Latest advances towards the discovery of 5-HT 7 receptor ligands

Mini-Reviews in Medicinal Chemistry

Volumn 11, Issue 13, 2011, Pages 1108-1121

  Pittala V ^a   Pittala D ^a  

^a UNIVERSITY OF CATANIA   (Italy)

Author keywords

5 HT 7; 5 HT 7R; Agonists; Antagonists; G protein coupled receptors; Ligands; Serotonin; Serotonin receptor subtypes

Indexed keywords

3 [2 [2 (4 METHYL 1 PIPERIDINYL)ETHYL] 1 PYRROLIDINESULFONYL]PHENOL; 3,N DIMETHYL N [1 METHYL 3 (4 METHYL 1 PIPERIDINYL)PROPYL]BENZENESULFONAMIDE; AS 19; DIMEBON; DR 4365; DR 4446; LIGAND; LP 44; SB 691673; SEROTONIN 7 RECEPTOR; SEROTONIN ANTAGONIST; SULFONAMIDE; UNCLASSIFIED DRUG;

ALZHEIMER DISEASE; BINDING AFFINITY; BINDING ASSAY; DRUG DETERMINATION; DRUG STRUCTURE; HIGH THROUGHPUT SCREENING; HUMAN; REVIEW;

ANIMALS; DRUG DISCOVERY; HUMANS; LIGANDS; RECEPTORS, SEROTONIN; SEROTONIN ANTAGONISTS; SEROTONIN RECEPTOR AGONISTS;

EID: 80054061019     PISSN: 13895575     EISSN: 18755607     Source Type: Journal    
DOI: 10.2174/138955711797655353     Document Type: Review

References (89)

1. Rapport, M.M.; Green, A.A.; Page, I.H. Serum vasoconstrictor (serotonin). IV. Isolation and characterization. J. Biol. Chem., 1948, 176, 1243-1251.
2. Rapport, M.M. Serum vasoconstrictor (serotonin). V. Presence of creatinine in the complex. Proposed structure of the vasoconstrictor principle. J. Biol. Chem., 1949, 180, 961-969.
3. 7) activating cAMP formation. Proc. Natl. Acad. Sci. U. S. A., 1993, 90, 8547-8551.
4. 7) implicated in the regulation of mammalian circadian rhythms. Neuron, 1993, 11, 449-458.
5. 7) positively linked to adenylate cyclase. J. Biol. Chem., 1993, 268, 23422-23426.
6. 7 receptors in guinea pig brain. Br. J. Pharmacol., 1995, 115, 107-116.
7. 7 receptor: cloning and pharmacological characterisation of two receptor variants. FEBS Lett., 1997, 413, 489-94.
8. 7) receptor isoforms in human and rat produced by alternative splicing: species differences due to altered intron-exon organization. J. Neurochem., 1997, 68, 1372-1381.
9. (7) receptors in the mouse suprachiasmatic nucleus. J. Comp. Neurol., 2001, 432, 371-388.
10. 7 receptors in rat brain by immunocytochemistry, in situ hybridization, and agonist stimulated cFos expression. J. Chem. Neuroanat., 2001, 21, 63-73.
11. Bickmeyer, U.; Heine, M.; Manzke, T.; Richter, D.W. Differential modulation of I(h) by 5-HT receptors in mouse CA1 hippocampal neurons. Eur. J. neurosci., 2002, 16, 209-218.
12. 7) receptor immunoreactivity-positive 'stigmoid body'-like structure in developing rat brains. Int. J. Dev. Neurosci., 2003, 21, 133-143.
13. 7 receptor research. Trends Pharmacol. Sci., 2004, 25, 481-486.
14. Ramage, A.G.; Villalon, C.M. 5-Hydroxytryptamine and cardiovascular regulation. Trends Pharmacol. Sci., 2008, 29, 472-481.
15. Sanger, G.J. 5-Hydroxytryptamine and the gastrointestinal tract: where next? Trends Pharmacol. Sci., 2008, 29, 465-471.
16. 7 receptor antagonist. Br. J. Pharmacol., 2000, 130, 539-548.
17. 7 receptor. J. Med. Chem., 1999, 42, 533-535.
18. 7 receptor knockout mice. Proc. Nat. Acad. Sci. U.S.A., 2003, 100, 1375-1380.
19. 7 receptor suggest therapeutic potential in depression. Neuropharmacol. 2005, 48, 492-502.
20. 7 receptor knockout mice: 5-HT and 8- OH-DPAT-induced phase advances of SCN neuronal firing. J. Biol. Rhythms, 2005, 20, 122-131.
21. 7) receptor decreases electrical and chemical seizure thresholds. Epilepsy Res., 2007, 75, 39-45.
22. Glass, J.D.; Grossman, G.H.; Farnbauch, L.; DiNardo, L. Midbrain raphe modulation of nonphotic circadian clock resetting and 5-HT release in the mammalian suprachiasmatic nucleus. J. Neurosci., 2003, 23, 7451-7460.
23. 7 receptors to induce hypothermia in rodents. Eur. J. Pharmacol., 2004, 487, 125-132.
24. 1A receptor stimulation on contextual learning in mice. Eur. J. Pharmacol., 2008, 596, 107-110.
25. 7 antagonist SB-269970 in the modulation of working and reference memory in the rat. Behav. Brain Res., 2008, 195, 164-170.
26. 7 receptor is involved in allocentric spatial memory information processing. Behav. Brain Res., 2009, 202, 26-31.
27. Jorgensen, H.S. Studies on the neuroendocrine role of serotonin. Dan. Med. Bull., 2007, 54, 266-288.
28. 2 receptors in the spinal cord. Br. J. Pharmacol., 2006, 149, 498-505.
29. 7 receptors. Brain Res., 2009, 1280, 52-59.
30. 7 receptor activation inhibits mechanical hypersensitivity secondary to capsaicin sensitization in mice. Pain, 2009, 141, 239-247.
31. 7 receptors during memory consolidation. Behav. Brain Res., 2006, 169, 83-92.
32. Beattie, D.T.; Smith, J.A.M. Serotonin pharmacology in the gastrointestinal tract: a review. Naunyn-Schmiedeberg's Arch. Pharmacol., 2008, 377, 181-203.
33. Recio, P.; Barahona, M.V.; Orensanz, L.M.; Bustamante, S.; Martinez, A.C.; Benedito, S.; Garcia-Sacristan, A.; Prieto, D.; Hernandez, M. 5-hydroxytryptamine induced relaxation in the pig urinary bladder neck. Br. J. Pharmacol., 2009, 157, 271-280.
34. Kakizaki, H.; Yoshiyama, M. Role of central 5-hydroxytryptamine receptors in micturition control. LUTS, 2009, 1, S36-S39.
35. 7 receptor positively coupled to adenylate cyclase activation in human granulosa-lutein cells. J. Clin. Endocrin. Met., 2000, 85, 1277-1286.
36. 7 receptor and disorders of the nervous system: an overview. Psychopharmacol., 2009, 206, 345-354.
37. 7 receptors in mood disorders. Curr. Drug Targ., 2009, 10, 1109-1117.
38. 7 receptors in the modulation of cognitive processes. Behav. Brain Res., 2008, 195, 171-179.
39. 7-receptor agonists for the treatment of migraines. CNS Neurol. Disorders: Drug Targ., 2007, 6, 235-237.
40. 7 receptor ligands: recent developments and potential therapeutic applications. Mini-Rev. Med. Chem., 2007, 7, 945-960.
41. 7 Receptor in the Central Nervous System: from Current Status to Future Perspectives. Mol. Neurobiol., 2011, 43, 228-253.
42. 7 receptor antagonist. J. Med. Chem., 1998, 41, 655-657.
43. 7 antagonist: (R)-3-(2-(2- (4-methylpiperidin-1-yl)ethyl)pyrrolidine-1-sulfonyl)phenol (SB- 269970). J. Med. Chem., 2000, 43, 342-345.
44. Foong, J.P.P.; Bornstein, J.C. 5 -HT antagonists NAN-190 and SB 269970 block α2-adrenoceptors in the guinea pig. NeuroReport, 2009, 20, 325-330.
45. 7 receptor antagonists. Bioorg. Med. Chem. Lett., 2003, 13, 1055-1058.
46. Koyama, M.; Kikuchi, C.; Ushiroda, O.; Ando, T.; Nagaso, H.; Fuji, K.; Okuno, M.; Hiranuma, T. Preparation of tetrahydrobenzindole derivatives for the treatment or prevention of mental diseases. WO9800400, January 08, 1998.
47. Kikuchi, C.; Ando, T.; Watanabe, T.; Nagaso, H.; Okuno, M.; Hiranuma, T.; Koyama, M. 2a-[4-(Tetrahydropyridoindol-2- yl)butyl]tetrahydrobenzindole derivatives: new selective antagonists of the 5-hydroxytryptamine7 receptor. J. Med. Chem., 2002, 45, 2197-2206.
48. 7 receptor. Bioorg. Med. Chem. Lett., 2002, 12, 2549-2552.
49. 7 agonists. Bioorg. Med. Chem. Lett., 2003, 13, 269-271.
50. 7 receptor ligands. J. Med. Chem., 2003, 46, 646-649.
51. 1A receptors. J. Pharm. Pharmacol., 2004, 56, 247-255.
52. Leopoldo, M.; Berardi, F.; Colabufo, N.A.; Contino, M.; Lacivita, E.; Niso, M.; Perrone, R.; Tortorella, V. Structure-affinity relationship study on N-(1,2,3,4-tetrahydronaphthalen-1-yl)-4-aryl- 1-piperazinealkylamides, a new class of 5-hydroxytryptamine7 receptor agents. J. Med. Chem., 2004, 47, 6616-6624.
53. 7 receptor ligands. Proceedings of the 14th Camerino-Noord Symposium. Ongoing Progress in the Receptor Chemistry, 2004, 27.
54. (7)Rs) and their ligands. Curr. Med. Chem., 2004, 11, 629-61.
55. 7 receptors. Ann. Rep. Med. Chem., 2008, 43, 25-42.
56. 7 receptor modulators: a medicinal chemistry survey of recent patent literature (2004 - 2009). Exp. Opin. Ther. Pat., 2010, 20, 739-754.
57. 7 receptor agents: structure-activity relationships and potential therapeutic applications in central nervous system disorders. Pharmacol. Ther., 2011, 129, 120-148.
58. 7 receptor agents. 2. J. Med. Chem., 2007, 50, 4214-4221.
59. 7 receptor activity. Part III. J. Med. Chem., 2008, 51, 5813-5822.
60. 7 receptor. Neurosci. Lett., 2010, 481, 12-16.
61. 7 receptor antagonists. J. Med. Chem., 2008, 51, 2522-2532.
62. 7R ligands: synthesis and biological evaluation. Bioorg. Med. Chem. Lett., 2009, 19, 1600-1603.
63. 7 receptor ligands. Bioorg. Med. Chem. Lett. 2005, 15, 3753-3757.
64. 1A receptor selectivity. J. Med. Chem., 2009, 52, 2384-2392.
65. 7 antagonism. Bioorg. Med. Chem. Lett., 2000, 10, 109-1100.
66. 7R antagonism. design and synthesis of new naphtholactam and naphthosultam derivatives. J. Med. Chem., 2003, 46, 5638-5650.
67. 7 receptor ligands. Bioorg. Med. Chem., 2008, 16, 2570-2578.
68. 7) receptor inhibitors using modified ant colony algorithm and adaptive neuro-fuzzy interference system (ANFIS). Eur. J. Med. Chem., 2009, 44, 1463-1470.
69. 7 receptor antagonists. Bioorg. Med. Chem., 2008, 16, 5405-5412.
70. 7 receptor ligands. Bioorg. Med. Chem. Lett., 2009, 19, 4827-4831.
71. 7 radiotracer for positron emission tomography. Bioorg. Med. Chem. Lett., 2010, 20, 3730-3733.
72. 7 receptor ligands. Bioorg. Med. Chem. Lett., 2007, 17, 3018-3022.
73. 7 ligands: synthesis and molecular modelling. Bioorg. Med. Chem., 2010, 18, 1958-1967.
74. 7 receptor agonists, their preparation, pharmaceutical compositions, and use in therapy. WO2008077625A1, 2008; Chem. Abstr. 2008, 149, 79600.
75. 7 modulators. WO2008116663, 2008; Chem. Abstr. 2008, 149, 425927.
76. 7 receptor ligands. WO2008095689, 2008; Chem. Abstr. 2008, 149, 246520.
77. 7 inhibitors and their preparation, pharmaceutical compositions and use in the treatment of diseases. EP2011786, 2009; Chem. Abstr. 2009, 150, 9831.
78. 1A receptors. Bioorg. Med. Chem., 2007, 15, 316-5321.
79. 7 receptor affinity and in vivo pharmacological properties of some new 1-(m-trifluoromethylphenyl)piperazines. Bioorg. Med. Chem., 2007, 15, 7116-7125.
80. 7 serotonin receptor ligands. Bioorg. Med. Chem., 2007, 15, 5239-5250
81. 7R antagonists. Bioorg. Med. Chem. Lett., 2010, 20, 2465-2468.
82. 7 ligands. ARKIVOC, 2010, 10, 116-131.
83. Ivachtchenko, A.V.; Frolov, E.B.; Mitkin, O.D.; Tkachenko, S.E. Okun, I.M.; Khvat, A.V. Synthesis and biological activity of 5- styryl and 5-phenethyl-infstituted 2,3,4,5-tetrahydro-1Hpyrido[4,3-b]indoles. Bioorg. Med. Chem. Lett., 2010, 20, 78-82.
84. Hopkins, C.R. ACS Chemical Neuroscience Molecule Spotlight on Dimebon. ACS Chem. Neurosci., 2010, 1, 587-588.
85. 7 antagonists. Bioorg. Med. Chem. Lett., 2011, 21, 42-44.
86. 7 antagonists with potential as antischizophrenic drugs: serominic compounds. Bioorg. Med. Chem. Lett., 2007, 17, 2649-2655.
87. 7 receptor antagonist activity and muscarinic M4 receptor agonist activity, and their use in the treatment of psychotic disorders. WO200408712, 2004; Chem. Abstr. 2004, 141, 325763.
88. 7 receptor ligands: structure-activity relationship elucidation. Bioorg. Med. Chem. Lett., 2008, 18, 256-261.
89. 7 receptor ligands: optimising brain penetration. Bioorg. Med. Chem. Lett., 2008, 18, 262-266.