesized by our working group, contributing a novel, cheaper, and more simple way to obtain 3,3′-dihydroxyflavone. The stoichiometry of the complexes was determined using the Yoe-Jones method. Both chalcone-Ga(III) complexes presented 1:1 L:M stoichiometry; meanwhile flavone-Ga(III) complexes presented 2:1 L:M stoichiometry. The pK values were determined by means of a spectrophotometric method. Values obtained were: 2′,4′,3-trihydroxychalcone-Ga(III), pK = 4.35 ± 0.38; 2′,3-dihydroxychalcone-Ga(III), pK = 3.40 ± 0.17; 3,7,3′-trihydroxyflavone-Ga(III), pK = 7.74 ± 0.19; and 3,3′-dihydroxyflavone-Ga(III), pK = 8.46 ± 0.27. © 2010 American Chemical Society.Fil: Ferrari, Gabriela Verónica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Química de San Luis. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Química de San Luis; ArgentinaFil: Pappano, Nora Beatriz. Universidad Nacional de San Luis; ArgentinaFil: Montaña, Maria Paulina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Química de San Luis. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Química de San Luis; ArgentinaFil: Garcia, Norman Andino. Universidad Nacional de Río Cuarto; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Debattista, Nora Beatriz. Universidad Nacional de San Luis; ArgentinaAmerican Chemical Society2010-09info: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/11336/93121Ferrari, Gabriela Verónica; Pappano, Nora Beatriz; Montaña, Maria Paulina; Garcia, Norman Andino; Debattista, Nora Beatriz; Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) Complexes; American Chemical Society; Journal of Chemical and Engineering Data; 55; 9; 9-2010; 3080-30830021-9568CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/je901091finfo:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/je901091finfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:01:44Zoai:ri.conicet.gov.ar:11336/93121instacron: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 10:01:44.312CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) Complexes
title Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) Complexes
spellingShingle Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) Complexes
Ferrari, Gabriela Verónica
flavonoids
formation constants
Ga (III) complexes
synthesis
title_short Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) Complexes
title_full Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) Complexes
title_fullStr Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) Complexes
title_full_unstemmed Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) Complexes
title_sort Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) Complexes
dc.creator.none.fl_str_mv Ferrari, Gabriela Verónica
Pappano, Nora Beatriz
Montaña, Maria Paulina
Garcia, Norman Andino
Debattista, Nora Beatriz
author Ferrari, Gabriela Verónica
author_facet Ferrari, Gabriela Verónica
Pappano, Nora Beatriz
Montaña, Maria Paulina
Garcia, Norman Andino
Debattista, Nora Beatriz
author_role author
author2 Pappano, Nora Beatriz
Montaña, Maria Paulina
Garcia, Norman Andino
Debattista, Nora Beatriz
author2_role author
author
author
author
dc.subject.none.fl_str_mv flavonoids
formation constants
Ga (III) complexes
synthesis
topic flavonoids
formation constants
Ga (III) complexes
synthesis
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Flavonoids are a wide variety of polyphenolic compounds. They have many biological properties. They also exhibit a metallic ion complexation capacity, which is important since it has been found that biological properties these ligands present can be enhanced when complexation occurs. In this work four flavonoid-Ga(III) complexes were studied: 2′,4′,3- trihydroxychalcone-Ga(III), 2′,3-dihydroxychalcone-Ga(III), 3,7,3′-trihydroxyflavone-Ga(III), and 3,3′-dihydroxyflavone-Ga(III). All ligands were synthesized by our working group, contributing a novel, cheaper, and more simple way to obtain 3,3′-dihydroxyflavone. The stoichiometry of the complexes was determined using the Yoe-Jones method. Both chalcone-Ga(III) complexes presented 1:1 L:M stoichiometry; meanwhile flavone-Ga(III) complexes presented 2:1 L:M stoichiometry. The pK values were determined by means of a spectrophotometric method. Values obtained were: 2′,4′,3-trihydroxychalcone-Ga(III), pK = 4.35 ± 0.38; 2′,3-dihydroxychalcone-Ga(III), pK = 3.40 ± 0.17; 3,7,3′-trihydroxyflavone-Ga(III), pK = 7.74 ± 0.19; and 3,3′-dihydroxyflavone-Ga(III), pK = 8.46 ± 0.27. © 2010 American Chemical Society.
Fil: Ferrari, Gabriela Verónica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Química de San Luis. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Química de San Luis; Argentina
Fil: Pappano, Nora Beatriz. Universidad Nacional de San Luis; Argentina
Fil: Montaña, Maria Paulina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto de Química de San Luis. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Instituto de Química de San Luis; Argentina
Fil: Garcia, Norman Andino. Universidad Nacional de Río Cuarto; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Debattista, Nora Beatriz. Universidad Nacional de San Luis; Argentina
description Flavonoids are a wide variety of polyphenolic compounds. They have many biological properties. They also exhibit a metallic ion complexation capacity, which is important since it has been found that biological properties these ligands present can be enhanced when complexation occurs. In this work four flavonoid-Ga(III) complexes were studied: 2′,4′,3- trihydroxychalcone-Ga(III), 2′,3-dihydroxychalcone-Ga(III), 3,7,3′-trihydroxyflavone-Ga(III), and 3,3′-dihydroxyflavone-Ga(III). All ligands were synthesized by our working group, contributing a novel, cheaper, and more simple way to obtain 3,3′-dihydroxyflavone. The stoichiometry of the complexes was determined using the Yoe-Jones method. Both chalcone-Ga(III) complexes presented 1:1 L:M stoichiometry; meanwhile flavone-Ga(III) complexes presented 2:1 L:M stoichiometry. The pK values were determined by means of a spectrophotometric method. Values obtained were: 2′,4′,3-trihydroxychalcone-Ga(III), pK = 4.35 ± 0.38; 2′,3-dihydroxychalcone-Ga(III), pK = 3.40 ± 0.17; 3,7,3′-trihydroxyflavone-Ga(III), pK = 7.74 ± 0.19; and 3,3′-dihydroxyflavone-Ga(III), pK = 8.46 ± 0.27. © 2010 American Chemical Society.
publishDate 2010
dc.date.none.fl_str_mv 2010-09
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/11336/93121
Ferrari, Gabriela Verónica; Pappano, Nora Beatriz; Montaña, Maria Paulina; Garcia, Norman Andino; Debattista, Nora Beatriz; Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) Complexes; American Chemical Society; Journal of Chemical and Engineering Data; 55; 9; 9-2010; 3080-3083
0021-9568
CONICET Digital
CONICET
url http://hdl.handle.net/11336/93121
identifier_str_mv Ferrari, Gabriela Verónica; Pappano, Nora Beatriz; Montaña, Maria Paulina; Garcia, Norman Andino; Debattista, Nora Beatriz; Novel synthesis of 3,3′-dihydroxyflavone and apparent formation constants of flavonoid-Ga(III) Complexes; American Chemical Society; Journal of Chemical and Engineering Data; 55; 9; 9-2010; 3080-3083
0021-9568
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1021/je901091f
info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/je901091f
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 American Chemical Society
publisher.none.fl_str_mv American Chemical Society
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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