Self-emulsifying drug delivery systems changing their zeta potential via a flip-flop mechanism

International Journal of Pharmaceutics
Esmaeil SalimiAndreas Bernkop-Schnürch

Abstract

To overcome the mucus layer and cell membrane barrier, self-emulsifying drug delivery systems (SEDDS) exhibiting negative zeta potential, switching to positive values when having reached the cell membrane is a promising approach. Accordingly, a novel conjugate was synthesized by covalent attachment of phosphotyrosine to octadecylamine, which was incorporated into SEDDS. Generated system presented an average diameter of 32 nm and zeta potential of around -12 mV when being diluted 1:100 in 100 mM HEPES buffer pH 7.5 containing 5 mM MgCl2 and 0.2 mM ZnCl2. Incubation of SEDDS with isolated intestinal alkaline phosphatase (IAP) resulting in enzymatic cleavage of phosphate ester moiety caused a shift in zeta potential up to +5.3 mV. As non-toxicity of the developed SEDDS diluted 1:1000 in 25 mM HEPES buffer pH 7.5 containing 5% glucose was observed on Caco-2 cells by employing resazurin assay, this system may provide an inspiring strategy for future zeta potential changing drug delivery systems to master the mucus and membrane barrier.

Citations

Nov 16, 2019·Journal of Functional Biomaterials·Rachael N ParkerDavid L Kaplan
Feb 12, 2020·Macromolecular Bioscience·Essi Taipaleenmäki, Brigitte Städler
Mar 30, 2021·European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V·Bao Le-VinhAndreas Bernkop-Schnürch
May 10, 2019·Molecular Pharmaceutics·Zeynep Burcu AkkusAndreas Bernkop-Schnürch

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