Synthesis, characterization, photophysical studies and interaction with DNA of a new family Ru(II) Furyl- and Thienyl-imidazo-phenanthroline polypyridyl complexes

Detalhes bibliográficos
Autor(a) principal: Pedras, Bruno
Data de Publicação: 2012
Outros Autores: Batista, Rosa Maria Ferreira, Tormo, Laura, Costa, Susana P. G., Raposo, M. Manuela M., Orellana, Guillermo, Capelo, José Luis, Lodeiro, Carlos
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/1822/15355
Resumo: A new family of Ru(II) polypyridyl complexes (C1 to C6) containing furyl- or thienyl-imidazo-phenanthroline ligands (4-6) were synthesized using microwave irradiation and characterized by elemental analysis, 1H-NMR, UV-vis absorption and fluorescence spectroscopy, FAB, EI-MS and MALDI-TOF-MS spectrometry. On the other hand, the novel furyl- or thienyl-imidazo-phenanthroline derivatives (5-6) were synthesized through the Radziszewski reaction and completely characterized by the usual spectroscopic techniques. The interaction of the complexes with calf thymus DNA in the absence and in the presence of different quenchers (ethidium bromide, potassium hexacyanoferrate(II) and methylviologen) has been studied by absorption spectroscopy, steady-state and single-photon timing luminescence measurements. Their electronic spectra show visible absorption peaks at 457-463 nm, with red luminescence at 603-613 nm. The emission quantum yields of these complexes are between 0.006–0.016 in air-equilibrated DMSO solution. Luminescence lifetimes in water lie within the 0.4 to 1.0 µs range, with a non-exponential behavior due to aggregation of the probe. Ru(II) complexes C3, C4, C5 and C6 show intrinsic dsDNA-binding constants of 2.74 x 105, 3.02 x 105, 1.32 x 105 and 1.63 x 105 M-1, respectively. The planar extended structure of the imidazo-phenanthroline ligands and the collected spectroscopic data suggest a partial intercalative binding mode of the novel metal probes to double-stranded DNA.
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spelling Synthesis, characterization, photophysical studies and interaction with DNA of a new family Ru(II) Furyl- and Thienyl-imidazo-phenanthroline polypyridyl complexesRu(II) complexesDNA probesPhenanthrolineThiopheneFuranFluorescent probesImidazoleSynthesisRadziszewski reactionMicrowaveDNA intercalatorsImidazo-phenanthrolinesDNAScience & TechnologyA new family of Ru(II) polypyridyl complexes (C1 to C6) containing furyl- or thienyl-imidazo-phenanthroline ligands (4-6) were synthesized using microwave irradiation and characterized by elemental analysis, 1H-NMR, UV-vis absorption and fluorescence spectroscopy, FAB, EI-MS and MALDI-TOF-MS spectrometry. On the other hand, the novel furyl- or thienyl-imidazo-phenanthroline derivatives (5-6) were synthesized through the Radziszewski reaction and completely characterized by the usual spectroscopic techniques. The interaction of the complexes with calf thymus DNA in the absence and in the presence of different quenchers (ethidium bromide, potassium hexacyanoferrate(II) and methylviologen) has been studied by absorption spectroscopy, steady-state and single-photon timing luminescence measurements. Their electronic spectra show visible absorption peaks at 457-463 nm, with red luminescence at 603-613 nm. The emission quantum yields of these complexes are between 0.006–0.016 in air-equilibrated DMSO solution. Luminescence lifetimes in water lie within the 0.4 to 1.0 µs range, with a non-exponential behavior due to aggregation of the probe. Ru(II) complexes C3, C4, C5 and C6 show intrinsic dsDNA-binding constants of 2.74 x 105, 3.02 x 105, 1.32 x 105 and 1.63 x 105 M-1, respectively. The planar extended structure of the imidazo-phenanthroline ligands and the collected spectroscopic data suggest a partial intercalative binding mode of the novel metal probes to double-stranded DNA.Fundação para a Ciência e a Tecnologia (FCT)ElsevierUniversidade do MinhoPedras, BrunoBatista, Rosa Maria FerreiraTormo, LauraCosta, Susana P. G.Raposo, M. Manuela M.Orellana, GuillermoCapelo, José LuisLodeiro, Carlos20122012-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/15355eng0020-169310.1016/j.ica.2011.07.020info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-07-21T12:43:07Zoai:repositorium.sdum.uminho.pt:1822/15355Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:40:32.180036Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Synthesis, characterization, photophysical studies and interaction with DNA of a new family Ru(II) Furyl- and Thienyl-imidazo-phenanthroline polypyridyl complexes
title Synthesis, characterization, photophysical studies and interaction with DNA of a new family Ru(II) Furyl- and Thienyl-imidazo-phenanthroline polypyridyl complexes
spellingShingle Synthesis, characterization, photophysical studies and interaction with DNA of a new family Ru(II) Furyl- and Thienyl-imidazo-phenanthroline polypyridyl complexes
Pedras, Bruno
Ru(II) complexes
DNA probes
Phenanthroline
Thiophene
Furan
Fluorescent probes
Imidazole
Synthesis
Radziszewski reaction
Microwave
DNA intercalators
Imidazo-phenanthrolines
DNA
Science & Technology
title_short Synthesis, characterization, photophysical studies and interaction with DNA of a new family Ru(II) Furyl- and Thienyl-imidazo-phenanthroline polypyridyl complexes
title_full Synthesis, characterization, photophysical studies and interaction with DNA of a new family Ru(II) Furyl- and Thienyl-imidazo-phenanthroline polypyridyl complexes
title_fullStr Synthesis, characterization, photophysical studies and interaction with DNA of a new family Ru(II) Furyl- and Thienyl-imidazo-phenanthroline polypyridyl complexes
title_full_unstemmed Synthesis, characterization, photophysical studies and interaction with DNA of a new family Ru(II) Furyl- and Thienyl-imidazo-phenanthroline polypyridyl complexes
title_sort Synthesis, characterization, photophysical studies and interaction with DNA of a new family Ru(II) Furyl- and Thienyl-imidazo-phenanthroline polypyridyl complexes
author Pedras, Bruno
author_facet Pedras, Bruno
Batista, Rosa Maria Ferreira
Tormo, Laura
Costa, Susana P. G.
Raposo, M. Manuela M.
Orellana, Guillermo
Capelo, José Luis
Lodeiro, Carlos
author_role author
author2 Batista, Rosa Maria Ferreira
Tormo, Laura
Costa, Susana P. G.
Raposo, M. Manuela M.
Orellana, Guillermo
Capelo, José Luis
Lodeiro, Carlos
author2_role author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade do Minho
dc.contributor.author.fl_str_mv Pedras, Bruno
Batista, Rosa Maria Ferreira
Tormo, Laura
Costa, Susana P. G.
Raposo, M. Manuela M.
Orellana, Guillermo
Capelo, José Luis
Lodeiro, Carlos
dc.subject.por.fl_str_mv Ru(II) complexes
DNA probes
Phenanthroline
Thiophene
Furan
Fluorescent probes
Imidazole
Synthesis
Radziszewski reaction
Microwave
DNA intercalators
Imidazo-phenanthrolines
DNA
Science & Technology
topic Ru(II) complexes
DNA probes
Phenanthroline
Thiophene
Furan
Fluorescent probes
Imidazole
Synthesis
Radziszewski reaction
Microwave
DNA intercalators
Imidazo-phenanthrolines
DNA
Science & Technology
description A new family of Ru(II) polypyridyl complexes (C1 to C6) containing furyl- or thienyl-imidazo-phenanthroline ligands (4-6) were synthesized using microwave irradiation and characterized by elemental analysis, 1H-NMR, UV-vis absorption and fluorescence spectroscopy, FAB, EI-MS and MALDI-TOF-MS spectrometry. On the other hand, the novel furyl- or thienyl-imidazo-phenanthroline derivatives (5-6) were synthesized through the Radziszewski reaction and completely characterized by the usual spectroscopic techniques. The interaction of the complexes with calf thymus DNA in the absence and in the presence of different quenchers (ethidium bromide, potassium hexacyanoferrate(II) and methylviologen) has been studied by absorption spectroscopy, steady-state and single-photon timing luminescence measurements. Their electronic spectra show visible absorption peaks at 457-463 nm, with red luminescence at 603-613 nm. The emission quantum yields of these complexes are between 0.006–0.016 in air-equilibrated DMSO solution. Luminescence lifetimes in water lie within the 0.4 to 1.0 µs range, with a non-exponential behavior due to aggregation of the probe. Ru(II) complexes C3, C4, C5 and C6 show intrinsic dsDNA-binding constants of 2.74 x 105, 3.02 x 105, 1.32 x 105 and 1.63 x 105 M-1, respectively. The planar extended structure of the imidazo-phenanthroline ligands and the collected spectroscopic data suggest a partial intercalative binding mode of the novel metal probes to double-stranded DNA.
publishDate 2012
dc.date.none.fl_str_mv 2012
2012-01-01T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/1822/15355
url http://hdl.handle.net/1822/15355
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 0020-1693
10.1016/j.ica.2011.07.020
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
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dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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