Synthesis, emulsification and self-assembly properties of sugar-containing semifluorinated amphiphiles

Abstract

Surfactants with two and three monosaccharide-based heads and a perfluoroalkyl tail have been synthesized. Perfluoroalkyl C3-symmetric triol and C2-symmetric diol were conveniently prepared via Cu-catalyzed azide-alkyne cycloaddition between a fluorous alkyne and tertiary and secondary azides, respectively. Glycosylation of the perfluoroalkyl diol and triol led to orthoester-type structures, which were evaluated for their capacity to stabilize aqueous emulsions of highly fluorinated anesthetics. The self-assembly properties of the tri-sugar amphiphile were examined by transmission electron microscopy.

Síntese de novos fosfolipídios antitumorais para a inibição da enzima trifosfato de citidina (CTP)

“…13 C NMR (126 MHz,CDCl3) δ 160.83;151.60;150.76;83.25;81.27;69.26; 29.77; 27.60; 13.00. Os intermediários 18 (0,19 g, 0,28 mmol) e 23a (0,06 g, 0,31 mmol) foram solubilizados em uma mistura de metanol e água (8,24 mL, 9:1), em seguida foram adicionados ascorbato de sódio (0,03 g, 0,14 mmol) e duas gotas de solução concentrada de sulfato de cobre (II) (DEGEN; WYSZOGRODZKA; STRÖTGES, 2012; RAZGULIN; MECOZZI, 2015). A reação permaneceu sob agitação em temperatura ambiente por 7 horas, momento no qual houve consumo completo do intermediário propargilado.…”