Cannabinoid receptors and their endogenous agonist, anandamide

Neurochemical Research

Volumn 23, Issue 5, 1998, Pages 575-581

  Axelrod, Julius ^a   Felder, Christian C ^a,b  

^a NATIONAL INSTITUTE OF MENTAL HEALTH   (United States)

^b ELI LILLY AND COMPANY   (United States)

Author keywords

Adenylate cyclase; Anandamide; Cannabinoids; Fatty acid ethanolamide; G proteins; Marijuana; Receptors; Signal transduction

Indexed keywords

ADENYLATE CYCLASE; ANANDAMIDE; CANNABINOID; CANNABINOID RECEPTOR; CANNABIS; DRONABINOL; ETHANOLAMINE DERIVATIVE; GUANINE NUCLEOTIDE BINDING PROTEIN; ICOSANOID; MEMBRANE RECEPTOR; RECEPTOR SUBTYPE;

ARTICLE; BINDING SITE; DRUG RECEPTOR BINDING; DRUG STRUCTURE; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN ISOLATION; RECEPTOR BINDING; SIGNAL TRANSDUCTION;

ANIMALS; ARACHIDONIC ACIDS; BRAIN; CANNABINOIDS; CELL MEMBRANE; GTP-BINDING PROTEINS; HUMANS; MODELS, NEUROLOGICAL; POLYUNSATURATED ALKAMIDES; RECEPTORS, CANNABINOID; RECEPTORS, DRUG; SWINE; TETRAHYDROCANNABINOL;

EID: 0031922630     PISSN: 03643190     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1022418217479     Document Type: Article

References (49)

1. Mechoulam, R. 1986. The pharmacohistory of Cannabis Sativa. Pages 1-19, in Mechoulam R. (ed.) Cannabinoids as Therapeutic Agents. CRC Press, Boca Raton, FL.
2. Zias, J., Stark, H., Sellgman, J., Levy, R., Werker, E., Breuer, A., and Mechoulam, R. 1993. Early medical use of cannabis. Nature 363:215.
3. Einhorn, L. H., Nagy, C., Furnas, B., and Williams, S. D. 1981. Nabilone: an effective antiemetic in patients receiving cancer chemotherapy. J. Clin. Pharmacol. 21:64S-69S.
4. Goani, Y., and Mechoulam, R. 1964. Isolation, structure and partial synthesis of an active constituent of hashish. J. Am. Chem. Soc. 86:1646-1647.
5. Pertwee, R. G. 1988. The central neuropharmacology of psychotropic cannabinoids. Pharmacol. Ther. 36:189-261.
6. Howlett, A. C., and Fleming, R. M. 1984. Cannabinoid inhibition of adenylate cyclase: Pharmacology of the response in neuroblastoma cell membranes. Mol. Pharmacol. 26:532-538.
7. Dewey, W. L., Martin, B. R., and May, E. L. 1984. Cannabinoid stereoisomers: Pharmacological effects. Pages 317-326, in Smith, D. F. (ed.) Handbook of Stereoisomers: Drugs in Psychopharmacology., CRC Press, Boca Raton, FL.
8. Devane, W. A., Dysarz, F. A., Johnson, M. R., Melvin, L. S., and Howlett, A. C. 1988. Determination and characterization of a cannabinoid receptor in rat brain. Mol. Pharmacol. 34:605-613.
9. Johnson, M. R., Melvin, L. S., Althuis, T. H., Bindra, J. S., Harbert, C. A., Milne, G. M., and Weissman, A. 1981. Selective and potent analgetics derived from cannabinoids. J. Clin. Pharmacol. 21:271S-282S.
10. Herkenham, M., Lynn, A. B., Little, M. D., Johnson, M. R., Melvin, L. S., de Costa, B. R., and Rice, K. C. 1990. Cannabinoid receptor localization in brain. Proc. Natl. Acad. Sci. USA 87: 1932-1936.
11. Matsuda, L. A., Lolait, S. J., Brownstein, M., Young, A., and Bonner, T. I. 1990. Structure of a cannabinoid receptor and functional expression of the cloned cDNA. Nature 346:561-564.
12. Gerard, C. M., Mollereau, C., Vassart, G., and Parmentier, M. 1991. Molecular cloning of a human cannabinoid receptor which is also expressed in testis. Biochem. J. 279:129-134.
13. Felder, C. C., Veluz, J. S., Williams, H. L., Briley, E. M., and Matsuda, L. A. 1992. Cannabinoid agonists stimulate both receptor- and non-receptor-mediated signal transduction pathways in cells transfected with and expressing cannabinoid receptor clones. Mol. Pharmacol. 42:838-845.
14. Shire, D., Carillon, C., Kaghad, M., Calandra, B., Rinaldi-Carmona, M., Le Fur, G., Caput, D., and Ferrara, P. 1995. An aminoterminal variant of the central cannabinoid receptor resulting from alternative splicing. J. Biol. Chem. 270:3726-3731.
15. Munro, S., Thomas, K. L., and Abu-Shaar, M. 1993. Molecular characterization of a peripheral receptor for cannabinoids. Nature 365:61-65.
16. Felder, C. C., Joyce, K. E., Briley, E. M., Mansouri, J., Mackie, K., Lai, Y., and Ma, A. L. 1995. Comparison of the pharmacology and signal transduction of the human cannabinoid CB1 and CB2 receptors. Mol. Pharmacol. 48:443-450.
17. Personal communication, Drs. Nancy Buckley, Tom Bonner, Andreas Zimmer, Michael Brownstein, NIH.
18. Mackie, K., and Hille, B. 1995. Cannabinoids inhibit N-type calcium channels in neuroblastoma-glioma cells. Proc. Natl. Acad. Sci. U.S.A. 89:3825-3829.
19. Mackie, K., Lai, Y., Westenbroek, R., and Mitchell, R. 1995. Cannabinoids activate an inwardly rectifying potassium conductance and inhibit Q-type calcium currents in AtT20 cells transfected with rat brain cannabinoid receptor. J. Neurosci. 15:6552-6561.
20. Pan, X., Ikeda, S. R., and Lewis, D. L. 1996. Rat brain cannabinoid receptor modulates N-type Ca2+ channels in a neuronal expression system. Mol. Pharmacol. 49:707-714.
21. Henry, D. J., and Chavkin, C. 1995. Activation of inwardly rectifying potassium channels (GIRK1) by co-expressed rat brain cannabinoid receptors in Xenopus oocytes. Neurosci. Lett. 186: 91-94.
22. Glass, M., and Felder, C. C. 1997. Concurrent stimulation of cannabinoid CB1 and dopamine D2 receptors augments cAMP accumulation in striatal neurons: Evidence for a Gs linkage to the CB1 receptor. J. Neurosci. 17:5327-5333.
23. Hampson, R. E., Evans, G. J., Mu, J., Zhuang, S. Y., King, V. C., Childers, S. R., and Deadwyler, S. A. 1995. Role of cyclic AMP dependent protein kinase in cannabinoid receptor modulation of potassium "A-current" in cultured rat hippocampal neurons. Life Sci. 56:2081-2088.
24. Slipetz, D. M., O'Neill, G. P., Favreau, L., Dufresne, C., Gallant, M., Gareau, Y., Guay, D., Labelle, M., and Metters, K. M. 1995. Activation of the human peripheral cannabinoid receptor results in inhibition of adenylyl cyclase. Mol. Pharmacol. 48:352-361.
25. Bayewitch, M., Avidor-Reiss, T., Levy, R., Barg, J., Mechoulam, R., and Vogel, Z. 1995. The peripheral cannabinoid receptor: adenylate cyclase inhibition and G protein coupling. FEBS Lett. 375: 143-147.
26. Condie, R., Herring, A., Koh, W. S., Lee, M., and Kaminski, N. E. 1996. Cannabinoid inhibition of adenylate cyclase-mediated signal transduction and interleukin 2 (IL-2) expression in the murine T-cell line, EL4.IL-2. J. Biol. Chem. 271:13175-13183.
27. Burstein, S., and Hunter, S. A. 1978. Prostaglandins and cannabis. VI. Release of arachidonic acid from HeLa cells by delta-1-tetrahydrocannabinol and other cannabinoids. Biochem. Pharmacol. 27:1275-1280.
28. Reichman, M., Nen, W., and Hokin, L. E. 1988. Delta-9-tetrahydrocannabinol increases arachidonate levels in guinea pig cerebral cortex slices. Mol. Pharmacol. 34:823-828.
29. Reichman, M., Nen, W., and Hokin, L. E. 1991. Delta-9-tetrahydrocannabinol inhibits arachidonic acid acylation of phospholipids and triacylglycerols in guinea pig cerebral cortex slices. Mol. Pharmacol. 40:547-555.
30. Devane, W. A., Hanus, L., Breuer, A., Pertwee, R. G., Stevenson, L. A., Griffin, G., Gibson, D., Mandelbaum, A., Etinger, A., and Mechoulam, R. 1993. Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science 258:1946-1949.
31. Felder, C. C., Briley, E. M., Axelrod, J., Simpson, J. T., Mackie, K., Devane, W. A. 1993. Anandamide, an endogenous cannabinoid agonist, couples to receptor mediated signal transduction. Proc. Natl. Acad. Sci. USA 90:7656-7660.
32. Fride, E., and Mechoulam, R. 1993. Pharmacological activity of the cannabinoid receptor agonist, anandamide, a brain constituent. Europ. J. Pharmacol. 231:313-314.
33. Crawley, J. N., Corwin, R. L., Robinson, J. K., Felder, C. C., Devane, W. A., and Axelrod, J. 1993. Anandamide, an endogenous ligand of the cannabinoid receptor, induces hypomotility and hypothermia in vivo in rodents. Pharmacol. Biochem. Behav. 46: 967-972.
34. Adams, I. B., Ryan, W., Singer, M., Thomas, B. F., Compton, D. R., Razdan, R. K., and Martin, B. R. 1995. Evaluation of cannabinoid receptor binding and in vivo activities for anandamide analogs. J. Pharmacol. Exp. Therap. 273:1172-11781.
35. 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., and Becker, G. W. 1996. Isolation and measurement of the endogenous cannabinoid receptor agonist, anandamide, in brain and peripheral tissues of human and rat. FEBS Lett. 393:231-235.
36. 2+-dependent transacylase and phosphodiesterase activities. Biochem. Biophys. Res. Commun. 218:113-117.
37. Schmid, P. C., Krebsbach, R. J., Perry, S. R., Dettmer, T. M., Maasson, J. L., and Schmid, H. H. O. 1995. Occurance and postmortem generation of anandamide and other long-chain N-acylethanolamides in mammalian brain. FEBS Lett. 375:117-120.
38. Di Marzo, V., Fontana, A., Cadas, H., Schinelli, S., Cimino, G., Schwartz, J. C.,and Piomelli, D. 1994. Formation and inactivation of endogenous cannabinoid anandamide in central neurons., 1994, Nature 372:686-691.
39. Venance, L., Piomelli, D., Glowinski, J., and Giaume, C. 1995. Inhibition by anandamide of gap junctions and intercellular calcium signalling in striatal astrocytes. Nature 376:590-594.
40. Lake, K. D., Martin, B. R., Kunos, G., and Karoly, V. 1997. Cardiovascular effects of anandamide in anesthetized and conscious normotensive and hypertensive rats. Hypertension: 29:1204-1210.
41. Kruszka, K. K., and Gross, R. W. 1994. The ATP- and CoA-independent synthesis of arachidonoylethanolamide. A novel mechanism underlying the synthesis of the endogenous ligand of the cannabinoid receptor. J. Biol. Chem. 269:14345-14348.
42. Devane, W. A., and Axelrod, J. 1994. Enzymatic synthesis of anandamide, an endogenous ligand for the cannabinoid receptor, by brain membranes. Proc. Natl. Acad. Sci. USA 91:6698-6701.
43. Schmid, H. H. O., Schmid, P. C., and Natarajan, V. 1990. N-acylated glycerophospholipids and their derivatives. Prog. Lipid Res. 29:1-43.
44. Cadas, H., Tomaso, E. I., and Piomelli, D. 1997. Occurrence and Biosynthesis of endogenous cannabinoid precursor, N-arachidonyl phosphatidylethanolamine, in rat brain. J. Neurosci. 17:1226-1242.
45. Sugiura, T., Kondo, S., Sukagawa, A., Tonegawa, T., Nakane, S., Yamashita, A., Ishima, Y., and Waku, K. 1996. Transacylase-mediated and phosphodiesterase-mediated synthesis of N-arachidonoylethanolamide, an endogenous cannabinoid-receptor ligand, in rat brain microsomes: Comparison with synthesis from free arachidonic acid and ethanolamine. Eur. J. Biochem. 240:53-62.
46. Cravatt, B. F., Giang, D. K., Mayfield, S. P., Boger, D. L., Lerner, R. A., and Gilula, N. B. 1996. Molecular characterization of an enzyme that degrades neuromodulatory fatty-acid amides. Nature 384:83-87.
47. Hillard, C. J., Edgemond, W. S., Jarrahian, A., and Campbell, W. B. 1997. Accumulation of N-arachidonylethanolamide (anandamide) into cerebellar granule cells occurs via facilitated diffusion. J. Neurochem. 69:631-638.
48. Mechoulam, R., Ben-Shabat, S., Hanus, L., Ligumsky, M., Kaminski, N. E., Schatz, A. R., Gopher, A., Almog, S., Martin, B. R., and Compton, D. R. 1995. Identification of an endogenous 2-monoglyceride, present in canine gut, that binds to cannabinoid receptors. Biochem. Pharmacol. 50:83-90.
49. Rinaldi-Carmona, M., Barth, F., Heaulme, M., Shire, D., Calandra, B., Congy, C., Martinez, S., Maruani, J., Neliat, G., Caput, D., Ferrara, P., Soubrie, P., Breliere, J. C., and Le Fur, G. 1994. SR141716A, a potent and selective antagonist of the brain cannabinoid receptor. FEBS Lett. 350:240-244.