Phosphorylated PEG-emulsifier: Powerful tool for development of zeta potential changing self-emulsifying drug delivery systems (SEDDS)

European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V
Julian Dominik WolfAndreas Bernkop-Schnürch

Abstract

It was the aim of this study to synthesize a phosphorylated emulsifier possessing a PEG-linker for establishment of a potent zeta potential changing system in self-emulsifying drug delivery systems (SEDDS). N,N'-Bis(polyoxyethylene)oleylamine (POA) was phosphorylated utilizing pyrophosphoric acid. Successful synthesis of POA bisphosphate (POAP) was confirmed by NMR and HRCS MAS. After incorporation of 1% POAP into SEDDS (Kolliphor RH 40, Capmul PG-8, Labrafac Lipophile WL 1349, Labrafac PG; 30/20/20/30, v/v), according emulsions were incubated with intestinal alkaline phosphatase (IAP) and the zeta potential was measured. Additionally, the amount of released phosphate upon incubation with IAP or on Caco-2 cells was quantified by malachite green assay. Finally, cell viability studies on Caco-2 cells were performed and mucus permeation properties with and without IAP preincubation were assessed. POAP was synthesized as brown viscous liquid with a yield of 36% and could be incorporated into SEDDS. By incubation with IAP a zeta potential shift from -15.1 to 6.5 mV was observed. A corresponding phosphate release in presence of isolated IAP as well as on Caco-2 cells was found. Assessment of the cytotoxic potential revealed no signif...Continue Reading

Citations

Jan 26, 2021·Journal of Colloid and Interface Science·Zeynep Burcu Akkuş-DağdevirenAndreas Bernkop-Schnürch
Dec 29, 2020·Journal of Colloid and Interface Science·Nguyet-Minh Nguyen LeAndreas Bernkop-Schnürch
Feb 22, 2021·Advanced Drug Delivery Reviews·Zahari VinarovPatrick Augustijns
Mar 30, 2021·European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V·Bao Le-VinhAndreas Bernkop-Schnürch
Oct 9, 2020·International Journal of Pharmaceutics·Haniyeh EtezadiAndreas Bernkop-Schnürch
Aug 28, 2021·International Journal of Pharmaceutics·Raúl Cazorla-LunaDimitrios A Lamprou

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