Tricarbonyl M(I) (M = Re, 99mTc) complexes bearing acridine fluorophores : synthesis, characterization, DNA interaction studies and nuclear targeting

Detalhes bibliográficos
Autor(a) principal: Esteves, Teresa
Data de Publicação: 2010
Outros Autores: Xavier, Catarina, Gama, Sofia, Mendes, Filipa, Raposinho, Paula D., Marques, Fernanda, Paulo, António, Pessoa, João Costa, Rino, José, Viola, Giampietro, Santos, Isabel
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10451/7119
Resumo: © The Royal Society of Chemistry 2010
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spelling Tricarbonyl M(I) (M = Re, 99mTc) complexes bearing acridine fluorophores : synthesis, characterization, DNA interaction studies and nuclear targetingAcridineFluorescence spectroscopyRadiopharmaceuticalsCell nucleusDNA© The Royal Society of Chemistry 2010New pyrazolyl-diamine ligands with acridine derivatives at the 4-position of the pyrazolyl ring were synthesized and characterized (L1 and L2). Coordination towards the fac-[M(CO)3]+ (M = Re, 99mTc) led to complexes fac-[M(CO)3(κ3-L)] (L = L1: M = Re1, Tc1; L = L2: M = Re2, Tc2). The interaction of the novel pyrazolyl-diamine ligands (L1 and L2) and rhenium(I) complexes (Re1 and Re2) with calf thymus DNA (CT-DNA) was investigated by a variety of techniques, namely UV-visible , fluorescence spectroscopy and circular and linear dichroism . Compounds L1 and Re1 have moderate affinity to CT-DNA and bind to DNA by intercalation, while L2 and Re2 have a poor affinity for CT-DNA. Moreover, LD measurements showed that L1 and Re1 act as perfect intercalators . By confocal fluorescence microscopy we found that L1 and Re1 internalize and localize in the nucleus of B16F1 murine melanoma cells . The congener Tc1 complex also targets the cell nucleus exhibiting a time-dependent cellular uptake and a fast and high nuclear internalization (67.2% of activity after 30 min). Plasmid DNA studies have shown that Tc1 converts supercoiled (sc) puc19 DNA to the open circular (oc) form.Teresa Esteves and Sofia Gama thank the FCT for a doctoral and postdoctoral research grants (SFRH/BD/29154/2006 and SFRH/BPD/29564/2006, respectively). COST Action D39 is also acknowledge. The QITMS instrument was acquired with the support of the Programa Nacional de Reequipamento Científico (Contract>REDE/1503/REM/2005-ITN) of Fundação para a Ciência e a Tecnologia and is part of RNEM - Rede Nacional de Espectrometria de Massa.Royal Society of ChemistryRepositório da Universidade de LisboaEsteves, TeresaXavier, CatarinaGama, SofiaMendes, FilipaRaposinho, Paula D.Marques, FernandaPaulo, AntónioPessoa, João CostaRino, JoséViola, GiampietroSantos, Isabel2012-10-25T14:22:04Z20102010-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10451/7119engOrg. Biomol. Chem., 2010, 8, 4104-41161477-0520http://dx.doi.org/10.1039/C0OB00073Finfo: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:RCAAP2023-11-08T15:50:06Zoai:repositorio.ul.pt:10451/7119Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:32:01.750025Repositório 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 Tricarbonyl M(I) (M = Re, 99mTc) complexes bearing acridine fluorophores : synthesis, characterization, DNA interaction studies and nuclear targeting
title Tricarbonyl M(I) (M = Re, 99mTc) complexes bearing acridine fluorophores : synthesis, characterization, DNA interaction studies and nuclear targeting
spellingShingle Tricarbonyl M(I) (M = Re, 99mTc) complexes bearing acridine fluorophores : synthesis, characterization, DNA interaction studies and nuclear targeting
Esteves, Teresa
Acridine
Fluorescence spectroscopy
Radiopharmaceuticals
Cell nucleus
DNA
title_short Tricarbonyl M(I) (M = Re, 99mTc) complexes bearing acridine fluorophores : synthesis, characterization, DNA interaction studies and nuclear targeting
title_full Tricarbonyl M(I) (M = Re, 99mTc) complexes bearing acridine fluorophores : synthesis, characterization, DNA interaction studies and nuclear targeting
title_fullStr Tricarbonyl M(I) (M = Re, 99mTc) complexes bearing acridine fluorophores : synthesis, characterization, DNA interaction studies and nuclear targeting
title_full_unstemmed Tricarbonyl M(I) (M = Re, 99mTc) complexes bearing acridine fluorophores : synthesis, characterization, DNA interaction studies and nuclear targeting
title_sort Tricarbonyl M(I) (M = Re, 99mTc) complexes bearing acridine fluorophores : synthesis, characterization, DNA interaction studies and nuclear targeting
author Esteves, Teresa
author_facet Esteves, Teresa
Xavier, Catarina
Gama, Sofia
Mendes, Filipa
Raposinho, Paula D.
Marques, Fernanda
Paulo, António
Pessoa, João Costa
Rino, José
Viola, Giampietro
Santos, Isabel
author_role author
author2 Xavier, Catarina
Gama, Sofia
Mendes, Filipa
Raposinho, Paula D.
Marques, Fernanda
Paulo, António
Pessoa, João Costa
Rino, José
Viola, Giampietro
Santos, Isabel
author2_role author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Repositório da Universidade de Lisboa
dc.contributor.author.fl_str_mv Esteves, Teresa
Xavier, Catarina
Gama, Sofia
Mendes, Filipa
Raposinho, Paula D.
Marques, Fernanda
Paulo, António
Pessoa, João Costa
Rino, José
Viola, Giampietro
Santos, Isabel
dc.subject.por.fl_str_mv Acridine
Fluorescence spectroscopy
Radiopharmaceuticals
Cell nucleus
DNA
topic Acridine
Fluorescence spectroscopy
Radiopharmaceuticals
Cell nucleus
DNA
description © The Royal Society of Chemistry 2010
publishDate 2010
dc.date.none.fl_str_mv 2010
2010-01-01T00:00:00Z
2012-10-25T14:22:04Z
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/10451/7119
url http://hdl.handle.net/10451/7119
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Org. Biomol. Chem., 2010, 8, 4104-4116
1477-0520
http://dx.doi.org/10.1039/C0OB00073F
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 Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
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
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
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reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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