Complexes of Pd(II) and Pt(II) with 9-aminoacridine: reactions with DNA and study of their antiproliferative activity

Four new metal complexes {M = Pd(II) or Pt(II)} containing the ligand 9-aminoacridine (9AA) were prepared. The compounds were characterized by FT-IR and 1H, 13C, and 195Pt NMR spectroscopies. Crystal structure of the palladium complex of formulae [Pd(9AA)(μ-Cl)]2 · 2DMF was determined by X-ray diffr...

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Detalles Bibliográficos
Autores: Riera, X., Moreno Martínez, Virtudes, Ciudad i Gómez, Carlos Julián, Noé Mata, Verónica, Font Bardia, Ma. Mercedes, Solans, Xavier, 1949-2007
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2007
País:España
Institución:Universidad de Barcelona
Repositorio:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/33343
Acceso en línea:https://hdl.handle.net/2445/33343
Access Level:acceso abierto
Palabra clave:Medicaments antineoplàstics
Pal·ladi (Element químic)
Platí
Apoptosi
Antineoplastic agents
Palladium
Platinum
Apoptosis
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spelling Complexes of Pd(II) and Pt(II) with 9-aminoacridine: reactions with DNA and study of their antiproliferative activityRiera, X.Moreno Martínez, VirtudesCiudad i Gómez, Carlos JuliánNoé Mata, VerónicaFont Bardia, Ma. MercedesSolans, Xavier, 1949-2007Medicaments antineoplàsticsPal·ladi (Element químic)PlatíApoptosiAntineoplastic agentsPalladiumPlatinumApoptosisFour new metal complexes {M = Pd(II) or Pt(II)} containing the ligand 9-aminoacridine (9AA) were prepared. The compounds were characterized by FT-IR and 1H, 13C, and 195Pt NMR spectroscopies. Crystal structure of the palladium complex of formulae [Pd(9AA)(μ-Cl)]2 · 2DMF was determined by X-ray diffraction. Two 9-acridine molecules in the imine form bind symmetrically to the metal ions in a bidentate fashion through the imine nitrogen atom and the C(1) atom of the aminoacridine closing a new five-membered ring. By reaction with phosphine or pyridine, the Cl bridges broke and compounds with general formulae [Pd(9AA)Cl(L)] (where L = PPh3 or py) were formed. A mononuclear complex of platinum of formulae [Pt(9AA)Cl(DMSO)] was also obtained by direct reaction of 9-aminoacridine and the complex [PtCl2(DMSO)2]. The capacity of the compounds to modify the secondary and tertiary structures of DNA was evaluated by means of circular dichroism and electrophoretic mobility. Both palladium and platinum compounds proved active in the modification of both the secondary and tertiary DNA structures. AFM images showed noticeable modifications of the morphology of the plasmid pBR322 DNA by the compounds probably due to the intercalation of the complexes between base pairs of the DNA molecule. Finally, the palladium complex was tested for antiproliferative activity against three different human tumor cell lines. The results suggest that the palladium complex of formula [Pd(9AA)(μ-Cl)]2 has significant antiproliferative activity, although it is less active than cisplatin.Hindawi2007info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://hdl.handle.net/2445/33343Articles publicats en revistes (Bioquímica i Biomedicina Molecular)reponame:Dipòsit Digital de la UBinstname:Universidad de BarcelonaInglésReproducció del document publicat a: http://dx.doi.org/doi:10.1155/2007/98732Bioinorganic Chemistry And Applications, 2007, vol. 2007http://dx.doi.org/doi:10.1155/2007/98732cc-by (c) Riera, X. et al., 2007http://creativecommons.org/licenses/by/3.0/esinfo:eu-repo/semantics/openAccessoai:diposit.ub.edu:2445/333432026-05-27T06:46:51Z
dc.title.none.fl_str_mv Complexes of Pd(II) and Pt(II) with 9-aminoacridine: reactions with DNA and study of their antiproliferative activity
title Complexes of Pd(II) and Pt(II) with 9-aminoacridine: reactions with DNA and study of their antiproliferative activity
spellingShingle Complexes of Pd(II) and Pt(II) with 9-aminoacridine: reactions with DNA and study of their antiproliferative activity
Riera, X.
Medicaments antineoplàstics
Pal·ladi (Element químic)
Platí
Apoptosi
Antineoplastic agents
Palladium
Platinum
Apoptosis
title_short Complexes of Pd(II) and Pt(II) with 9-aminoacridine: reactions with DNA and study of their antiproliferative activity
title_full Complexes of Pd(II) and Pt(II) with 9-aminoacridine: reactions with DNA and study of their antiproliferative activity
title_fullStr Complexes of Pd(II) and Pt(II) with 9-aminoacridine: reactions with DNA and study of their antiproliferative activity
title_full_unstemmed Complexes of Pd(II) and Pt(II) with 9-aminoacridine: reactions with DNA and study of their antiproliferative activity
title_sort Complexes of Pd(II) and Pt(II) with 9-aminoacridine: reactions with DNA and study of their antiproliferative activity
dc.creator.none.fl_str_mv Riera, X.
Moreno Martínez, Virtudes
Ciudad i Gómez, Carlos Julián
Noé Mata, Verónica
Font Bardia, Ma. Mercedes
Solans, Xavier, 1949-2007
author Riera, X.
author_facet Riera, X.
Moreno Martínez, Virtudes
Ciudad i Gómez, Carlos Julián
Noé Mata, Verónica
Font Bardia, Ma. Mercedes
Solans, Xavier, 1949-2007
author_role author
author2 Moreno Martínez, Virtudes
Ciudad i Gómez, Carlos Julián
Noé Mata, Verónica
Font Bardia, Ma. Mercedes
Solans, Xavier, 1949-2007
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Medicaments antineoplàstics
Pal·ladi (Element químic)
Platí
Apoptosi
Antineoplastic agents
Palladium
Platinum
Apoptosis
topic Medicaments antineoplàstics
Pal·ladi (Element químic)
Platí
Apoptosi
Antineoplastic agents
Palladium
Platinum
Apoptosis
description Four new metal complexes {M = Pd(II) or Pt(II)} containing the ligand 9-aminoacridine (9AA) were prepared. The compounds were characterized by FT-IR and 1H, 13C, and 195Pt NMR spectroscopies. Crystal structure of the palladium complex of formulae [Pd(9AA)(μ-Cl)]2 · 2DMF was determined by X-ray diffraction. Two 9-acridine molecules in the imine form bind symmetrically to the metal ions in a bidentate fashion through the imine nitrogen atom and the C(1) atom of the aminoacridine closing a new five-membered ring. By reaction with phosphine or pyridine, the Cl bridges broke and compounds with general formulae [Pd(9AA)Cl(L)] (where L = PPh3 or py) were formed. A mononuclear complex of platinum of formulae [Pt(9AA)Cl(DMSO)] was also obtained by direct reaction of 9-aminoacridine and the complex [PtCl2(DMSO)2]. The capacity of the compounds to modify the secondary and tertiary structures of DNA was evaluated by means of circular dichroism and electrophoretic mobility. Both palladium and platinum compounds proved active in the modification of both the secondary and tertiary DNA structures. AFM images showed noticeable modifications of the morphology of the plasmid pBR322 DNA by the compounds probably due to the intercalation of the complexes between base pairs of the DNA molecule. Finally, the palladium complex was tested for antiproliferative activity against three different human tumor cell lines. The results suggest that the palladium complex of formula [Pd(9AA)(μ-Cl)]2 has significant antiproliferative activity, although it is less active than cisplatin.
publishDate 2007
dc.date.none.fl_str_mv 2007
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/2445/33343
url https://hdl.handle.net/2445/33343
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Reproducció del document publicat a: http://dx.doi.org/doi:10.1155/2007/98732
Bioinorganic Chemistry And Applications, 2007, vol. 2007
http://dx.doi.org/doi:10.1155/2007/98732
dc.rights.none.fl_str_mv cc-by (c) Riera, X. et al., 2007
http://creativecommons.org/licenses/by/3.0/es
info:eu-repo/semantics/openAccess
rights_invalid_str_mv cc-by (c) Riera, X. et al., 2007
http://creativecommons.org/licenses/by/3.0/es
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Hindawi
publisher.none.fl_str_mv Hindawi
dc.source.none.fl_str_mv Articles publicats en revistes (Bioquímica i Biomedicina Molecular)
reponame:Dipòsit Digital de la UB
instname:Universidad de Barcelona
instname_str Universidad de Barcelona
reponame_str Dipòsit Digital de la UB
collection Dipòsit Digital de la UB
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.301629

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