Quantification of bioactive acylethanolamides in rat plasma by electrospray mass spectrometry

Analytical Biochemistry

Volumn 280, Issue 1, 2000, Pages 87-93

  Giuffrida, Andrea ^a   Rodríguez De Fonseca, Fernando ^a   Piomelli, Daniele ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Anandamide; Cannabinoid receptors; Fatty acid ethanolamides; High performance liquid chromatography; Mass spectrometry

Indexed keywords

BLOOD; DRUG PRODUCTS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; RATS;

ANANDAMIDE; BIOLOGICAL SAMPLES; CANNABINOID RECEPTORS; ELECTROSPRAY MASS SPECTROMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY/MASS SPECTROMETRIES; LINEAR CORRELATION; QUANTIFICATION LIMIT; SELECTED ION MONITORING;

FATTY ACIDS;

ANANDAMIDE; CANNABINOID RECEPTOR; ETHANOLAMINE DERIVATIVE;

ARTICLE; DRUG BLOOD LEVEL; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ION MONITORING; IONIZATION; MASS SPECTROMETRY; PRIORITY JOURNAL;

PISUM SATIVUM;

EID: 0342368911     PISSN: 00032697     EISSN: None     Source Type: Journal    
DOI: 10.1006/abio.2000.4509     Document Type: Article

References (30)

1. Devane W., Hanus L., Breuer A., Pertwee R., Stevenson L., Griffin G., Gibson D., Mandelbaum D., Etinger A., Mechoulam R. Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science. 258:1992;1946-1949
2. Di Marzo V., Fontana A., Cadas H., Schinelli S., Cimino G., Schwartz J.-C., Piomelli D. Formation and inactivation of endogenous cannabinoid anandamide in central neurons. Nature. 372:1994;686-691
3. Giuffrida A., Parsons L. H., Kerr T. M., Rodríguez de Fonseca F., Navarro M., Piomelli D. Dopamine activation of endogenous cannabinoid signaling in dorsal striatum. Nat. NeuroScience 2:1999;358-363
4. Beltramo M., Stella N., Calignano A., Lin S. Y., Makriyannis A., Piomelli D. Functional role of high-affinity anandamide transport, as revealed by selective inhibition. Science. 277:1997;1094-1097
5. Piomelli D., Beltramo M., Glasnapp S., Lin S. Y., Goutopoulos A., Xie X.-Q., Makriyannis A. Structural determinants for recognition and translocation by the anandamide transporter. Proc. Natl. Acad. Science USA. 96:1999;5802-5807
6. Désarnaud F., Cadas H., Piomelli D. Anandamide amidohydrolase activity in rat brain microsomes: Identification and partial characterization. J. Biol. Chem. 270:1995;6030-6035
7. Cravatt B. F., Giang D. K., Mayfield S. P., Boger D. L., Lerner R. A., Gilula N. B. Molecular characterization of an enzyme that degrades neuromodulatory fatty-acid amides. Nature. 384:1996;83-87
8. Fride E., Mechoulam R. Pharmacological activity of the cannabinoid receptor agonist, anandamide, a brain constituent. Eur. J. Pharmacol. 231:1993;313-314
9. Rodríguez de Fonseca F., Del Arco I., Martin-Calderon J. L., Gorriti M. A., Navarro M. Role of the endogenous cannabinoid system in the regulation of motor activity. Neurobiol. Dis. 5:1998;483-501
10. Felder C. C., Nielsen A., Briley E. M., Palkovits M., Priller J., Axelrod J., Nguyen D. N., Richardson J. M., Riggin R. M., Koppel G. A., Paul S. M., Becker G. W. Isolation and measurement of the endogenous cannabinoid receptor agonist, anandamide, in brain and peripheral tissues of human and rat. FEBS Lett. 393:1996;231-235
11. 2+-dependent transacylase and phosphodiesterase activities. Biochem. Biophys. Res. Commun. 218:1996;113-117
12. Schmid P. C., Kuwae T., Krebsbach R. J., Schmid H. H. O. Anandamide and other N-acylethanolamines in mouse peritoneal macrophages. Chem. Phys. Lipids. 87:1997;103-110
13. Felder C. C., Glass M. Cannabinoid receptors and their endogenous agonists. Annu. Rev. Pharmacol. Toxicol. 38:1998;179-200
14. Cadas H., Gaillet S., Beltramo M., Venance L., Piomelli D. Biosynthesis of an endogenous cannabinoid precursor in neurons and its control by calcium and cAMP. J. NeuroScience 16:1996;3934-3942
15. Cadas H., di Tomaso E., Piomelli D. Occurrence and biosynthesis of endogenous cannabinoid precursor, N-arachidonoyl phosphatidylethanolamine, in rat brain. J. NeuroScience 17:1997;1226-1242
16. Ganley O. H., Robinson H. J., Rahway N. J. Antianaphylactic and antiserotonin activity of a compound obtained from egg yolk, peanut oil, and soybean lecithin. J. Allergy. 30:1959;415-419
17. Perlik F., Elis J., Raskova H. Anti-inflammatory properties of N-(2-hydroxyethyl)palmitamide. Acta Physiol. Acad. Science Hung. 39:1971;395-400
18. Facci L., Dal Toso R., Romanello S., Buriani A., Skaper S. D., Leon A. Mast cells express a peripheral cannabinoid receptor with differential sensitivity to anandamide and palmitoylethanolamide. Proc. Natl. Acad. Science USA. 92:1995;3376-3380
19. Mazzari S., Canella R., Petrelli L., Marcolongo G., Leon A. N-(2-Hydroxyethyl)hexadecanamide is orally active in reducing edema formation and inflammatory hyperalgesia by down-modulating mast cell activation. Eur. J. Pharmacol. 300:1996;227-236
20. Calignano A., La Rana G., Giuffrida A., Piomelli D. Control of pain initiation by endogenous cannabinoids. Nature. 394:1998;277-281
21. Jaggar S. I., Hasnie F. S., Sellaturay S., Rice A. S. C. The anti-hyperalgesic actions of the cannabinoid anandamide and the putative CB2 receptor agonist palmitoylethanolamide in visceral and somatic inflammatory pain. Pain. 76:1998;189-199
22. Leweke F. M., Giuffrida A., Wurster U., Emrich H. M., Piomelli D. Elevated endogenous cannabinoids in schizophrenia. NeuroReport. 10:1999;1665-1669
23. Schmid P. C., Krebsbach R. J., Perry S. R., Dettmer T. M., Maasson J. L., Schmid H. H. O. Occurrence and postmortem generation of anandamide and other long-chain N-acylethanolamines in mammalian brain. FEBS Lett. 375:1995;117-120
24. Fontana A., Di Marzo V., Cadas H., Piomelli D. Analysis of anandamide, an endogenous cannabinoid substance, and of other natural N-acylethanolamines. Prostaglandins Leukot. Essent. Fatty Acids. 53:1995;301-308
25. Giuffrida A., Piomelli D. Isotope dilution GC/MS determination of anandamide and other fatty acylethanolamides in rat blood plasma. FEBS Lett. 422:1998;373-376
26. Koga D., Santa T., Fukushima T., Homma H., Imai K. Liquid chromatographic-atmospheric pressure chemical ionization mass spectrometric determination of anandamide and its analogs in rat brain and peripheral tissues. J. Chromatogr. B. 690:1997;7-13
27. Giuffrida A., Piomelli D. Laychock S. G., Rubin R. P. Lipid Second Messengers. 1998;113-133 CRC Press LLC, Boca Raton
28. Bisogno T., Maurelli S., Melck D., De Petrocellis L., Di Marzo V. Biosynthesis, uptake, and degradation of anandamide and palmitoylethanolamide in leukocytes. J. Biol. Chem. 272:1997;3315-3323
29. McLafferty, F. W, and, Turecek, F. 1993, Interpretation of Mass Spectra, University Science Books, Sausalito, CA
30. 1 cannabinoid receptors in haemorrhagic shock. Nature. 390:1997;518-521