Two new unsaturated fatty acid ethanolamides in brain that bind to the cannabinoid receptor.
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Biomedical subjects
Publications and source records attributed to L Hanus.
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Arachidonylethanolamide, an arachidonic acid derivative in porcine brain, was identified in a screen for endogenous ligands for the cannabinoid receptor. The structure of this compound, which has been named "anandamide," was determined by mass spectrometry and nuclear magnetic resonance spectroscopy and was confirmed by synthesis. Anandamide inhibited the specific binding of a radiolabeled cannabinoid probe to synaptosomal membranes in a manner typical of competitive ligands and produced a concentration-dependent inhibition of the electrically evoked twitch response to the mouse vas deferens, a characteristic effect of psychotropic cannabinoids. These properties suggest that anandamide may function as a natural ligand for the cannabinoid receptor.
The presented study followed the quantitative amount of main cannabinoid substances in Czechoslovak hemp, variety Rastislavice, cultivated for industrial fibre production, in the course of the vegetation period of the year 1985. The hemp samples were collected for analysis in 17 various vegetation stages of the plant growth and they were treated both in fresh and dried state. The analyses were performed in samples of sexually undistinguished plants (7 vegetation stages), in samples of male plants (3 vegetation stages) and in samples of female plants (10 vegetation stages). The experiment resulted in the most complete study of the Czechoslovak variety of hemp from the point of view of extractibility of substances, as well as of the amount of CBD and delta 9-THC.
There was studied the effect of repeated administration of delta-9-THC (10 mg/kg per os for two days) on the level of nonesterified fatty acids (NEFA) in the brain structures of laboratory rats. Palmitic acid, stearic acid, oleic acid and arachidonic acid were estimated with the help of gas chromatography after preliminary separation by TLC. After administration of delta-9-THC, the levels of NEFA decreased in the brain cortex, the brain stem and most in the hypothalamus. The NEFA decrease after delta-9-THC administration is in harmony with the functional inhibition of CNS, provoked by this substance.
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The authors studied the possibility of using mass spectrometry in the chemical analysis of the biologically highly active organophosphorus compounds. The results show that methylthiophosphorous acid O-ethyl-S-(2-dimethylaminoethyl) ester has the most complex mass spectrum of all the substances under study. In the spectrum characteristic fragments were detected, having m/e values of 42, 44, 58, 71 and 72 [corresponding to the presence of the (CH3)2NCH2CH2-group], and 81, 95, 97, 105 and 125 which are characteristic of the phosphoester group. Mass spectrometric analysis, performed in this study, proved that the MS method is suitable for a qualitative analysis of biologically highly active organophosphorus compounds such as methylthiophosphorous acid O-ethyl-S-(2-dimethylaminoethyl) ester.