2-Arachidonoylglycerol, an endogenous cannabinoid receptor ligand, induces rapid actin polymerization in HL-60 cells differentiated into macrophage-like cells

Biochemical Journal

Volumn 386, Issue 3, 2005, Pages 583-589

  Gokoh, Maiko ^a   Kishimoto, Seishi ^a   Oka, Saori ^a   Mori, Masahiro ^a   Waku, Keizo ^a   Ishima, Yoshio ^b   Sugiura, Takayuki ^a  

^a TEIKYO UNIVERSITY   (Japan)

^b Ishima Institute for Neurosciences   (Japan)

Author keywords

2 arachidonoylglycerol; Actin polymerization; Anandamide; Cannabinoid; Macrophage; Morphological change

Indexed keywords

CELLS; IMMUNOLOGY; NEUROLOGY; POLYMERIZATION; TOXIC MATERIALS;

IMMUNE SYSTEMS; MAMMALIAN TISSUES AND CELLS; PHARMACOLOGICAL RESPONSES; RECEPTORS;

GLYCEROL;

2 (2 AMINO 3 METHOXYPHENYL)CHROMONE; 2 [1 (3 AMIDINOTHIOPROPYL) 1H INDOL 3 YL] 3 (1 METHYL 1H INDOL 3 YL)MALEIMIDE; 2 ARACHIDONOYLGLYCEROL; 2,3 DIHYDRO 5 METHYL 3 (MORPHOLINOMETHYL) 6 (1 NAPHTHOYL)PYRROLO[1,2,3 DE][1,4]BENZOXAZINE; 4 (1 AMINOETHYL) N (4 PYRIDYL)CYCLOHEXANECARBOXAMIDE; 4 (1,1 DIMETHYLHEPTYL) 1',2',3',4',5',6' HEXAHYDRO 2,3' DIHYDROXY 6' (3 HYDROXYPROPYL)BIPHENYL; 4 (4 FLUOROPHENYL) 2 (4 METHYLSULFINYLPHENYL) 5 (4 PYRIDYL)IMIDAZOLE; 5 (4 CHLORO 3 METHYLPHENYL) 1 (4 METHYLBENZYL) N (1,3,3 TRIMETHYLBICYCLO[2.2.1]HEPTAN 2 YL) 3 PYRAZOLECARBOXAMIDE; CANNABINOID 1 RECEPTOR; CANNABINOID 2 RECEPTOR; CANNABINOID RECEPTOR; CANNABIS; DRONABINOL; GUANINE NUCLEOTIDE BINDING PROTEIN; PERTUSSIS TOXIN; PHOSPHATIDYLINOSITOL 3 KINASE; RHO FACTOR;

ACTIN FILAMENT; ACTIN POLYMERIZATION; ARTICLE; CELL CYCLE G0 PHASE; CELL CYCLE G1 PHASE; CELL DIFFERENTIATION; CELL STRAIN HL 60; CELL STRUCTURE; CONTROLLED STUDY; HUMAN; HUMAN CELL; INFLAMMATORY CELL; MACROPHAGE; NERVOUS SYSTEM; PRIORITY JOURNAL; PROTEIN EXPRESSION; PSEUDOPODIUM; STRUCTURE ACTIVITY RELATION;

ACTINS; ADP RIBOSE TRANSFERASES; ARACHIDONIC ACIDS; BIOPOLYMERS; BOTULINUM TOXINS; CELL DIFFERENTIATION; CELL SHAPE; GLYCERIDES; HL-60 CELLS; HUMANS; LIGANDS; MACROPHAGES; PEPTIDES, CYCLIC; PROTEIN STRUCTURE, QUATERNARY; RECEPTORS, CANNABINOID; TIME FACTORS;

CANNABIS SATIVA; MAMMALIA; PSEUDOPODA;

EID: 12444290061     PISSN: 02646021     EISSN: None     Source Type: Journal    
DOI: 10.1042/BJ20041163     Document Type: Article

References (58)

1. Devane, W. A., Dysarz, III, 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
2. Matsuda, L. A., Lolait, S. J., Brownstein, M. J., Young, A. C. and Bonner, T. I. (1990) Structure of a cannabinoid receptor and functional expression of the cloned cDNA. Nature (London) 346, 561-564
3. Munro, S., Thomas, K. L. and Abu-Shaar, M. (1993) Molecular characterization of a peripheral receptor for cannabinoids. Nature (London) 365, 61-65
4. Devane, W. A., Hanus, L., Breuer, A., Pertwee, R. G., Stevenson, L. A., Griffin, G., Gibson, D., Mandelbaum, A., Etinger, A. and Mechoulam, R. (1992) Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science 258, 1946-1949
5. Di Marzo, V. (1998) 'Endocannabinoids' and other fatty acid derivatives with cannabimimetic properties: biochemistry and possible physiopathological relevance. Biochim. Biophys. Acta 1392, 153-175
6. Piomelli, D., Beltramo, M., Giuffrida, A. and Stella, N. (1998) Endogenous cannabinoid signaling. Neurobiol. Dis. 5, 462-473
7. Mechoulam, R., Fride, E. and Di Marzo, V. (1998) Endocannabinoids. Eur. J. Pharmacol. 359, 1-18
8. Di Marzo, V., De Petrocellis, L., Bisogno, T., Berger, A. and Mechoulam, R. (2002) Biology of endocannabinoids. In Biology of Marijuana (Onaivi, E. S., ed.), pp. 125-174, Taylor & Francis, London
9. Sugiura, T., Kobayashi, Y., Oka, S. and Waku, K. (2002) Biosynthesis and degradation of anandamide and 2-arachidonoylglycerol and their possible physiological significance. Prostaglandins Leukot. Essent. Fatty Acids 66, 173-192
10. Sugiura, T., Kodaka, T., Nakane, S., Miyashita, T., Kondo, S., Suhara, Y., Takayama, H., Waku, K., Seki, C., Baba, N. et al. (1999) Evidence that the cannabinoid CB1 receptor is a 2-arachidonoylglycerol receptor. Structure-activity relationship of 2-arachidonoylglycerol, ether-linked analogues, and related compounds. J. Biol. Chem. 274, 2794-2801
11. Sugiura, T., Kondo, S., Kishimoto, S., Miyashita, T., Nakane, S., Kodaka, I., Suhara, Y., Takayama, H. and Waku, K. (2000) Evidence that 2-arachidonoylglycerol but not N-palmitoylethanolamine or anandamide is the physiological ligand for the cannabinoid CB2 receptor. Comparison of the agonistic activities of various cannabinoid receptor. J. Biol. Chem. 275, 605-612
12. Mackie, K., Devane, W. A. and Hille, B. (1993) Anandamide, an endogenous cannabinoid, inhibits calcium currents as a partial agonist in N18 neuroblastoma cells. Mol. Pharmacol. 44, 498-503
13. Bayewitch, M., Levy, T. 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
14. 2+ in neuroblastoma x glioma hybrid NG108-15 cells. Biochem. Biophys. Res. Commun. 229, 58-64
15. Burkey, T. H., Quock, R. M., Consroe, P., Ehlert, F. J., Hosohata, Y., Roeske, W. R. and Yamamura, H. I. (1997) Relative efficacies of cannabinoid CB1 receptor agonists in the mouse brain. Eur. J. Pharmacol. 336, 295-298
16. McAllister, S. D., Griffin, G., Satin, L. S. and Abood, M. E. (1999) Cannabinoid receptors can activate and inhibit G protein-coupled inwardly rectifying potassium channels in a xenopus oocyte expression system. J. Pharmacol. Exp. Ther. 291, 618-626
17. Gonsiorek, W., Lunn, C., Fan, X., Narula, S., Lundell, D. and Hipkin, R. W. (2000) Endocannabinoid 2-arachidonyl glycerol is a full agonist through human type 2 cannabinoid receptor: antagonism by anandamide. Mol. Pharmacol. 57, 1045-1050
18. Hillard, C. J. (2000) Biochemistry and pharmacology of the endocannabinoids arachidonylethanolamide and 2-arachidonylglycerol. Prostaglandins Other Lipid Mediat. 61, 3-18
19. Savinainen, J. R., Jarvinen, T., Laine, K. and Laitinen, J. T. (2001) Despite substantial degradation, 2-arachidonoylglycerol is a potent full efficacy agonist mediating CB(1) receptor-dependent G-protein activation in rat cerebellar membranes. Br. J. Pharmacol. 134, 664-672
20. Sugiura, T., Kondo, S., Sukagawa, A., Nakane, S., Shinoda, A., Itoh, K., Yamashita, A. and Waku, K. (1995) 2-Arachidonoylglycerol: a possible endogenous cannabinoid receptor ligand in brain. Biochem. Biophys. Res. Commun. 215, 89-97
21. Mechoulam, R., Ben-Shabat, S., Hanus, L., Ligumsky, M., Kaminski, N. E., Schatz, A. R., Gopher, A., Almog, S., Martin, B. R., Compton, D. R. et al. (1995) Identification of an endogenous 2-monoglyceride, present in canine gut, that binds to cannabinoid receptors. Biochem. Pharmacol. 50, 83-90
22. 2+ transient in NG108-15 cells. J. Biochem. 122, 890-895
23. Sugiura, T. and Waku, K. (2000) 2-Arachidonoylglycerol and the cannabinoid receptors. Chem. Phys. Lipids 108, 89-106
24. Oka, S., Ikeda, S., Waku, K., Ishima, Y. and Sugiura, T. (2005) Endocannabinoids as retrograde messengers in synaptic transmission. In Endocannabinoids (Onaivi, E. S., Sugiura, T. and Di Marzo, V., eds.), CRC Press, Boca Raton, in the press
25. Panikashvili, D., Simeonidou, C., Ben-Shabat, S., Hanus, L., Breuer, A., Mechoulam, R. and Shohami, E. (2001) An endogenous cannabinoid (2-AG) is neuroprotective after brain injury. Nature (London) 413, 527-531
26. Kobayashi, Y., Arai, S., Waku, K. and Sugiura, T. (2001) Activation by 2-arachidonoylglycerol, an endogenous cannabinoid receptor ligand, of p42/44 mitogen-activated protein kinase in HL-60 cells. J. Biochem. 129, 665-669
27. Sugiura, T., Kishimoto, S., Oka, S., Gokoh, M. and Waku, K. (2004) Metabolism and physiological significance of anandamide and 2- arachidonoylglycerol, endogenous cannabinoid receptor ligands. In Arachidonate Remodeling and Inflammation (Fonteh, A. N. and Wykle, R. L., eds.), pp. 211-237. Birkhauser Verlag, Basel
28. Kishimoto, S., Gokoh, M., Oka, S., Muramatsu, M., Kajiwara, T., Waku, K. and Sugiura, T. (2003) 2-Arachidonoylglycerol, an endogenous cannabinoid receptor ligand, induces accelerated production of chemokines in HL-60 cells. J. Biol. Chem. 278, 24469-24475
29. Jorda, M. A., Verbakel, S. E., Valk, P. J., Vankan-Berkhoudt, V., Maccarrone, M., Finazzi-Agro, A., Lowenberg, B. and Delwel, R. (2002) Hematopoietic cells expressing the peripheral cannabinoid receptor migrate in response to the endocannabinoid 2-arachidonoylglycerol. Blood 99, 2786-2793
30. Walter, L., Franklin, A., Witting, A., Wade, C., Xie, Y., Kunos, G., Mackie, K. and Stella, N. (2003) Nonpsychotropic cannabinoid receptors regulate microglial cell migration. J. Neurosci. 23, 1398-1405
31. Lee, M., Yang, K. H. and Kaminski, N. E. (1995) Effects of putative cannabinoid receptor ligands, anandamide and 2-arachidonyl-glycerol, on immune function in B6C3F1 mouse splenocytes. J. Pharmacol. Exp. Ther. 275, 529-536
32. Ouyang, Y., Hwang, S. G., Han, S. H. and Kaminski, N. E. (1998) Suppression of interleukin-2 by the putative endogenous cannabinoid 2-arachidonyl-glycerol is mediated through down-regulation of the nuclear factor of activated T cells. Mol. Pharmacol. 53, 676-683
33. Herkenham, M. (1995) Localization of cannabinoid receptors in brain and periphery. In Cannabinoid Receptors (Pertwee, R. G., ed.), pp. 145-166, Academic Press, London
34. Galiegue, S., Mary, S., Marchand, J., Dussossoy, D., Carriere, D., Carayon, P., Bouaboula, M., Shire, D., Le Fur, G. and Casellas, P. (1995) Expression of central and peripheral cannabinoid receptors in human immune tissues and leukocyte subpopulations. Eur. J. Biochem. 232, 54-61
35. Klein, T. W., Newton, C. and Friedman, H. (1998) Cannabinoid receptors and immunity. Immunol. Today 19, 373-381
36. Berdyshev, E. V. (2000) Cannabinoid receptors and the regulation of immune response. Chem. Phys. Lipids 108, 169-190
37. Parolaro, D., Massi, P., Rubino, T. and Monti, E. (2002) Endocannabinoids in the immune system and cancer. Prostaglandins Leukot. Essent. Fatty Acids 66, 319-332
38. Cabral, G. A. (2002) Marijuana and cannabinoid effects on immunity and AIDS. In Biology of Marijuana (Onaivi, E. S., ed.), pp. 282-307, Taylor & Francis, London
39. Klein, T. W., Larsen, C. K., Lu, L., Perkins, I., Nong, L. and Friedman, H. (2003) The cannabinoid system and immune modulation. J. Leukoc. Biol 74, 486-496
40. McCarthy, D. M., San Miguel, J. F., Freake, H. C., Green, P. M., Zola, H., Catovsky, D. and Goldman, J. M. (1983) 1,25-Dihydroxyvitamin D3 inhibits proliferation of human promyelocytic leukaemia (HL60) cells and induces monocyte-macrophage differentiation in HL60 and normal human bone marrow cells. Leuk. Res. 7, 51-55
41. Howard, T. H. and Meyer, W. H. (1984) Chemotactic peptide modulation of actin assembly and locomotion in neutrophils. J. Cell Biol. 98, 1265-1271
42. Watts, R. G. and Howard, T. H. (1993) Mechanisms for actin reorganization in chemotactic factor-activated polymorphonuclear leukocytes. Blood 81, 2750-2757
43. Rao, K. M., Misukonis, M. A., Cohen, H. J. and Weinberg, J. B. (1988) Cooperative effect of tumor necrosis factor and gamma-interferon on chemotactic peptide receptor expression and stimulus-induced actin polymerization in HL-60 cells. Blood 71, 1062-1067
44. 2+, PKC, ERK or p38 MAPK. Inflamm. Res. 49, 684-691
45. Sham, R. L., Phatak, P. D., Ihne, T. P., Abboud, C. N. and Packman, C. H. (1993) Signal pathway regulation of interleukin-8-induced actin polymerization in neutrophils. Blood 82, 2546-2551
46. Chodniewicz, D. and Zhelev, D. V. (2003) Novel pathways of F-actin polymerization in the human neutrophil. Blood 102, 2251-2258
47. Kiosses, B. W., Tahir, S. K., Kalnins, V. I. and Zimmerman, A. M. (1990) The effects of delta-9-tetrahydrocannabinol on actin microfilaments. Cytobios 63, 23-29
48. Tahir, S. K. and Zimmerman, A. M. (1991) Influence of marihuana on cellular structures and biochemical activities. Pharmacol. Biochem. Behav. 40, 617-623
49. Tahir, S. K., Trogadis, J. E., Stevens, J. K. and Zimmerman, A. M. (1992) Cytoskeletal organization following cannabinoid treatment in undifferentiated and differentiated PC12 cells. Biochem. Cell Biol. 70, 1159-1173
50. Wilson, Jr, R. G., Tahir, S. K., Mechoulam, R., Zimmerman, S. and Zimmerman, A. M. (1996) Cannabinoid enantiomer action on the cytoarchitecture. Cell Biol. Int. 20, 147-157
51. Derkinderen, P., Toutant, M., Burgaya, F., Le Bert, M., Siciliano, J. C., de Franciscis, V., Gelman, M. and Girault, J. A. (1996) Regulation of a neuronal form of focal adhesion kinase by anandamide. Science 273, 1719-1722
52. Chen, Y., McCarron, R. M., Ohara, Y., Bembry, J., Azzam, N., Lenz, F. A., Shohami, E., Mechoulam, R. and Spatz, M. (2000) Human brain capillary endothelium: 2-arachidonoglycerol (endocannabinoid) interacts with endothelin-1. Circ. Res. 87, 323-327
53. Gallily, R., Breuer, A. and Mechoulam, R. (2000) 2-Arachidonylglycerol, an endogenous cannabinoid, inhibits tumor necrosis factor-alpha production in murine macrophages, and in mice. Eur. J. Pharmacol. 406, R5-R7
54. Chang, Y. H., Lee, S. T. and Lin, W. W. (2001) Effects of cannabinoids on LPS-stimulated inflammatory mediator release from macrophages: involvement of eicosanoids. J. Cell. Biochem. 81, 715-723
55. Bayewitch, M., Rhee, M. H., Avidor-Reiss, T., Breuer, A. and Mechoulam, R. (1996) (-)-Delta9-tetrahydrocannabinol antagonizes the peripheral cannabinoid receptor-mediated inhibition of adenylyl cyclase. J. Biol. Chem. 271, 9902-9905
56. Takai, Y., Sasaki, T. and Matozaki, T. (2001) Small GTP-binding proteins. Physiol. Rev. 81, 153-208
57. Miki, H. and Takenawa, T. (2003) Regulation of actin dynamics by WASP family proteins. J. Biochem. 134, 309-313
58. Etienne-Manneville, S. and Hall, A. (2002) Rho GTPases in cell biology. Nature (London) 420, 629-635