A new antitumoral Heteroarylaminothieno[3,2-b]pyridine derivative : its incorporation into liposomes and interaction with proteins monitored by fluorescence

Detalhes bibliográficos
Autor(a) principal: Costa, Cátia N. C.
Data de Publicação: 2014
Outros Autores: 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.
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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spelling 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:RCAAP2023-07-21T12:15:44ZPortal AgregadorONG
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
instname_str 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)
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