Membrane Interaction of Ibuprofen with Cholesterol-Containing Lipid Membranes
Deciphering the membrane interaction of drug molecules is important for improving drug delivery, cellular uptake, and the understanding of side effects of a given drug molecule. For the anti-inflammatory drug ibuprofen, several studies reported contradictory results regarding the impact of ibuprofen...
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| Format: | Article |
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MDPI AG
2020-09-01
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| Series: | Biomolecules |
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| Online Access: | https://www.mdpi.com/2218-273X/10/10/1384 |
| _version_ | 1827705171938902016 |
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| author | Jan Kremkow Meike Luck Daniel Huster Peter Müller Holger A. Scheidt |
| author_facet | Jan Kremkow Meike Luck Daniel Huster Peter Müller Holger A. Scheidt |
| author_sort | Jan Kremkow |
| collection | DOAJ |
| description | Deciphering the membrane interaction of drug molecules is important for improving drug delivery, cellular uptake, and the understanding of side effects of a given drug molecule. For the anti-inflammatory drug ibuprofen, several studies reported contradictory results regarding the impact of ibuprofen on cholesterol-containing lipid membranes. Here, we investigated membrane localization and orientation as well as the influence of ibuprofen on membrane properties in POPC/cholesterol bilayers using solid-state NMR spectroscopy and other biophysical assays. The presence of ibuprofen disturbs the molecular order of phospholipids as shown by alterations of the <sup>2</sup>H and <sup>31</sup>P-NMR spectra of the lipids, but does not lead to an increased membrane permeability or changes of the phase state of the bilayer. <sup>1</sup>H MAS NOESY NMR results demonstrate that ibuprofen adopts a mean position in the upper chain/glycerol region of the POPC membrane, oriented with its polar carbonyl group towards the aqueous phase. This membrane position is only marginally altered in the presence of cholesterol. A previously reported result that ibuprofen is expelled from the membrane interface in cholesterol-containing DMPC bilayers could not be confirmed. |
| first_indexed | 2024-03-10T15:58:29Z |
| format | Article |
| id | doaj.art-14703205a21646b19c6f0dd775ac0bb7 |
| institution | Directory Open Access Journal |
| issn | 2218-273X |
| language | English |
| last_indexed | 2024-03-10T15:58:29Z |
| publishDate | 2020-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Biomolecules |
| spelling | doaj.art-14703205a21646b19c6f0dd775ac0bb72023-11-20T15:26:51ZengMDPI AGBiomolecules2218-273X2020-09-011010138410.3390/biom10101384Membrane Interaction of Ibuprofen with Cholesterol-Containing Lipid MembranesJan Kremkow0Meike Luck1Daniel Huster2Peter Müller3Holger A. Scheidt4Institute for Medical Physics and Biophysics, Leipzig University, Härtelstr. 16-18, D-04107 Leipzig, GermanyDepartment of Biology, Humboldt University Berlin, Invalidenstr. 42, D-10115 Berlin, GermanyInstitute for Medical Physics and Biophysics, Leipzig University, Härtelstr. 16-18, D-04107 Leipzig, GermanyDepartment of Biology, Humboldt University Berlin, Invalidenstr. 42, D-10115 Berlin, GermanyInstitute for Medical Physics and Biophysics, Leipzig University, Härtelstr. 16-18, D-04107 Leipzig, GermanyDeciphering the membrane interaction of drug molecules is important for improving drug delivery, cellular uptake, and the understanding of side effects of a given drug molecule. For the anti-inflammatory drug ibuprofen, several studies reported contradictory results regarding the impact of ibuprofen on cholesterol-containing lipid membranes. Here, we investigated membrane localization and orientation as well as the influence of ibuprofen on membrane properties in POPC/cholesterol bilayers using solid-state NMR spectroscopy and other biophysical assays. The presence of ibuprofen disturbs the molecular order of phospholipids as shown by alterations of the <sup>2</sup>H and <sup>31</sup>P-NMR spectra of the lipids, but does not lead to an increased membrane permeability or changes of the phase state of the bilayer. <sup>1</sup>H MAS NOESY NMR results demonstrate that ibuprofen adopts a mean position in the upper chain/glycerol region of the POPC membrane, oriented with its polar carbonyl group towards the aqueous phase. This membrane position is only marginally altered in the presence of cholesterol. A previously reported result that ibuprofen is expelled from the membrane interface in cholesterol-containing DMPC bilayers could not be confirmed.https://www.mdpi.com/2218-273X/10/10/1384ibuprofencholesterolmembrane interactionNMRfluorescencemembrane properties |
| spellingShingle | Jan Kremkow Meike Luck Daniel Huster Peter Müller Holger A. Scheidt Membrane Interaction of Ibuprofen with Cholesterol-Containing Lipid Membranes Biomolecules ibuprofen cholesterol membrane interaction NMR fluorescence membrane properties |
| title | Membrane Interaction of Ibuprofen with Cholesterol-Containing Lipid Membranes |
| title_full | Membrane Interaction of Ibuprofen with Cholesterol-Containing Lipid Membranes |
| title_fullStr | Membrane Interaction of Ibuprofen with Cholesterol-Containing Lipid Membranes |
| title_full_unstemmed | Membrane Interaction of Ibuprofen with Cholesterol-Containing Lipid Membranes |
| title_short | Membrane Interaction of Ibuprofen with Cholesterol-Containing Lipid Membranes |
| title_sort | membrane interaction of ibuprofen with cholesterol containing lipid membranes |
| topic | ibuprofen cholesterol membrane interaction NMR fluorescence membrane properties |
| url | https://www.mdpi.com/2218-273X/10/10/1384 |
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