Cannabinoid and anesthetic steroid interactions with membranes

Abstract

Classical cannabinoids possessing a phenolic hydroxyl group 39 Classical cannabinoids lacking the phenolic hydroxyl group 43 -vii-Metabolites of THC 53 Tricyclic compounds with more than two hydroxyl groups 57 CONCLUSIONS STUDY OF TOPOGRAPHY OF CANNABINOIDS IN MEMBRANES US-ING X-RAY DIFFRACTION CANNABINOID LOCATION IN DMPC BILAYER Partially hydrated multilamellar vesicles Small and wide angle x-ray diffraction Temperature and humidity dependences of d-spacing Determination of the structure factor signs Electron density profile calculation Absolute electron density scale determination Results 82 Discussion 86 LOCATION OF CANNABINOIDS IN UNSATURATED LIPID BILAYERS AND BILAYERS FROM BRAIN PHOSPHOLIPID EXTRACT 88 D-spacing versus Temperature 93 Results 93 Discussion 99 LOCATION OF THE METHYLATED ANALOG OF THC IN DIFFERENT LIPID BILAYERS 100 D-spacing versus temperature 100 Results 100 -Vili-LOCATION OF THC AND ITS METHYLATED ANALOG IN SPHINGO-MYELIN 109 Results 109 Discussion 115 SMALL ANGLE X-RAY DIFFRACTION FROM FULLY HYDRATED BILAYERS Results CONCLUSIONS DYNAMIC PROPERTIES OF THE CANNABINOIDS IN MEMBRANE BILAYERS RESULTS AND DISCUSSION Spectra of preparations of DPPC deuterated at the head group Spectra of preparations of DPPC deuterated at the alpha methylene in acyl chains Spectra of preparations of DPPC deuterated at the seven position of the acyl chains 129 Spectra of preparations of DPPC deuterated at the terminal methyl groups of the acyl chains 132 Comparison of quadrupolar splitting values 135 CONCLUSIONS 137 EFFECTS OF ANESTHETIC STEROIDS ON THERMOTROPIC PROP-ERTIES OF MODEL MEMBRANES 140 -IX-LITERATURE REVIEW 140 RESULTS AND DISCUSSION 144 Effect of the equilibration conditions on the thermotropic properties of DPPC/alphaxalone Effects of the two steroids on the thermotropic properties of model membranes DPPC, DPPE, DOPC and Sphingomyelin liposomes DPPC, POPC and DPPE bilayer containing cholesterol Structurally Related Pregnane Analogs CONCLUSIONS TOPOGRAPHY OF ANESTHETIC STEROIDS IN MODEL MEMBRANES DIFFERENTIAL SCANNING CALORIMETRY X-RAY DIFFRACTION Temperature dependence of d-spacing Site of alphaxalone in the bilayer 178 Site of the inactive steroid in the bilayer 186 CONCLUSIONS 188 DYNAMIC PROPERTIES OF ANESTHETIC STEROIDS IN MEMBRANE BILAYERS 189 RESULTS AND DISCUSSION 189 Effects of anesthetic steroids on DPPC chains 190