Analogues of diverse structure are unable to differentiate native melatonin receptors in the chicken retina, sheep pars tuberalis and Xenopus melanophores

British Journal of Pharmacology

Volumn 119, Issue 2, 1996, Pages 379-387

  Pickering, Hannah ^a   Sword, Susan ^a   Vonhoff, Stefan ^b   Jones, Rob ^b   Sugden, David ^a  

^a KING'S COLLEGE LONDON   (United Kingdom)

^b UNIVERSITY COLLEGE LONDON   (United Kingdom)

Author keywords

2 125I iodomelatonin binding; Chicken retina; Melanophores; Melatonin receptor subtypes; Pars tuberalis

Indexed keywords

2 IODOMELATONIN; MELATONIN; MELATONIN DERIVATIVE; MELATONIN RECEPTOR; RADIOLIGAND; RECEPTOR SUBTYPE;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; BINDING SITE; CHICKEN; CONTROLLED STUDY; EMBRYO; HYPOPHYSIS PARS TUBERALIS; LIGAND BINDING; MELANOPHORE; MOLECULAR CLONING; NONHUMAN; PRIORITY JOURNAL; RECEPTOR AFFINITY; RETINA; SHEEP; STRUCTURE ACTIVITY RELATION; XENOPUS;

EID: 0029821888     PISSN: 00071188     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1476-5381.1996.tb15997.x     Document Type: Article

References (43)

1. BARTNESS, T.J., POWERS, J.B. HASTINGS, M.H., BITTMAN, E.L. & GOLDMAN, B.D. (1993). The timed infusion paradigm for melatonin delivery: What has it taught us about the melatonin signal, its receptor, and the photoperiodic control of seasonal responses? J. Pineal Res., 15, 161-190.
2. BESHARSE, J.C., IUVONE, P.M. & PIERCE, M.E. (1988). Regulation of rhythmic photoreceptor metabolism: a role for post-receptoral neurons. In Progress in Retinal Research. ed. Osborne, N. & Chader, J. pp. 21-61. Oxford: Pergamon Press.
3. BRADFORD, M.M. (1976). A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem., 72, 248-254.
4. 50) of an enzymatic reaction. Biochem. Pharmacol., 22, 3099-3108.
5. COPINGA, S., TEPPER, P.G., GROL, C.J., HORN, A.S. & DUBOCOVICH, M.L. (1993). 2-Amido-8-methoxytetralins: A series of nonindolic melatonin-like agents. J. Med. Chem., 36, 2891-2898.
6. DELEAN, A.P., MUNSON, P.J. & RODBARD, D. (1978). Simultaneous analysis of families of sigmoidal curves: application to bioassay, radioligand binding assay and pharmacological dose-response curves. Am. J. Physiol., 235, E97-E102.
7. 3H]dopamine release from the retina. Eur. J. Pharmacol., 105, 193-194.
8. DUBOCOVICH, M.L. (1985). Characterization of the retinal melatonin receptor. J. Pharmacol. Exp. Ther., 234, 395-401.
9. DUBOCOVICH, M.L. (1995). Melatonin receptors: are there multiple sub-types?, Trends Pharmacol. Sci., 16, 50-56.
10. 125I]iodomelatonin binding sites in Djungarian hamster brain. Endocrinology, 125, 1011-1018.
11. EBISAWA, T., KARNE, S., LERNER, M.R. & REPPERT, S.M. (1994). Expression cloning of a high affinity melatonin receptor from Xenopus dermal melanophores. Proc. Natl. Acad. Sci. U.S.A., 91, 6133-6137.
12. GARRATT, P.J., JONES, R., ROWE, S. & SUGDEN, D. (1994a). Mapping the melatonin receptor. I. The 5-methoxy group of melatonin is not an essential requirement for biological activity. Bio Med. Chem. Lett., 4, 1555-1558.
13. GARRATT, P.J., JONES, R., TOCHER, D.A. & SUGDEN, D. (1995). Mapping the melatonin receptor. 3. Design and synthesis of melatonin agonists and antagonists derived from 2-phenyltryptamines. J. Med. Chem., 38, 1132-1139.
14. GARRATT, P.J., TRAVARD, S., VONHOFF, S., TSOTINIS, A. & SUGDEN, D. (1996). Mapping the melatonin receptor. 4. Comparison of the binding affinities of a series of substituted phenylalkylamides. J. Med. Chem., 39, 1797-1805.
15. GARRATT, P.J., VONHOFF, S., ROWE, S. & SUGDEN, D. (1994b). Mapping the melatonin receptor. 2. Synthesis and biological activity of indole derived melatonin analogues with restricted conformations of the C-3 amidoethane side chain. Bio Med. Chem. Lett., 4, 1559-1564.
16. HAYES, B.P. & FITZKE, F. (1987). Design and use of a semiautomatic image analysis system. Lab. Practice, 36, 78-79.
17. HEWARD, C.B. & HADLEY, M.E. (1975). Structure activity relationships of melatonin and related indoleamines. Life Sci., 17, 1167-1178.
18. HO, B.T., MCISAAC, W.M., TANSEY, L.W. & KRALIK, P.M. (1968). Hydroxyindole-O-methyltransferase II. Inhibitory activities of some N-acyltryptamines. J. Pharmacol. Sci., 57, 1988-2000.
19. HOWELL, H.E., GUARDIOLA, B., RENARD, P. & MORGAN, P.J. (1994). Naphthalenic ligands reveal high affinity melatonin binding site heterogeneity. J. Endocrinol., 2, 979-988.
20. HOWELL, H.E., YOUS, S., LESIEUR, D., GUARDIOLA, B. & MORGAN, P.J. (1991). High affinity melatonin agonists bused on the naphthalene nucleus. J. Endocrinol., 131, (suppl), 38-43.
21. IUVONE, P.M. & GAN, J. (1994). Melatonin receptor-mediated inhibition of cyclic AMP accumulation in chick retinal cell cultures. J. Neurochem., 63, 118-124.
22. LEATHERBARROW, R.J. (1987). ENZFITTER - A Non-Linear Regression Data Analysis Program for the IBM PC. Amsterdam: Elsevier-Biosoft.
23. LERNER, A.B., CASE, J.D. & HEINZELMAN, R.V. (1959). Structure of melatonin. J. Am. Chem. Soc., 81, 6084-6085.
24. LIU, F., YUAN, H., SUGAMORI, K.S., HAMADANIZEDAH, A., LEE, F.J.S., PANG, S.F., BROWN, G.M., PRISTRUPA, Z.B. & NIZNIK, H.B. (1995). Molecular and functional characterization of a partial cDNA encoding a novel chicken brain melatonin receptor. FEBS Lett., 374, 273-278.
25. LINCOLN, G.A. & CLARKE, I.J. (1994). Photoperiodically-induced cycles in the secretion of prolactin in hypothalamo-pituitary disconnected rams: evidence for translation of the melatonin signal in the pituitary gland. J. Endocrinol., 6, 251-260.
26. MESSENGER, E.A. & WARNER, A.E. (1977). The action of melatonin on single amphibian pigment cells in tissue culture. Br. J. Pharmacol., 61, 607-614.
27. MORGAN, P.J., BARRETT, P., HOWELL, E. & HELLIWELL, R. (1994). Melatonin receptors: Localization, molecular pharmacology and physiological significance. Neurochem. Int., 24, 101-146.
28. MORGAN, P.J., DAVIDSON, G., LAWSON, W. & BARRETT, P. (1990). Both pertussis toxin-sensitive and insensitive G-proteins link melatonin to the inhibition of adenylate cyclase in the ovine pars tuberalis. J. Neuroendocrinol., 4, 557-563.
29. NIEUWKOOP, P.D. & FABER, N. (1956). Normal Table of Xenopus laevis. Amsterdam: North Holland Publishing Co.
30. OSBORNE, N. & CHIDLOW, G. (1994). The presence of functional melatonin receptors in the iris-ciliary process of the rabbit eye. Exp. Eye Res., 59, 3-9.
31. REDMAN, J.R., ARMSTRONG, S.M. & NG, K.T. (1983). Free-running activity rhythms in the rat: entrainment by melatonin. Science, 219, 1089-1091.
32. 1b melatonin receptor. Proc. Natl. Acad. Sci. U.S.A., 92, 8734-8738.
33. REPPERT, S.M. & WEAVER, D.R. (1991). A biological clock is oscillating in the fetal suprachiasmatic nuclei. In Suprachiasmatic Nucleus. The Mind's Clock. ed. Klein, D.C., Moore, R.Y. & Reppert, S.M. pp. 405-418. New York: Oxford University Press.
34. REPPERT, S.M., WEAVER, R.W. & EBISAWA, T. (1994). Cloning and characterization of a mammalian melatonin receptor that mediates reproductive and circadian responses. Neuron, 13, 1177-1185.
35. REPPERT, S.M., WEAVER, D.R., CASSONE, V.M., GODSON, C. & KOLAKOWSKI, Jr, L.F. (1995b). Melatonin receptors are for the birds: Molecular analysis of two receptor subtypes differentially expressed in chick brain. Neuron, 15, 1003-1015.
36. ROLLAG, M.D. (1988). Response of amphibian melanophores to melatonin. Pineal Res. Rev., 6, 67-93.
37. SPADONI, G., STANKOV, B., DURANTI, A., BIELLA, G., LUCINI, V., SALVATORI, A. & FRASCHINI, F. (1993). 2-Substituted 5-methoxy-N-acetyltryptamines: Synthesis, binding affinity for the melatonin receptor, and examination of the biological activity. J. Med. Chem., 36, 4069-4074.
38. SUGDEN, D. (1991). Aggregation of pigment granules in single cultured Xenopus laevis melanophores by melatonin analogues. Br. J. Pharmacol., 104, 922-927.
39. SUGDEN, D. (1992). Effect of putative melatonin receptor antagonists on melatonin-induced pigment aggregation in isolated Xenopus laevis melanophores. Eur. J. Pharmacol., 213, 405-408.
40. SUGDEN, D. (1994). N-Acyl-3-amino-5-methoxychromans: a new series of non-indolic melatonin analogues. Eur. J. Pharmacol., 254, 271-275.
41. 125I]iodomelatonin binding sites in the chicken brain and sheep pars tuberalis. Brain Res., 539, 151-154.
42. SUGDEN, D., DAVIES, D.J., GARRATT, P.J., JONES, R. & VONHOFF, S. (1995). Radioligand binding affinity and biological activity of the enantiomers of a chiral melatonin analogue. Eur. J. Pharmacol., 287, 239-243.
43. YOUS, S., ANDRIEUX, J., HOWELL, H.E., MORGAN, P.J., RENARD, P., PFEIFFER, B., LESIEUR, D. & GUARDIOLA-LEMAITRE, B. (1992). Novel naphthalenic ligands with high affinity for the melatonin receptor. J. Med. Chem., 35, 1484-1486.