Synthesis, characterization, photophysical studies and interaction with DNA of a new family Ru(II) Furyl- and Thienyl-imidazo-phenanthroline polypyridyl complexes
Autor(a) principal: | |
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Data de Publicação: | 2012 |
Outros Autores: | , , , , , , |
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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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 |
eu_rights_str_mv |
openAccess |
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) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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1799132950968664064 |