RESUMO
Photo-responsive monoolein (MO) cubic phase was developed by incorporating coumarin-Tween 20 conjugate in the cubic phase. 7-chlorocarbonylmethoxycoumarin was obtained from 7-hydroxycoumarin through three-step reactions with the yield of 19.8% and it was conjugated to the head group of Tween 20. The molar ratio of the coumarin derivative/Tween 20 in the conjugate was about 1/1 on ¹H NMR spectrum. The cubic phase was prepared by melting the mixture of MO/conjugate (100/0.88, w/w) and hydrating the molten mixture with 5(6)-carboxyfluorescein (CF) solution. UV irradiation (254 nm and/or 365 nm) for 3 h resulted in 1.27% to 2.69% reduction in the double bond of MO but the cubic phase was stable in terms of its integrity under the UV irradiation. The release of CF from coumarin-Tween 20 conjugate-incorporated cubic phase was somewhat suppressed by being subjected to the UV irradiation. The head groups of coumarin-Tween 20 conjugate will be cross-linked so the diffusion in the water channel will be suppressed.
Assuntos
Anticoagulantes/química , Cumarínicos/química , Sistemas de Liberação de Medicamentos , Glicerídeos/química , Veículos Farmacêuticos/química , Polissorbatos/química , Raios Ultravioleta , Anticoagulantes/efeitos da radiação , Cumarínicos/efeitos da radiação , Dimerização , Estabilidade de Medicamentos , Fluoresceínas/química , Corantes Fluorescentes/química , Glicerídeos/efeitos da radiação , Temperatura Alta , Himecromona/análogos & derivados , Himecromona/síntese química , Himecromona/química , Himecromona/efeitos da radiação , Cinética , Espectroscopia de Ressonância Magnética , Veículos Farmacêuticos/efeitos da radiação , Transição de Fase , Processos Fotoquímicos , Polissorbatos/efeitos da radiação , Solubilidade , Tensoativos/química , Tensoativos/efeitos da radiação , Umbeliferonas/química , Umbeliferonas/efeitos da radiaçãoRESUMO
A FRET donor-acceptor xanthene-coumarin conjugate has been designed for redox-regulated synergic treatment of photodynamic therapy and chemotherapy with real-time monitoring. The "locked" FRET pair was selectively "unlocked" by biological reducing thiols via rupture of a sacrificial disulfide linker. A distinct change in fluorescence color and selective cancer cell toxicity were observed in vitro.