title: Structural properties of so-called NSAID-phospholipid-complexes.
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 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 (1)H/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, (31)P NMR, as well as MAS (1)H/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-phospholipid-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.
authors: Central Laboratory of German Pharmacists, Carl-Mannich-Strasse 20, Eschborn, Germany.
authors: Jan
authors: J
authors: Hüsch
authors: Bercem
authors: B
authors: Dutagaci
authors: Clemens
authors: C
authors: Glaubitz
authors: Tim
authors: T
authors: Geppert
authors: Gisbert
authors: G
authors: Schneider
authors: Meike
authors: M
authors: Harms
authors: C C
authors: CC
authors: Müller-Goymann
authors: Lothar
authors: L
authors: Fink
authors: Martin U
authors: MU
authors: Schmidt
authors: Constanze
authors: C
authors: Setzer
authors: Jürgen
authors: J
authors: Zirkel
authors: Herbert
authors: H
authors: Rebmann
authors: Manfred
authors: M
authors: Schubert-Zsilavecz
authors: Mona
authors: M
authors: Abdel-Tawab
mesh_terms: D015060:1,2-Dipalmitoylphosphatidylcholine / Q000737:chemistry*; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry*; D002626:Chemistry, Pharmaceutical; D004008:Diclofenac / Q000737:chemistry*; D004339:Drug Compounding / Q000379:methods*; D007052:Ibuprofen / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010894:Piroxicam / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D014961:X-Ray Diffraction
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D012997:Solvents; D010894:Piroxicam; D004008:Diclofenac; D015060:1,2-Dipalmitoylphosphatidylcholine; D007052:Ibuprofen