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Oseltamivir phosphate interaction with model membranes.

Adriána Čelková1, Alexander Búcsi1, Mária Klacsová1

  • 1Department of Physical Chemistry of Drugs, Faculty of Pharmacy, Comenius University Bratislava, Odbojárov10, 832 32 Bratislava, Slovakia.

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Oseltamivir (Tamiflu) moderately impacts lipid bilayers, altering membrane properties like lateral pressure and surface charge. High concentrations disrupt multilamellar structures due to electrostatic repulsion.

Keywords:
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Area of Science:

  • Pharmacology
  • Biophysics
  • Materials Science

Background:

  • Oseltamivir, a neuraminidase inhibitor for influenza, lacks detailed physicochemical data in lipid-water systems.
  • Understanding drug-membrane interactions is crucial for predicting drug behavior and efficacy.

Purpose of the Study:

  • To investigate the interaction of oseltamivir with model phospholipid bilayers.
  • To determine its effect on membrane thermodynamics, structure, and properties.

Main Methods:

  • Experimentally determined partition coefficient.
  • Polarized light microscopy to study anisotropic properties.
  • Analysis of thermal and structural properties of lipid bilayers.

Main Results:

  • Oseltamivir moderately affects the lipid bilayer's hydrophobic core, causing slight thermal and structural changes.
  • It decreases lateral pressure within the bilayer acyl chain region in a concentration-dependent manner.
  • Oseltamivir positively charges the bilayer surface, increasing zeta potential and altering anisotropic properties.
  • High oseltamivir concentrations significantly disturb multilamellar structures via electrostatic repulsion.

Conclusions:

  • Oseltamivir interacts with phospholipid bilayers, influencing membrane thermodynamics and structure.
  • The drug's effects are concentration-dependent, leading to changes in lateral pressure and surface charge.
  • Significant structural disruption occurs at high concentrations, highlighting the importance of electrostatic interactions.