Molecular cloning and pharmacological characterization of rat melatonin MT1 and MT2 receptors

Biochemical Pharmacology

Volumn 75, Issue 10, 2008, Pages 2007-2019

  Audinot, Valérie ^a   Bonnaud, Anne ^a   Grandcolas, Line ^e   Rodriguez, Marianne ^a   Nagel, Nadine ^a   Galizzi, Jean Pierre ^a   Balik, Ales ^b   Messager, Sophie ^c   Hazlerigg, David G ^c   Barrett, Perry ^b   Delagrange, Philippe ^d   Boutin, Jean A ^a  

^a INSTITUT DE RECHERCHES SERVIER   (France)

^b ROWETT RESEARCH INSTITUTE   (United Kingdom)

^c UNIVERSITY OF ABERDEEN   (United Kingdom)

^d INSTITUT DE RECHERCHES SERVIER   (France)

^e NONE

Author keywords

Melatonin; Melatonin receptors; Rat; Selective agonists; Selective antagonists

Indexed keywords

2 IODOMELATONIN; 4 METHOXY 2 PROPIONAMIDO 2,3 DIHYDRO 1H PHENALENE; 4 PHENYL 2 PROPIONAMIDOTETRALINE; 6 CHLOROMELATONIN; ACETAMIDE DERIVATIVE; AGOMELATINE; BENZOFURAN DERIVATIVE; BENZOPYRAN DERIVATIVE; CYCLOBUTANE DERIVATIVE; GENOMIC DNA; IODOACETAMIDE; LUZINDOLE; MELATONIN; MELATONIN 1 RECEPTOR; MELATONIN 2 RECEPTOR; N [2 (1 NAPHTHYL)ETHYL]CYCLOBUTANECARBOXAMIDE; N [2 (5 ETHYL 1 BENZOFURAN 3 YL)ETHYL]ACETAMIDE; N [2 (6 HEXYLOXY 3,4 DIHYDRO 2H 1 BENZOPYRAN 4 YL)ETHYL]ACETAMIDE; N [2 (7 METHOXY 3 PHENYL 1 NAPHTHYL)ETHYL]ACETAMIDE; N [2 (7 METHOXYNAPHTH 1 YL)ETHYL]ACETAMIDE; N [2 (8,9 DIHYDRO 7H FURO[3,2 F]CHROMEN 1 YL)ETHYL] 2 IODOACETAMIDE; N [2 [2 (3 METHOXYBENZYL) 5 METHOXYBENZO[B]FURAN 3 YL]ETHYL]ACETAMIDE; N [2 [3 (3 AMINOPHENYL) 7 METHOXY 1 NAPHTHYL]ETHYL]ACETAMIDE; N [2 [3 (3 IODOPHENYL) 7 METHOXY 1 NAPHTHYL]ETHYL]ACETAMIDE; N [2 [7 [4 [[8 [(2 ACETYLAMINO)ETHYL] 2 NAPHTHYL]OXY]BUTOXY] 1 NAPHTHYL]ETHYL]ACETAMIDE; N [2 [7 [8 [2 (ACETYLAMINO)ETHYL] 2 NAPHTHYL] 1 NAPHTHYL]ETHYL]ACETAMIDE; N METHYL [4 (2,3 DIHYDRO 1,4 BENZODIOXIN 5 YL)]BUTANAMIDE; PHENALENE DERIVATIVE; PROPIONAMIDE DERIVATIVE; S 22701; S 22971; S 23219; S 23950; S 24014; S 24268; S 24601; S 24773; S 25150; S 25567; S 26284; TETRALIN DERIVATIVE; UNINDEXED DRUG;

ANIMAL CELL; ARTICLE; BINDING AFFINITY; CHO CELL; CONTROLLED STUDY; DISSOCIATION CONSTANT; DRUG RECEPTOR BINDING; DRUG STRUCTURE; GENE LIBRARY; IN VITRO STUDY; MOLECULAR CLONING; NONHUMAN; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; RAT;

AMINO ACID SEQUENCE; ANIMALS; CHO CELLS; CLONING, MOLECULAR; CRICETINAE; CRICETULUS; EXONS; HUMANS; MELATONIN; MOLECULAR SEQUENCE DATA; RATS; RECEPTOR, MELATONIN, MT1; RECEPTOR, MELATONIN, MT2; SEQUENCE ANALYSIS, DNA;

EID: 42649100262     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bcp.2008.02.022     Document Type: Article

References (41)

1. Lerner A.B., Case J.D., and Takahishi Y. Isolation of melatonin and 5-methoxyindole-3-acetic acid from bovine pineal glands. J Biol Chem 235 (1960) 1992-1997
2. Reiter R.J. Pineal melatonin: cell biology of its synthesis and of its physiological interactions. Endocr Rev 12 (1991) 151-180
3. Arendt J., Deacon S., English J., Hampton S., and Morgan L. Melatonin and adjustement to phase shift. J Sleep Res 4 (1995) 74-79
4. Dubocovich M.L., and Markowska M. Functional MT1 and MT2 melatonin receptors in mammals. Endocrine 27 (2005) 101-110
5. Reppert S.M., Weaver D.R., and Ebisawa T. Cloning and characterization of a mammalian melatonin receptor that mediates reproductive and circadian responses. Neuron 13 (1994) 1177-1185
6. 1b melatonin receptor. Proc Natl Acad Sci USA 92 (1995) 8734-8738
7. Dubocovich M.L., Cardinali D.P., Delagrange P., Krause D.N., Strosberg D., Sugden D., et al. Melatonin receptors. The IUPHAR compendium of receptor characterization and classification (2001), IUPHAR Media, London pp. 270-277
8. 3 as the quinone reductase 2. J Biol Chem 257 (2000) 31311-31317
9. 2. Biochem Pharmacol 61 (2001) 1369-1379
10. Boutin J.A., Audinot V., Ferry G., and Delagrange P. Molecular tools to study melatonin pathways and actions. Trends Pharmacol Sci 26 (2005) 412-419
11. Dubocovich M.L., Masana M.I., Iacob S., and Sauri D.M. Melatonin receptor antagonists that differentiate between the human Mel1a and Mel1b recombinant subtypes are used to assess the pharmacological profile of the rabbit retina ML1 presynaptic heteroreceptor. Naunyn Schmeideberg's Arch Pharmacol 355 (1997) 365-375
12. Teh M.T., and Sugden D. Comparison of the structure-activity relationships of melatonin receptor agonists and antagonists: lengthening the N-acyl side-chain has differing effects on potency on Xenopus melanophores. Naunyn Schmeideberg's Arch Pharmacol 358 (1998) 522-528
13. Sugden D., Yeh L.K., and Teh M.T. Design of subtype selective melatonin receptor agonists and antagonists. Reprod Nutr Dev 39 (1999) 335-344
14. Faust R., Garratt P.J., Jones R., and Yeh L.K. Mapping the melatonin receptor. 6. Melatonin agonists and antagonists derived from 6H-isoindolo[2,1-α]indoles 5,6-dihydroindolo[2,1-α]isoquinolines, and 6,7-dihydro-5H-benzo[c]azepino[2,1-α]indoles. J Med Chem 43 (2000) 1050-1061
15. 2-selective melatonin antagonists. J Med Chem 44 (2001) 2900-2912
16. Wallez V., Durieux-Poissonnier S., Chavatte P., Boutin J.A., Audinot V., Nicolas J.P., et al. Synthesis and structure-activity relationships of novel benzofuran derivatives as MT(2) melatonin receptor selective ligands. J Med Chem 45 (2002) 2788-2800
17. Audinot V., Mailliet F., Lahaye-Brasseur C., Bonnaud A., Le Gall A., Amossé C., et al. New selective ligands of human cloned melatonin MT1 and MT2 receptors. Naunyn-Schmiedeberg's Arch Pharmacol 367 (2003) 553-561
18. Mailliet F., Audinot V., Malpaux B., Bonnaud A., Delagrange P., Migaud M., et al. Molecular pharmacology of the ovine melatonin receptor: comparison with recombinant human MT1 and MT2 receptors. Bioch Pharmacol 67 (2004) 667-677
19. Yous S., Andrieux J., Howell H.E., Morgan P.J., Renard P., Pfeiffer B., et al. Novel naphthalenic ligands with high affinity for the melatonin receptor. J Med Chem 35 (1992) 1484-1486
20. Depreux P., Lesieur D., Ait Mansour H., Morgan P., Howell H.E., Renard P., et al. Synthesis and structure-activity relationships of novel naphthalenic and bioisosteric related amidic derivatives as melatonin receptor ligands. J Med Chem 37 (1994) 3231-3239
21. Leclerc V., Fourmaintraux E., Depreux P., Lesieur D., Morgan P.J., Howell H.E., et al. Synthesis and structure-activity relationships of novel naphthalenic and bioisosteric related amidic derivatives as melatonin receptor ligands. Bioorg Med Chem 6 (1998) 1875-1887
22. Lesieur D, Fourmaintraux E, Depreux P, Delagrange P, Renard P, Guardiola-Lemaitre B (July 17, 1996) European Patent Application EP0721938.
23. Lesieur D, Leclerc V, Delagrange P, Depreux P, Ait Mansour H, Renard P (April 24, 1996) European Patent Application EP708099.
24. Charton I., Mamai A., Bennejean C., Renard P., Delagrange P., Morgan P.J., et al. Synthesis and biological activity of new melatonin receptor ligands. Pharm Pharmacol Commun 6 (2000) 49-60
25. Descamps-François C., Yous S., Chavatte P., Audinot V., Bonnaud, Boutin J.A., et al. Design and synthesis of naphthalenic dimers as selective MT1 melatoninergic ligands. J Med Chem 46 (2003) 1127-1129
26. Guillaumet G, Viaud MC, Mamai A, Charton I, Renard P, Bennejean C, et al. (November 26, 1998) International Patent Application WO9852935.
27. Lefoulon F, Demuynck L, Lesieur D, Depreux P, Bennejean C, Renard P, et al. (June 02, 1999) European Patent Application EP0919541.
28. Mathe-Allainmat M., Gaudy F., Sicsic S., Dangy-Caye A.L., Shen S., Bremont B., et al. Synthesis of 2-amido-2,3-dihydro-1H-phenalene derivatives as new conformationally restricted ligands for melatonin receptors. J Med Chem 39 (1996) 3089-3095
29. Bradford M.M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72 (1976) 248-254
30. i) and the concentration of inhibitor which causes 50 per cent inhibition (IC50) of an enzymatic reaction. Biochem Pharmacol 22 (1973) 3099-3108
31. Barrett P., Conway S., Jockers R., Strosberg A.D., Guardiola-Lemaitre B., Delagrange P., et al. Cloning and functional analysis of a polymorphic variant of the ovine Mel 1a melatonin receptor. Biochim Biophys Acta 1356 (1997) 299-307
32. Ebisawa T., Kajimura N., Uchiyama M., Katoh M., Sekimoto M., Watanabe T., et al. Allelic variants of human melatonin 1a receptor: function and prevalence in subjects with circadian rhythm sleep disorders. Biochem Biophys Res Commun 262 (1999) 832-837
33. Conway S., Mowat E.S., Drew J.E., Barrett P., Delagrange P., and Morgan P.J. Serine residues 110 and 114 are required for agonist binding but not antagonist binding to the melatonin MT(1) receptor. Biochem Biophys Res Commun 282 (2001) 1229-1236
34. Conway S., Canning S.J., Barrett P., Guardiola-Lemaitre B., Delagrange P., and Morgan P.J. The roles of valine 208 and histidine 211 in ligand binding and receptor function of the ovine Mel1a beta melatonin receptor. Biochem Biophys Res Commun 239 (1997) 418-423
35. Conway S., Drew J.E., Mowat E.S., Barrett P., Delagrange P., and Morgan P.J. Chimeric melatonin mt1 and melatonin-related receptors, Identification of domains and residues participating in ligand binding and receptor activation of the melatonin mt1 receptor. J Biol Chem 275 (2000) 20602-20609
36. Hunt A.E., Al-Ghoul W.M., Gilette M.U., and Dubocovich M.L. Activation of MT(2) melatonin receptors in rat suprachiasmatic nucleus phase advances the circadian click. Am J Physiol Cell Physiol 280 (2001) C110-C118
37. Ting K.N., Dunn W.R., Davies D.J., Sugden D., Delagrange P., Guardiola-Lemaître B., et al. Studies on the vasoconstrictor action of melatonin and putative melatonin receptor ligands in the tail artery of juvenile Wistar rats. Br J Pharmacol 122 (1997) 1299-1306
38. Papp M., Gruca P., Boyer P.A., and Mocaer E. Effect of agomelatine in the chronic mild stress model of depression in the rat. Neuropsychopharmacology 28 (2003) 694-703
39. Prunet-Marcassus B., Desbazeille M., Bros A., Louche K., Delagrange P., Renard P., et al. Melatonin reduces body weight gain in Sprgue Dawley rats with diet-induced obesity. Endocrinology 144 (2003) 5347-5352
40. Masana M.I., Doolen S., Ersahin C., Al-Ghoul W.M., Duckles S.P., Dubocovitch M.I., et al. MT2 melatonin receptors are present and functional in rat caudal artery. J Pharmacol Exp Ther 302 (2002) 1295-1302
41. Pitrosky B., Kirsch R., Malan A., Mocaer E., and Pevet P. Organization of rat circadian rhythms during daily infusion of melatonin or S20098, a melatonin agonist. Am J Physiol 277 (1999) R812-R828