Exploring the interactions of irbesartan and irbesartan–2-hydroxypropyl-β-cyclodextrin complex with model membranes

Adamantia S. Liossi, Dimitrios Ntountaniotis, Tahsin F. Kellici, Maria V. Chatziathanasiadou, Grigorios Megariotis, Maria Mania, Johanna Becker-Baldus, Manfred Kriechbaum, Andraž Krajnc, Eirini Christodoulou, Clemens Glaubitz, Michael Rappolt, Heinz Amenitsch, Gregor Mali, Doros N. Theodorou, Georgia Valsami, Marinos Pitsikalis, Hermis Iatrou, Andreas G. Tzakos, Thomas Mavromoustakos*

*Corresponding author for this work

Research output: Contribution to journalArticle

Abstract

The interactions of irbesartan (IRB) and irbesartan–2-hydroxypropyl-β-cyclodextrin (HP-β-CD) complex with dipalmitoyl phosphatidylcholine (DPPC) bilayers have been explored utilizing an array of biophysical techniques ranging from differential scanning calorimetry (DSC), small angle X-ray scattering (SAXS), ESI mass spectrometry (ESI-MS) and solid state nuclear magnetic resonance (ssNMR). Molecular dynamics (MD) calculations have been also conducted to complement the experimental results. Irbesartan was found to be embedded in the lipid membrane core and to affect the phase transition properties of the DPPC bilayers. SAXS studies revealed that irbesartan alone does not display perfect solvation since some coexisting irbesartan crystallites are present. In its complexed form IRB gets fully solvated in the membranes showing that encapsulation of IRB in HP-β-CD may have beneficial effects in the ADME properties of this drug. MD experiments revealed the topological and orientational integration of irbesartan into the phospholipid bilayer being placed at about 1 nm from the membrane centre.

Original languageEnglish
Pages (from-to)1089-1098
Number of pages10
JournalBiochimica et Biophysica Acta / Biomembranes
Volume1859
Issue number6
DOIs
Publication statusPublished - 1 Jun 2017

Keywords

  • DPPC
  • HP-β-CD
  • Irbesartan
  • Molecular dynamics
  • Small angle X-ray scattering

ASJC Scopus subject areas

  • Biophysics
  • Biochemistry
  • Cell Biology

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    Liossi, A. S., Ntountaniotis, D., Kellici, T. F., Chatziathanasiadou, M. V., Megariotis, G., Mania, M., ... Mavromoustakos, T. (2017). Exploring the interactions of irbesartan and irbesartan–2-hydroxypropyl-β-cyclodextrin complex with model membranes. Biochimica et Biophysica Acta / Biomembranes, 1859(6), 1089-1098. https://doi.org/10.1016/j.bbamem.2017.03.003