Antinociceptive profile of 3-α-tropanyl-(2-Cl)-acid phenoxybutyrate (SM-21): A novel analgesic with a presynaptic cholinergic mechanism of action

Journal of Pharmacology and Experimental Therapeutics

Volumn 282, Issue 1, 1997, Pages 430-439

  Ghelardini, Carla ^a   Galeotti, Nicoletta ^a   Gualtieri, Fulvio ^a   Bellucci, Cristina ^a   Manetti, Dina ^a   Giotti, Alberto ^a   Malmberg Aiello, Petra ^a   Galli, Alessandro ^a   Bartolini, Alessandro ^a  

^a UNIVERSITY OF FLORENCE   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

1 (2 METHOXYPHENYL) 4 (4 PHTHALIMIDOBUTYL)PIPERAZINE; 3 AMINOPROPYL(DIETHOXYMETHYL)PHOSPHINIC ACID; 6 N CYCLOPENTYLADENOSINE; [4 [(3 CHLOROPHENYL)CARBAMOYLOXY] 2 BUTYNYL]TRIMETHYLAMMONIUM; ACETYLCHOLINE; ACETYLCHOLINESTERASE; ANALGESIC AGENT; ATROPINE; HEMICHOLINIUM 3; HISTAMINE DERIVATIVE; HYOSCYAMINE; NALOXONE; OTENZEPAD; PHYSOSTIGMINE; PIRENZEPINE; QUINPIROLE; RESERPINE; SM 21; UNCLASSIFIED DRUG;

ANALGESIC ACTIVITY; ANIMAL EXPERIMENT; ANIMAL TISSUE; ANTIINFLAMMATORY ACTIVITY; ANTINOCICEPTION; ARTICLE; CHOLINERGIC ACTIVITY; CONTROLLED STUDY; DOSE RESPONSE; GUINEA PIG; HEART ATRIUM; HOT PLATE TEST; ILEUM; INTRACEREBROVENTRICULAR DRUG ADMINISTRATION; INTRAVENOUS DRUG ADMINISTRATION; MALE; MOUSE; NONHUMAN; ORAL DRUG ADMINISTRATION; PAW EDEMA; PRIORITY JOURNAL; RABBIT; RAT; SUBCUTANEOUS DRUG ADMINISTRATION; TAIL FLICK TEST; UTERUS; VAS DEFERENS;

ANALGESICS; ANIMALS; ATROPINE; BUTYRATES; GUINEA PIGS; MALE; MICE; MOTOR ACTIVITY; RABBITS; RATS; RECEPTORS, MUSCARINIC; RECEPTORS, PRESYNAPTIC; STEREOISOMERISM; TROPANES;

EID: 0030824655     PISSN: 00223565     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (49)

1. BARTOLINI, A., GALLI, A., GHELARDINI, C., GIOTTI, A., MALCANGIO, M., MALMBERG-AIELLO, P. AND ZUCCHI, P. L.: Antinociception induced by systemic administration of local anaesthetics depends on a cholinergic mechanism. Br. J. Pharmacol. 92: 711-721, 1987.
2. BARTOLINI, A., GHELARDINI, C., FANTETTI, L., MALCANGIO, M., MALMBERG-AIELLO, P. AND GIOTTI, A.: Role of muscarinic receptor subtypes in central antinociception. Br. J. Pharmacol. 105: 77-82, 1992.
3. BARTOLINI, A., GHELARDINI, C., GIOVANNINI, M. G., CASAMENTI, F., MALMBERG-AIELLO, P., PEPEU, G. AND GIOTTI, A.: Modulators of ACh release as potent cognition enhancers and analgesics: Pharmacodynamic studies. Proceedings of the "XXVII Symposium of the Italian Pharmacological Society," p. 29, 1994.
4. BARTOLINI, A., GHELARDINI, C., GUALTIERI, F., MALCANGIO, M., MALMBERG-AIELLO, P., ROMANELLI, M. AND GIOTTI, A.: I.c.v. AFDX 116 induces analgesia only when administered at very low doses. Trends Pharmacol. Sci. 99: suppl. IV, 1989.
5. 3 agonist decrease acetylcholine efflux from the cerebral cortex of freely-moving guinea-pigs. Br. J. Pharmacol. 101: 448-452, 1990.
6. 1 receptors. J. Pharmacol. Exp. Ther. 273: 637-642, 1995.
7. 3 receptor subtypes. Br. J. Pharmacol. 107: 919-923, 1992.
8. CONSOLO, S., ARNABOLDI, S., GIORGI, S., RUSSI, G. AND LADINSKY, H.: 5-HT4 receptor stimulation facilitates acetylcholine release in frontal cortex. NeuroReport 5: 1230-1232, 1994.
9. D'AMOUR, F. E. AND SMITH, D. L.: A method for determining loss of pain sensation. J. Pharmacol. Exp. Ther. 72: 74-79, 1941.
10. DEI, S., BELLUCCI, C., GUALTIERI, F., ROMANELLI, M. N., SCAPECCHI, S., TEODORI, E., BARTOLINI, A. AND GHELARDINI, C.: Analgesic, antimuscarinic activity and enatioselectivity of the four isomers of 3-quiniclidinyl tropate as compared with the enantiomers of hyoscyamine. II Farmaco 50: 303-309, 1995.
11. DOODS, H., ENTZEROTH, M. AND MAYER, N.: Cardioselectivity of AQ-RA 741, a novel tricyclic antimuscarinic drug. Eur. J. Pharmacol. 192: 147-152, 1991.
12. DÖRJE, F., FRIEBE, T., TACKE, R., MUTSCHLER, E. AND LAMBRECHT, G.: Novel pharmacological profile of muscarinic receptors mediating contraction of the guinea-pig uterus. Naunyn-Schmiedeberg's Arch. Pharmacol. 342: 284-289, 1990.
13. ELLMAN, G. L., COURTNEY, K. D., ANDRES, V. JR AND FEATHERSTONE, R. M.: A new and rapid colorimetric determination of acetylcholinesterase activity. Biochem. Pharmacol. 7: 88-95, 1961.
14. 2 receptors mediating opposite effects on neuromuscular transmission in rabbit vas deferns. Eur. J. Pharmacol. 151: 205-221, 1988.
15. ELTZE, M. AND FIGALA, V.: Affinity and selectivity of biperiden enantiomers for muscarinic receptor subtypes. Eur. J. Pharmacol. 158: 11-19, 1988.
16. ELTZE, M., GONNE, S., RIEDEL, R., SCHLOTKE, B., SCHUDT, C. AND SIMON, W. A.: Pharmacological evidence for selective inhibition of gastric acid secretion by telenzepine, a new antimuscarinic drug. Eur. J. Pharmacol. 112: 211-224, 1985.
17. GALEOTTI, N., GHELARDINI, C. AND BARTOLINI, A.: Involvement of the serotoninorgic system in the analgesic effect of tricyclic antidepressants. Behav. Pharmacol. 6: (suppl. 1), 20, 1995.
18. 1A agonist 8-OH-DPAT induces antinociception through a cholinergic mechanism. Can. J. Physiol. Pharmacol. P. 13.9.43: (suppl. IUPHAR) p. 380, 1994.
19. 4 agonists: BIMU 1 and BIMU 8. Life Sci. 58: 2297-2309, 1996.
20. GHELARDINI, C., GIOTTI, A., GUALTIERI, F., MATUCCI, R., ROMANELLI, M. N., SCAPECCHI, S., TEODORI, E. AND BARTOLINI, A.: Presynaptic auto-and heteroreceptors in the cholinergic regulation of pain. In Trends in Receptor Research, ed. by P. Angeli, U. Gulini and W. Quaglia, pp. 95-114, Elsevier Science Publisher B. V., Amsterdam, NL, 1992.
21. 2 antagonist AQRA-741 (Abstract). Proceedings of the 8th Camerino-Noordwijkerhout Symposium on "Trends in Receptors Research," Camerino, September 8-12, P. 40, p. 160, 1991.
22. GHELARDINI, C., GUALTIERI, F., BALDINI, M., DEI, S., ROMANELLI, M. N., GIOTTI, A. AND BARTOLINI, A.: R-(+)-hyoscyamine: The first and selective antagonist for guinea-pig uterus muscarinic receptor subtypes. Life Sci. 52: 569, 1993.
23. GHELARDINI, C., MALMBERG-AIELLO, P., GIOTTI, A., MALCANGIO, M. AND BARTOLINI, A.: Investigation into atropine-induced antinociception. Br. J. Pharmacol. 101: 49-54, 1990.
24. 2 receptor antagonist. Life Sci. 38: 1663-1672, 1986.
25. GORELL, J. M. AND CZARNECKI, B.: Pharmacological evidence for direct dopaminergic regulation of striatal acetylcholine release. Life Sci. 38: 2239-2246, 1986.
26. GUALTIERI, F., CONTI, G., DEI, S., GIOVANNONI, P., NANNUCCI, F., ROMANELLI, M. N., SCAPECCHI, S., TEODORI, E., FANFANI, L., GHELARDINI, C., BARTOLINI, A. AND GIOTTI, A.: Presynaptic cholinergic modulators as potent nootropic and analgesic drugs. I. Tropic and 2-phenylpropionic acid esters. J. Med. Chem. 37: 1704-1711; 1994.
27. 2 antagonist methoctramine administered i.c.v.. Trends Pharmacol. Sci. suppl. IV: 99, 1989.
28. GUALTIERI, F., ROMANELLI, M. N., SCAPECCHI, S., TEODORI, E., BARTOLINI, A., FANTETTI, L., GHELARDINI, C. AND GIOTTI, A.: Muscarinic presynaptic autoreceptors and muscarinic postsynaptic receptors have opposite stereochemical requirements. Med. Chem. Res. 1: 52-58, 1991.
29. HALEY, T. J. AND MCCORMICK, W. G.: Pharmacological effects produced by intracerebral injection of drugs in the conscious mouse. Br. J. Pharmacol. Chemother. 12: 12-15, 1957.
30. 1 receptors. J. Pharmacol. Exp. Ther. 266: 557-562, 1993.
31. JACKISCH, R., STRITTMATTER, H., KASAKOV, I. AND HERTTING, G.: Endogenous adenosine as a modulator of hippocampal acetylcholine release. Naunyn-Schmiedeberg's Arch. Pharmacol, 327: 319-325, 1984.
32. KOSTER, R., ANDERSON, M. AND DE BEER, E. J.: Acetic acid for analgesic screening. Fed. Proc. 18: 412, 1959.
33. 3H]AF-DX 116 and effect of AF-DX 116 on endogenous acetylcholine release from brain slices. Brain Res. 496: 285-294, 1989.
34. LEIBER, D., HARBON, S., GUILLET, J.-G., ANDRÉ, C. AND STROSBERG, D.: Monoclonal antibodies to purified muscarinic receptor display agonist-like activity. Proc. Natl. Acad. Sci. U.S.A. 81: 4331-4334, 1984.
35. LEIGHTON, G. E., RODRIGUEZ, R. E., HILL, R. G. AND HUGHES, J.: κ-Opioid agonists produce antinociception after i.v. and i.c.v. but not intrathecal administra-tion in the rat. Br. J. Pharmacol. 93: 553-560, 1988.
36. B antagonist, prevents antinociception and muscle-relaxant effect induced by baclofen. Br. J. Pharmacol. 103: 1303-1308, 1991.
37. MALMBERG-AIELLO, P., LAMBERTI, C., GHELARDINI, C., GIOTTI, A. AND BARTOLINI, A.: Role of histamine in rodent antinociception. Br. J. Pharmacol. III: 1269-1279, 1994.
38. MARC, S., LEIBER, D. AND HARBON, S.: Carbachol and oxytocin stimulate the generation of inositol phosphates in the guinea-pig myometrium. FEBS Lett. 201: 9-14, 1986.
39. MCKINNEY, M., MILLER, J. H. AND AAGAARD, P. J.: Pharmacological characterization of the rat hippocampal muscarinic autoreceptor. J. Pharmacol. Exp. Ther. 264: 74-78, 1993.
40. 4 muscarinic receptor subtypes mediating cyclic AMP inhibition. Mol. Pharmacol. 40: 1014-1022, 1991.
41. 2 muscarinic receptors. J. Med. Chem. 30: 201-204, 1987.
42. O'CALLAGHAN, J. P. AND HOLTZMAN, S. G.: Quantification of the analgesic activity of narcotic antagonists by a modified hot-plate procedure. J. Pharmacol. Exp. Ther. 192: 497-505, 1975.
43. ROMANELLI, M. N., BARTOLINI, A., BERTUCCI, C., DEI, S., GHELARDINI, C., GIOVANNINI, M. G., GUALTIERI, F., PEPEU, G., SCAPECCHI, S. AND TEODORI, E.: Synthesis, absolute configuration and cognition enhancing activity of SM-21, SM-32 and PG-9, new central ACh releasers. Proceedings of II Int. Symposium on "Medicinal Chemistry Approaches to Alzheimer Disease," Strasbourg, August 28-30, 1995.
44. 1 dopamine receptors in dopaminergic control of striatal cholinergic transmission. Life Sci. 31: 2883-2890, 1992.
45. STILLMAN, M. J., SHUKITT-MALE, B., KONG, R. M., LEVY, A. AND LIEBERMAN, H. R.: Elevation of hippocampal extracellular acetylcholine levels by methoctramine. Brain Res. Bull. 32: 385-389, 1993.
46. TöRöCSIK, A. AND Vizi, E. S.: Presynaptic effects of methoctramine on release of acetylcholine. Neuropharmacology 30: 293-298, 1991.
47. VAUGHT, J., PELLEY, K., COSTA, L. G., SETHER, P. AND ENNA, S. J.: A comparison of the antinociceptive responses to GABA-receptor agonists THIP and baclofen. Neuropharmacology 24: 211-216, 1985.
48. 4 muscarinic receptor subtypes. Br. J. Pharmacol. 105: 97-102, 1992.
49. 2-receptors. Naunyn-Schmiedeberg's Arch. Pharmacol. 338: 250-255, 1988.