The structural requirements for phorbol esters to enhance noradrenaline and dopamine release from rat brain cortex

British Journal of Pharmacology

Volumn 119, Issue 1, 1996, Pages 115-125

  Kotsonis, P ^a   Majewski, H ^a  

^a HUDSON INSTITUTE OF MEDICAL RESEARCH   (Australia)

Author keywords

Brain cortex; Dopamine release; Noradrenaline release; Phorbol esters; Protein kinase C

Indexed keywords

DOPAMINE; NORADRENALIN; PHORBOL 13 ACETATE 12 MYRISTATE; PHORBOL DIACETATE; PHORBOL DIBUTYRATE; PHORBOL ESTER; POLYMYXIN B; PROTEIN KINASE C; PROTEIN KINASE C ACTIVATOR;

ANIMAL TISSUE; ARTICLE; BRAIN CORTEX; CELL MEMBRANE; CONTROLLED STUDY; CYTOPLASM; DOPAMINE RELEASE; NEUROTRANSMITTER RELEASE; NONHUMAN; NORADRENALIN RELEASE; PRIORITY JOURNAL; RAT; STRUCTURE ACTIVITY RELATION;

EID: 0029812983     PISSN: 00071188     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1476-5381.1996.tb15684.x     Document Type: Article

References (50)

1. ADAMS, J.C. & GULLICK, W.J. (1989). Differences in phorbolester induced down regulation of protein kinase C between cell lines. Biochem. J., 257, 905-911.
2. ALLGAIER, C., DASCHMANN, B., HUANG, H.Y. & HERTTING, G. (1988). Protein kinase C and presynaptic modulation of acetylcholine release in rabbit hippocampus. Br. J. Pharmacol., 93, 525-534.
3. 2autoreceptor modulated release of noradrenaline. Br. J. Pharmacol., 92, 161-172.
4. BADER, M.F., SONTAG, J.M., THIERSE, D. & AUNIS, D. (1989). Assessment of guanine nucleotide effects on catecholamine secretion from permeabilized adrenal chromaffin cells. J. Biol. Chem., 264, 16426-16434.
5. BAIRD, W.M. & BOUTWELL, R.K. (1971). Tumorpromoting activity of phorbol and four diesters of phorbol in mouse skin. Cancer Res., 31, 1074-1079.
6. BELL, R.M. & BURNS, D.J. (1991). Lipid activation of protein kinase C. J. Biol. Chem., 266, 4661-4664.
7. BLUMBERG, P.M. (1980). In vitro studies on the mode of action of the phorbol esters, potent tumor promoters. CRC Crit. Rev. Toxicol., 8, 153-198.
8. BLUMBERG, P.M., JAKEN, S., KÖNIG, B., SHARKEY, N.A., LEACH, K.L., JENG, A.Y. & YEH, Y. (1984). Mechanism of action of the phorbol ester tumour promoters: specific receptors for lipophilic ligands. Biochem. Pharmacol., 33, 933-940.
9. BROOKS, G., EVANS, A.T., AITKEN, A. & EVANS, F.J. (1989). Tumour promoting activity and hyperplasic effects of phorbol and daphnane esters in CD1 mouse skin and a synergistic effect of calcium ionophore with the nonpromoting activator of protein kinase C, sapintoxin A. Carcinogenesis, 10, 283-288.
10. BUCHNER, K. (1995). Protein kinase C in the transduction of signals toward the cell nucleus. Eur. J. Biochem., 228, 211-221.
11. BURGESS, G.M., MULLANEY, I., MCNEIL, M., DUNN, P.M. & RANG, HP. (1989). Second messengers involved in the mechanism of action of bradykinin in sensory neurons in culture. J. Neurosci., 9, 3314-3325.
12. DASCHMANN, B., ALLGAIER, C., NAKOV. R. & HERTTING, G. (1988). Staurosporine counteracts the phorbolester induced enhancement of neurotransmitter release in hippocampus. Arch. Int. Pharmacodyn., 296, 232-245.
13. DEKKER, L.V. & PARKER, P.J. (1994). Protein kinase C - a question of specificity. Trends Biochem. Sci., 19, 73-77.
14. DIMITRIJEVIC, S.M., RYVES, W.J., PARKER, P.J. & EVANS, F.J. (1995). Characterization of phorbol ester binding to protein kinase C isotypes. Mol. Pharmacol., 48, 259-267.
15. 3H] 12deoxyphorbol 13isobutyrate to phorbol ester receptor subclasses in mouse skin particulate preparations. Cancer Res., 43, 4632-4637.
16. EVANS, F.J., PARKER, P.J., OLIVIER, A.R., THOMAS, S., RYVES, W.J., EVANS, A.T., GORDGE, P. & SHARMA, P. (1991). Phorbol ester activation of the isotypes of protein kinase C from bovine and rat brain. Biochem. Soc. Trans., 19, 397-402.
17. FOUCART, S., MUSGRAVE, I.F. & MAJEWSKI, H. (1991). Long term treatment with phorbol esters suggests a permissive role for protein kinase C in the enhancement of noradrenaline release. Mol. Neuropharmacol., 1, 95-101.
18. FÜRSTENBERGER, G. & HECKER, E. (1972). Wirkungmechanismus cocarcinogener Pflanzeninhaltsstoffe. Planta Med., 22, 241-266.
19. HECKER, E. (1971). New phorbol esters and related cocarcinogens. In Proceedings of the Tenth International Cancer Congress. ed. Clarke, R.L., Cumley, R.W., McCay, J.E. & Copeland, M.M. pp. 213-224. Chicago, U.S.A.: Yearbook Medical Publishers.
20. HERGENHAHN, M., KUSUMOTO, S. & HECKER, E. (1974). Diterpene esters from 'Euphorbium' and their irritant and carcinogenic activity. Experientia, 30, 1438-1440.
21. HOFFMANN, I.S., TALMACIU, R.K., FERRO, C.P. & CUBEDDU, L.X. (1988). Sustained high release at rapid stimulation rates and reduced functional autoreceptors characterize prefrontal cortex dopamine terminals. J. Pharmacol. Exp. Ther., 245, 761-772.
22. ITO, M., TANAKA, T., INAGAKI, M., NAKANISHI, K. & HIDAKA, H. (1986). N(6phenylhexyl)5chloro1naphthalenesulfonamide, a novel activator of protein kinase C. Biochemistry, 25, 4179-4184.
23. JACOBSON, K., WENNER, C.E., KEMP, G. & PAPAHADJOPOULOS, D. (1975). Surface properties of phorbol esters and their interaction with lipid monolayers and bilayers. Cancer Res., 35, 2991-2995.
24. KAZANIETZ, M.G., ARECES, L.B., BAHADOR, A., MISCHAT, H., GOODNIGHT, J., MUSHINSKI, P. & BLUMBERG, P.M. (1993). Characterisation of ligand and substrate specificity for the calciumdependent and calciumindependent protein kinase C enzymes. J. Pharmacol. Exp. Ther., 44, 296-307.
25. KAZANIETZ, M.G., KRAUSZ, K.W. & BLUMBERG, P.M. (1992). Differential irreversible insertion of protein kinase C into phospholipid vesicles by phorbol esters and related activators. J. Biol. Chem., 267, 20878-20886.
26. KIKKAWA, U., TAKAI, Y., TANAKA, Y., MIYAKE, R. & NISHIZUKA, Y. (1983). Protein kinase C as a possible receptor protein of tumorpromoting phorbol esters. J. Biol. Chem., 258, 11442-11445.
27. KREIBICH, G. & HECKER, E. (1970). On the active principles of croton oil. X. Preparation of tritium labeled croton oil factor A1 and the other tritium labeled phorbol derivatives. Z. Krebsforsch., 74, 448-456.
28. LEACH, K.L., RUFF, V.A., JARPE, M.B., ADAMS, L.B.D., FABBRO, D. & RABEN, D.M. (1992). Thrombin stimulates nuclear diacylglycerol levels and differential locolization of protein kinase C isozymes in IIC9 cells. J. Biol. Chem., 267, 21816-21822.
29. MATTHIES, H.J.G., PALFREY, H.C., HIRNING, L.D. & MILLER, R.J. (1987). Down regulation of protein kinase C in neuronal cells: effects on neurotransmitter release. J. Neurosci., 7, 1198-1206.
30. 2+dependent protein kinase. Biochem. Biophys. Res. Commun., 109, 1129-1133.
31. MOCHLYROSEN, D., KHANER, H., LOPEZ, J. & SMITH, B.L. (1991). Intracellular receptors for activated protein kinase C: identification of a binding site for the enzyme. J. Biol. Chem., 266, 14866-14868.
32. MULLER, G., HERGENHAHN, M., ROESER, H., TREMP, G.L., SCHMIDT. R. & HECKER, E. (1990). Toxicokinetics of tumor promoters of mouse skin I. Metabolism of phorbol and ingenol esters by mouse liver microsomes. Carcinogenesis, 11, 1127-1132.
33. MUSGRAVE, I.F., FOUCART, S. & MAJEWSKI, H. (1991). Evidence that angiotensin II enhances noradrenaline release from sympathetic nerves in mouse atria by activating protein kinase C. J. Autonom. Pharmacol, 11, 211-220.
34. MUSGRAVE, I.F. & MAJEWSKI, H. (1989). Effect of phorbol esters and polymyxin B on modulation of noradrenaline release in mouse atria. NaunynSchmiedeberg's Arch. Pharmacol., 339, 48-53.
35. NICHOLS, R.A., HAYCOCK, J.W., WANG, J.K.T. & GREENGARD, P. (1987). Phorbol ester enhancement of neurotransmitter release from rat brain synaptosomes. J. Neurochem., 48, 615-621.
36. NISHIZUKA, Y. (1992). Intracellular signalling by hydrolysis of phospholipids and activation of protein kinase C. Science, 258, 607-614.
37. 1, γ, δ, and ε by phorbol esters of different biological activities. FEBS Lett., 288, 5-9.
38. SCHACHTELE, C., RUDOLPH, C. & OSSWALD, H. (1989). Inhibition of protein kinase C (PKC) and three other protein kinases by several reference PKC inhibitors. NaunynSchmiedeberg's Arch. Pharmacol., 340, R36.
39. SCHMIDT, R.J. & EVANS, F.J. (1980). Skin irritant effects of esters of phorbol and related polyols. Arch. Toxicol., 44, 279-289.
40. SCHROEDER, G.E., KOTSONIS, P., MUSGRAVE, I.F. & MAJEWSKI, H. (1995). Protein kinase C involvement in maintenance and modulation of noradrenaline release in the mouse brain cortex. Br. J. Pharmacol., 116, 2757-2763.
41. 3H]phorbol 12, 13 dibutyrate binding. Cancer Res., 45, 19-24.
42. SZALLASI, Z., SHARKFY, N.A. & BLUMBERG, P.M. (1989). Structure/activity analysis of resiniferatoxin analogs. Phytotherapy Res., 3, 253-257.
43. SZALLASI, Z., SMITH, C.B. & BLUMBERG, P.M. (1994). Dissociation of phorbol esters lead to immediate redistribution to the cytosol of protein kinase Cα and Cδ in mouse keratinocytes. J. Biol. Chem., 269, 27159-27162.
44. TAKATA, Y., OZAWA, J. & KATO, H. (1991). Presynaptic sites of isolated canine saphenous veins are more sensitive to protein kinase C than postsynaptic ones. Jap. J. Pharmacol., 56, 337-348.
45. TOULLEC, D., PIANETTI, P., COSTE, H., BELLEVERGUE, P., GRAND PERRET, T., AJAKANE, M., BAUDET, V., BOISSIN, P., BOURSIER, E., LORIOLLE, F., DUHAMEL, L., CHARON, D. & KIRILOVSKY, J. (1991). The bisindolylmaleimide GF109203X is a potent and selective inhibitor of protein kinase C. J. Biol. Chem., 266, 15771-15781.
46. 3H] dopamine from amygdala slices in vitro: effects of 4βphorbol 12, 13dibutyrate, 4αphorbol 12, 13didecanoate and polymyxin B. Brain Res., 416, 343-348.
47. WAKADE, A.R., MALHOTRA, R.K. & WAKADE, T.D. (1985). Phorbol ester, an activator of protein kinase C enhances calcium dependent release of sympathetic neurotransmitter. Naunyn Schmiedeberg's Arch. Pharmacol., 331, 122-124.
48. WENDER, P.A., KOEHLER, K.F., SHARKEY, N.A., DELL'AQUILA, M.L. & BLUMBERG, P.M. (1986). Analysis of the phorbol ester pharmacophore on protein kinase C as a guide to the rational design of new classes of analogs. Proc. Natl. Acad. Sci. U.S.A., 83, 4214-4218.
49. WETSEL, W.C., KHAN, W.A., MECHENTHALER, I., RIVERA, H., HALPERN, A.E., PHUNG, H.M., NEGROVILAR, A. & HANNUN, Y.A. (1992). Tissue and cellular distribution of the extended family of protein kinase C isoenzymes. J. Biol. Chem., 117, 121-133.
50. ZAYED, S., SORG, B. & HECKER, E. (1984). Structure activity relationship of polyfunctional diterpenes of the tigliane type, VI. Planta Med., 34, 65-69.