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Exploring the interactions of irbesartan and irbesartan-2-hydroxypropyl-ß-cyclodextrin complex with model membranes.
Liossi, Αdamantia S; Ntountaniotis, Dimitrios; Kellici, Tahsin F; Chatziathanasiadou, Maria V; Megariotis, Grigorios; Mania, Maria; Becker-Baldus, Johanna; Kriechbaum, Manfred; Krajnc, Andraz; Christodoulou, Eirini; Glaubitz, Clemens; Rappolt, Michael; Amenitsch, Heinz; Mali, Gregor; Theodorou, Doros N; Valsami, Georgia; Pitsikalis, Marinos; Iatrou, Hermis; Tzakos, Andreas G; Mavromoustakos, Thomas.
Affiliation
  • Liossi ΑS; Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis Zografou 15771, Greece.
  • Ntountaniotis D; Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis Zografou 15771, Greece.
  • Kellici TF; Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis Zografou 15771, Greece; Department of Chemistry, University of Ioannina, GR-45110, Greece.
  • Chatziathanasiadou MV; Department of Chemistry, University of Ioannina, GR-45110, Greece.
  • Megariotis G; School of Chemical Engineering, National Technical University of Athens, Athens, Greece.
  • Mania M; Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis Zografou 15771, Greece; Department of Chemistry, University of Patras, Rio 26510, Greece.
  • Becker-Baldus J; Institute of Biophysical Chemistry and Centre for Biomolecular Magnetic Resonance, Goethe-University Frankfurt, Max-von-Laue-Str. 9, 60438 Frankfurt, Germany.
  • Kriechbaum M; Institute of Inorganic Chemistry, Graz University of Technology, Stremayrgasse 9/5, A-8010 Graz, Austria.
  • Krajnc A; National Institute of Chemistry, Hajdrihova 19, SI-1001 Ljubljana, Slovenia.
  • Christodoulou E; Department of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou 15771, Greece.
  • Glaubitz C; Institute of Biophysical Chemistry and Centre for Biomolecular Magnetic Resonance, Goethe-University Frankfurt, Max-von-Laue-Str. 9, 60438 Frankfurt, Germany.
  • Rappolt M; School of Food Science and Nutrition, University of Leeds, Leeds LS2 9JT, UK.
  • Amenitsch H; Institute of Inorganic Chemistry, Graz University of Technology, Stremayrgasse 9/5, A-8010 Graz, Austria.
  • Mali G; National Institute of Chemistry, Hajdrihova 19, SI-1001 Ljubljana, Slovenia.
  • Theodorou DN; School of Chemical Engineering, National Technical University of Athens, Athens, Greece.
  • Valsami G; Department of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou 15771, Greece.
  • Pitsikalis M; Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis Zografou 15771, Greece.
  • Iatrou H; Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis Zografou 15771, Greece.
  • Tzakos AG; Department of Chemistry, University of Ioannina, GR-45110, Greece.
  • Mavromoustakos T; Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis Zografou 15771, Greece; Department of Chemistry, York College and the Graduate Center of the City University of New York, 94-20 Guy R. Brewer Blvd., Jamaica, New York, 11451, United States. Electronic address:
Biochim Biophys Acta Biomembr ; 1859(6): 1089-1098, 2017 Jun.
Article in En | MEDLINE | ID: mdl-28274845
ABSTRACT
The interactions of irbesartan (IRB) and irbesartan-2-hydroxypropyl-ß-cyclodextrin (HP-ß-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-ß-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 1nm from the membrane centre.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Tetrazoles / Biphenyl Compounds / 1,2-Dipalmitoylphosphatidylcholine / Beta-Cyclodextrins / Lipid Bilayers / Liposomes / Antihypertensive Agents Language: En Journal: Biochim Biophys Acta Biomembr Year: 2017 Document type: Article Affiliation country: Grecia
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Tetrazoles / Biphenyl Compounds / 1,2-Dipalmitoylphosphatidylcholine / Beta-Cyclodextrins / Lipid Bilayers / Liposomes / Antihypertensive Agents Language: En Journal: Biochim Biophys Acta Biomembr Year: 2017 Document type: Article Affiliation country: Grecia