%0 Journal Article %1 Huesch2011 %A Hüsch, Jan %A Dutagaci, Bercem %A Glaubitz, Clemens %A Geppert, Tim %A Schneider, Gisbert %A Harms, Meike %A Müller-Goymann, C. C. %A Fink, Lothar %A Schmidt, Martin U. %A Setzer, Constanze %A Zirkel, Jürgen %A Rebmann, Herbert %A Schubert-Zsilavecz, Manfred %A Abdel-Tawab, Mona %D 2011 %J European Journal of Pharmaceutical Sciences %K gastrointestinal-toxicity liposomes nmr nsaids phospholipids %R 10.1016/j.ejps.2011.06.010 %T Structural properties of the so-called NSAID-phospholipid-complexes %U http://dx.doi.org/10.1016/j.ejps.2011.06.010 %X So-called NSAID-phospholipid-complexes have been recently reported in literature to reduce local gastrointestinal toxicity. The present work was dedicated to the structural characterization of the so-called drug-phospholipid-complexes on the example of diclofenac sodium, ibuprofen and piroxicam complexes with dipalmitoylphosphatidylcholine (DPPC) at different stages of preparation. The applied techniques include 1H-/2D-ROESY NMR for the structural characterization in organic solvents, FT-IR and X-ray diffraction for the structural characterization in the solid state and PCS, 31P-NMR, as well as MAS-1H-/2D-NOESY NMR for the structural characterization in aqueous media following hydration. Whereas the formation of isolated 1:1 drug-phospholipid-complexes with a preferential location of diclofenac and ibuprofen at the polar head group, stabilized by cation-π interaction, seems reasonable in organic solvents, it was found that mainly liposomal and micellar structures are formed upon hydration of the drug-phosholipid-complexes. Hence the term ” NSAID-phospholipid-complex” may be misleading in the context with physiologically relevant aqueous media. Piroxicam did not show significant interaction with DPPC.

@article{Huesch2011, abstract = {{So-called NSAID-phospholipid-complexes have been recently reported in literature to reduce local gastrointestinal toxicity. The present work was dedicated to the structural characterization of the so-called drug-phospholipid-complexes on the example of diclofenac sodium, ibuprofen and piroxicam complexes with dipalmitoylphosphatidylcholine (DPPC) at different stages of preparation. The applied techniques include 1H-/2D-ROESY NMR for the structural characterization in organic solvents, FT-IR and X-ray diffraction for the structural characterization in the solid state and PCS, 31P-NMR, as well as MAS-1H-/2D-NOESY NMR for the structural characterization in aqueous media following hydration. Whereas the formation of isolated 1:1 drug-phospholipid-complexes with a preferential location of diclofenac and ibuprofen at the polar head group, stabilized by cation-π interaction, seems reasonable in organic solvents, it was found that mainly liposomal and micellar structures are formed upon hydration of the drug-phosholipid-complexes. Hence the term ” NSAID-phospholipid-complex” may be misleading in the context with physiologically relevant aqueous media. Piroxicam did not show significant interaction with DPPC.}}, added-at = {2019-03-11T21:00:05.000+0100}, author = {H\"{u}sch, Jan and Dutagaci, Bercem and Glaubitz, Clemens and Geppert, Tim and Schneider, Gisbert and Harms, Meike and M\"{u}ller-Goymann, C. C. and Fink, Lothar and Schmidt, Martin U. and Setzer, Constanze and Zirkel, J\"{u}rgen and Rebmann, Herbert and Schubert-Zsilavecz, Manfred and Abdel-Tawab, Mona}, biburl = {https://www.bibsonomy.org/bibtex/21a1f9e27e84d3b4b82d34a2115f238e6/fairybasslet}, citeulike-article-id = {9485772}, citeulike-linkout-0 = {http://dx.doi.org/10.1016/j.ejps.2011.06.010}, doi = {10.1016/j.ejps.2011.06.010}, interhash = {4a9b3784fa038e82e28136a3439aacad}, intrahash = {1a1f9e27e84d3b4b82d34a2115f238e6}, issn = {09280987}, journal = {European Journal of Pharmaceutical Sciences}, keywords = {gastrointestinal-toxicity liposomes nmr nsaids phospholipids}, month = jun, posted-at = {2013-11-01 18:48:26}, priority = {2}, timestamp = {2019-03-11T21:06:37.000+0100}, title = {{Structural properties of the so-called NSAID-phospholipid-complexes}}, url = {http://dx.doi.org/10.1016/j.ejps.2011.06.010}, year = 2011 }