A new antitumoral Heteroarylaminothieno[3,2-b]pyridine derivative : its incorporation into liposomes and interaction with proteins monitored by fluorescence
Autor(a) principal: | |
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Data de Publicação: | 2014 |
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/1822/30742 |
Resumo: | Advance Article. 2014 Oct 16 [Epub ahead of print] |
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A new antitumoral Heteroarylaminothieno[3,2-b]pyridine derivative : its incorporation into liposomes and interaction with proteins monitored by fluorescenceThieno[3,2-b]pyridineBovine serum albuminNanoliposomesPhotophysicsMultidrug resistance proteinCiências Naturais::Ciências QuímicasCiências Naturais::Ciências FísicasScience & TechnologyAdvance Article. 2014 Oct 16 [Epub ahead of print]The fluorescence properties of the new potent antitumoral methyl 3-amino-6-(benzo[d]thiazol-2-ylamino)thieno[3,2-b]pyridine-2-carboxylate in solution and when encapsulated in several different nanoliposome formulations were investigated. The compound exhibits very reasonable fluorescence quantum yields and a solvent sensitive emission in several polar and non-polar media, despite not being fluorescent in protic solvents. Fluorescence anisotropy measurements of the compound incorporated in liposomes revealed that this thienopyridine derivative can be carried in the hydrophobic region of the lipid membrane. Liposome formulations including this antitumor compound are nanometric in size, with a diameter lower than 130 nm and generally low polydispersity, being promising for future drug delivery developments. The interaction of the compound with bovine serum albumin (BSA) and the multidrug resistance protein MDR1 was monitored by FRET, the compound acting as energy acceptor. It was observed a lower interaction with MDR1 protein than with the native form of BSA, which is an important result regarding applications of this antitumoral drug.Foundation for the Science and Technology (FCT, Portugal), FEDER/COMPETE and QREN for financial support to the Research Centres, CFUM [Strategic Project PEst- C/FIS/UI0607/2013 (FCOMP-01-0124-FEDER-022711) and CQ/UM [Strategic Project PEst-C/QUI/UI0686/2013 (FCOMP-01-0124-FEDER-022716)] and n-STeP Project NORTE-07-0124-FEDER-000039 supported by the Operational Regional Programme of North of Portugal (ON.2). FCT and POPH/QREN/FSE are acknowledged for the Post- Doc. grant of R.C.C. (SFRH/BPD/68344/2010).Royal Society of ChemistryUniversidade do MinhoCosta, Cátia N. C.Hortelão, Ana C. L.Ramos, José M. F.Oliveira, Andreia D. S.Calhelha, Ricardo C.Queiroz, Maria João R. P.Coutinho, Paulo J. G.Castanheira, Elisabete M. S.20142014-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/30742engPhotochemical & Photobiological Sciences, volume 13, issue 12 (2014) pp. 1730-1740.1474-905X10.1039/C4PP00287C25319772The original publication is available at http://pubs.rsc.orginfo: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:RCAAP2023-07-21T12:15:44Zoai:repositorium.sdum.uminho.pt:1822/30742Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:08:12.039595Repositório 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 |
A new antitumoral Heteroarylaminothieno[3,2-b]pyridine derivative : its incorporation into liposomes and interaction with proteins monitored by fluorescence |
title |
A new antitumoral Heteroarylaminothieno[3,2-b]pyridine derivative : its incorporation into liposomes and interaction with proteins monitored by fluorescence |
spellingShingle |
A new antitumoral Heteroarylaminothieno[3,2-b]pyridine derivative : its incorporation into liposomes and interaction with proteins monitored by fluorescence Costa, Cátia N. C. Thieno[3,2-b]pyridine Bovine serum albumin Nanoliposomes Photophysics Multidrug resistance protein Ciências Naturais::Ciências Químicas Ciências Naturais::Ciências Físicas Science & Technology |
title_short |
A new antitumoral Heteroarylaminothieno[3,2-b]pyridine derivative : its incorporation into liposomes and interaction with proteins monitored by fluorescence |
title_full |
A new antitumoral Heteroarylaminothieno[3,2-b]pyridine derivative : its incorporation into liposomes and interaction with proteins monitored by fluorescence |
title_fullStr |
A new antitumoral Heteroarylaminothieno[3,2-b]pyridine derivative : its incorporation into liposomes and interaction with proteins monitored by fluorescence |
title_full_unstemmed |
A new antitumoral Heteroarylaminothieno[3,2-b]pyridine derivative : its incorporation into liposomes and interaction with proteins monitored by fluorescence |
title_sort |
A new antitumoral Heteroarylaminothieno[3,2-b]pyridine derivative : its incorporation into liposomes and interaction with proteins monitored by fluorescence |
author |
Costa, Cátia N. C. |
author_facet |
Costa, Cátia N. C. Hortelão, Ana C. L. Ramos, José M. F. Oliveira, Andreia D. S. Calhelha, Ricardo C. Queiroz, Maria João R. P. Coutinho, Paulo J. G. Castanheira, Elisabete M. S. |
author_role |
author |
author2 |
Hortelão, Ana C. L. Ramos, José M. F. Oliveira, Andreia D. S. Calhelha, Ricardo C. Queiroz, Maria João R. P. Coutinho, Paulo J. G. Castanheira, Elisabete M. S. |
author2_role |
author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade do Minho |
dc.contributor.author.fl_str_mv |
Costa, Cátia N. C. Hortelão, Ana C. L. Ramos, José M. F. Oliveira, Andreia D. S. Calhelha, Ricardo C. Queiroz, Maria João R. P. Coutinho, Paulo J. G. Castanheira, Elisabete M. S. |
dc.subject.por.fl_str_mv |
Thieno[3,2-b]pyridine Bovine serum albumin Nanoliposomes Photophysics Multidrug resistance protein Ciências Naturais::Ciências Químicas Ciências Naturais::Ciências Físicas Science & Technology |
topic |
Thieno[3,2-b]pyridine Bovine serum albumin Nanoliposomes Photophysics Multidrug resistance protein Ciências Naturais::Ciências Químicas Ciências Naturais::Ciências Físicas Science & Technology |
description |
Advance Article. 2014 Oct 16 [Epub ahead of print] |
publishDate |
2014 |
dc.date.none.fl_str_mv |
2014 2014-01-01T00:00:00Z |
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/1822/30742 |
url |
http://hdl.handle.net/1822/30742 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Photochemical & Photobiological Sciences, volume 13, issue 12 (2014) pp. 1730-1740. 1474-905X 10.1039/C4PP00287C 25319772 The original publication is available at http://pubs.rsc.org |
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 |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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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 |
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1799132503339958272 |