Publicação
Interaction of fluorescent quinolin-2-one and coumarin derivatives including dipeptides with lipid bilayers
| Resumo: | 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. |
|---|---|
| Autores principais: | Abreu, Ana S. |
| Outros Autores: | Hermenegildo, Bruno Filipe Costa; Ferreira, Paula M. T.; Queiroz, Maria João R. P.; Castanheira, Elisabete M. S. |
| Assunto: | Fluorescence Quinolinones Coumarins Liposomes Dipeptides |
| Ano: | 2016 |
| País: | Portugal |
| Tipo de documento: | artigo |
| Tipo de acesso: | acesso restrito |
| Instituição associada: | Universidade do Minho |
| Idioma: | inglês |
| Origem: | RepositóriUM - Universidade do Minho |
| Resumo: | 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. |
|---|