Please use this identifier to cite or link to this item: http://hdl.handle.net/1822/19345

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dc.contributor.authorQueiroz, Maria João R. P.-
dc.contributor.authorDias, Sofia-
dc.contributor.authorPeixoto, Daniela-
dc.contributor.authorRodrigues, Ana Rita O.-
dc.contributor.authorOliveira, Andreia D. S.-
dc.contributor.authorCoutinho, Paulo J. G.-
dc.contributor.authorSilva, Luís A. Vale-
dc.contributor.authorPinto, Eugénia-
dc.contributor.authorCastanheira, Elisabete M. S.-
dc.date.accessioned2012-05-16T14:07:49Z-
dc.date.available2012-05-16T14:07:49Z-
dc.date.issued2012-06-
dc.identifier.issn1010-6030por
dc.identifier.urihttp://hdl.handle.net/1822/19345-
dc.description.abstractNew fluorescent methoxylated di(hetero)arylethers in the thieno[3,2-b]pyridine series were prepared by a copper-catalyzed Ullmann-type C-O coupling of the methyl 3-amino-6-bromothieno[3,2-b]pyridine-2-carboxylate with ortho, meta and para-methoxyphenols, using N,N-dimethylglycine as the ligand and Cs2CO3 as the base. The compounds obtained were tested for their inhibitory growth activity in three human tumor cell lines MCF-7 (breast adenocarcinoma), A375-C5 (melanoma), NCI-H460 (non-small cell lung cancer). The di(hetero)arylethers bearing a methoxy group in the ortho and meta positions showed very low GI50 values (1.1 - 2.5 µM) in all the three tumor cell lines. Their fluorescence properties in solution and when encapsulated in different nanoliposome formulations, composed either by egg-yolk phosphatidylcholine (Egg-PC), dipalmitoyl phosphatidylcholine (DPPC), dimyristoyl phosphatidylglycerol (DMPG), dioctadecyldimethylammonium bromide (DODAB), distearoyl phosphatidylcholine (DSPC), with or without cholesterol (Ch), or distearoyl phosphatidylethanolamine-(polyethylene glycol)2000 (DSPE-PEG), were studied. All compounds can be carried in the hydrophobic region of the liposome membrane. The liposomes with incorporated compounds are nanometric in size (diameter lower than 150 nm) and have generally low polydispersity.por
dc.description.sponsorshipFundação para a Ciência e a Tecnologia (FCT) - Bruker Avance III 400-Univ. Minho).por
dc.description.sponsorshipFundo Europeu de Desenvolvimento Regional (FEDER)por
dc.description.sponsorshipResearch Centres, CQ/UM - PEstC/QUI/UI0686/2011, FCOMP-01-0124-FEDER-022716)] and CFUM [PEst-C/FIS/UI0607/2011, F-COMP-01-0124-FEDER-022711)], PTDC/QUI/81238/2006, (FCOMP-01-0124-FEDER-007467) (photophysical studies), PTDC/QUI-QUI/111060/2009 (F-COMP-01-0124-FEDER-015603) (organic synthesis and biological studies)por
dc.description.sponsorshipCOMPETE/QREN/EU.por
dc.language.isoengpor
dc.publisherElsevierpor
dc.relationinfo:eu-repo/grantAgreement/FCT/5876-PPCDTI/81238/PT-
dc.relationinfo:eu-repo/grantAgreement/FCT/5876-PPCDTI/111060/PT-
dc.rightsopenAccesspor
dc.subjectUllmann-type C-O couplingpor
dc.subjectDi(hetero)aryleterspor
dc.subjectThieno[3,2-b]pyridinespor
dc.subjectFluorescencepor
dc.subjectNanoliposomespor
dc.subjectDi(hetero)aryletherspor
dc.subjectThieno[3,2-blpyridinespor
dc.titleNew potential antitumoral di(hetero)arylether derivatives in the thieno[3,2-b]pyridine series : synthesis and fluorescence studies in solution and in nanoliposomespor
dc.typearticlepor
dc.peerreviewedyespor
dc.relation.publisherversionwww.sciencedirect.compor
sdum.publicationstatuspublishedpor
oaire.citationStartPage71por
oaire.citationEndPage80por
oaire.citationTitleJournal of Photochemistry and Photobiology A : Chemistrypor
oaire.citationVolume238por
dc.identifier.doi10.1016/j.jphotochem.2012.04.007por
dc.subject.wosScience & Technologypor
sdum.journalJournal of Photochemistry and Photobiology a : Chemistrypor
Appears in Collections:CDF - FAMO - Artigos/Papers (with refereeing)
CDQuim - Artigos (Papers)

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