Please use this identifier to cite or link to this item: http://hdl.handle.net/1822/43407

TitleInteraction of fluorescent quinolin-2-one and coumarin derivatives including dipeptides with lipid bilayers
Author(s)Abreu, Ana S.
Hermenegildo, Bruno Filipe Costa
Ferreira, Paula M. T.
Queiroz, Maria João R. P.
Castanheira, Elisabete M. S.
KeywordsFluorescence
Quinolinones
Coumarins
Liposomes
Dipeptides
Issue dateJul-2016
PublisherRoyal Society of Chemistry
JournalRSC Advances
CitationRSC Adv., 2016,6, 72141-72148
Abstract(s)The photophysical properties of two quinolin-2-one and two coumarin derivatives, a 3-amino-4-phenylquinolin-2-one 1, a N-(tert-butyloxycarbonyl)amino-4-phenylcoumarin 2, and the dipeptides 3 and 4 bearing the quinolin-2-one or the coumarin moiety, respectively, synthesized earlier by some of us, were studied in solvents of different polarity. Compounds 1 and 2 show a moderate solvent sensitive emission, quinolinone 1 exhibiting the highest fluorescence quantum yields (between 0.04 and 0.24). The dipeptide derivatives 3 and 4 present reasonable fluorescence quantum yields in several media, including water (between 0.02 and 0.08). Quinolin-2-one (1 and 3) and coumarin (2 and 4) derivatives were incorporated in lipid vesicles of egg lecithin (egg-PC), DPPC, DPPG and mixed DPPC/DPPG (1:1). All compounds are mainly located in the lipid bilayer, feeling the transition between the rigid gel phase and the fluid liquid-crystalline phase. Dynamic light scattering measurements indicated that the liposomes with the encapsulated compounds are generally monodisperse and with hydrodynamic diameters lower than 160 nm, suitable for biomedical applications.
Typearticle
URIhttp://hdl.handle.net/1822/43407
DOI10.1039/C6RA14376H
ISSN2046-2069
Publisher versionpubs.rsc.org/en/content/articlelanding/2016/ra/c6ra14376h#!divAbstract
Peer-Reviewedyes
AccessrestrictedAccess
Appears in Collections:CDQuim - Artigos (Papers)
CDF - FAMO - Artigos/Papers (with refereeing)

Files in This Item:
File Description SizeFormat 
Interaction of 2-quinolinones and coumarins_Advance Article.pdf1,17 MBAdobe PDFView/Open    Request a copy!

Partilhe no FacebookPartilhe no TwitterPartilhe no DeliciousPartilhe no LinkedInPartilhe no DiggAdicionar ao Google BookmarksPartilhe no MySpacePartilhe no Orkut
Exporte no formato BibTex mendeley Exporte no formato Endnote Adicione ao seu Currículo DeGóis