Olanzapine interaction with dipalmitoyl phosphatidylcholine (DPPC) and 1-palmitoyl-2-oleoyl phosphatidylserine (POPS) bilayer: a (13)C and (31)P solid-state NMR study.
Phospholipid bilayer interaction of olanzapine (OLZ), a thienobenzodiazepine derivative and an antipsychotic agent, has been studied with (13)C and (31)P solid-state NMR. A dipalmitoyl phosphatidylcholine (60%)/1-palmitoyl-2-oleoyl phosphatidylserine (40%) bilayer (DPPC(60%)/POPS(40%)) with 50 wt.% H(2)O, with and without 10 mol% OLZ have been investigated. The results reveal that both the serine and the choline head groups are affected by OLZ interaction with the bilayer. The OLZ interaction with the serine and the choline head groups appears to be caused by electrostatic attraction to the serine head group carboxyl and repulsion of the choline head group positively charged nitrogen. (31)P MAS NMR experiments show the appearance of two new (31)P resonances both for the PS and the PC phosphorous in the presence of OLZ. Static (31)P NMR spectra demonstrate a decrease in chemical shift anisotropy (CSA) of the OLZ containing bilayer when in the liquid-crystalline phase and an increase in CSA when in the gel state.
Song
Chen
C
Department of Chemistry, University of Bergen, Allegaten 41, N-5007 Bergen, Norway.
Nerdal
Willy
W
D015060:1,2-Dipalmitoylphosphatidylcholine / Q000737:chemistry*; D001569:Benzodiazepines / Q000737:chemistry*; D002247:Carbon Isotopes / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D008051:Lipid Bilayers / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D000077152:Olanzapine; D044367:Phase Transition; D010718:Phosphatidylserines / Q000737:chemistry*; D010759:Phosphorus Isotopes / Q000737:chemistry; D013696:Temperature
D002247:Carbon Isotopes; D008051:Lipid Bilayers; D010718:Phosphatidylserines; D010759:Phosphorus Isotopes; D001569:Benzodiazepines; D015060:1,2-Dipalmitoylphosphatidylcholine; C050294:1-palmitoyl-2-oleoylglycero-3-phosphoserine; D000077152:Olanzapine