3D QSAR based design of novel oxindole derivative as 5HT₇ inhibitors

References

• Uphouse L. Multiple serotonin receptor: too many not enough or just right number? Neurosci Biobehav Rev 1997;21:679–98
   PubMedGoogle Scholar
• Saxena PR. Serotonin receptors: subtypes, functional responses and therapeutic relevance. Pharmacol Ther 1995;66:339–68
   PubMed Web of Science ®Google Scholar
• Roth BL, Craigo SC, Choudary MS, et al. Binding of typical and atypical antipsychotic agents to 5-hydroxytryptamine-6 and 5-hydroxytrytamine-7 receptors. J Pharm Exp Ther 1994;268:1403–10
   PubMed Web of Science ®Google Scholar
• Pouzet B. SB-258741:A 5HT7 receptor antagonist of potential clinical interest. CNS Drug Rev 2002;8:90–100
   PubMedGoogle Scholar
• Ying S, Rusak B. 5HT7 receptors mediate serotonergic effects on light-sensitive suprachiasmatic nucleus neurons. Brain Res 1997;755:246–54
   PubMed Web of Science ®Google Scholar
• Thomas DR, Melotto S, Massagrande M, et al. SB-656104-A, a novel selective 5HT7 receptor antagonist, modulates REM sleep in rats. Br J Pharmacol 2003;139:705–14
   Google Scholar
• Mullins UL, Gilanutsos G, Eison AS. Effects of antidepressants on 5-HT7 receptor regulation in rat hypothalamus. Neuropsychopharmacology 1999;21:352–67
   PubMed Web of Science ®Google Scholar
• Hagan JJ, Price GW, Jeffrey P, et al. characterization of SB-269970-A, a selective 5-HT7 receptor antagonist. Br J Pharmacol 2000;130:539–48
   PubMed Web of Science ®Google Scholar
• Sleight AJ, Carolo C, Petit N, et al. Identification of 5HT7 receptor binding sites in rat hypothalamus: sensitivity to chronic antidepressant treatment. Mol Pharmacol 1995;47:99–103
   PubMed Web of Science ®Google Scholar
• Fabrizio De P, Marcello T. Irritable bowel syndrome – new agents targeting Serotonin receptor subtypes. Drugs 2001;61:317–32
   Google Scholar
• Peter BH, Gregor JS. Functional, molecular and pharmacological advances in 5HT7 receptor research. Trends Pharmacol Sci 2004;25:481–6
   PubMedGoogle Scholar
• Congreve M, Christopher JL, Mason JS, Marshall FH. Progress in structure based drug design for G protein-coupled receptors. J Med Chem 2011;54:4283–311
   PubMed Web of Science ®Google Scholar
• Thomas K, Gerhard H. Drug design strategies for targeting G-protein coupled receptors. ChemBioChem 2002;3:928–44
   Google Scholar
• Shen Y, Monsma FJ Jr, Metcalf MA, et al. Molecular cloning and expression of a 5-hydroxytryptamine7 serotonin receptor subtype. J Biol Chem 1993;268:18200–4
   PubMed Web of Science ®Google Scholar
• Bardt JA, Zgombick J, Adham N, et al. Cloning of a novel human serotonin receptor (5-HT7) positively linked to adenylate cyclase. J Biol Chem 1993;268:23422–6
   Google Scholar
• To ZP, Bonhaus DW, Eglen RM, Jakeman LB. Characterization and distribution of putative 5-HT7 receptors in guinea-pig brain. Br J Pharmacol 1995;115:107–16
   PubMed Web of Science ®Google Scholar
• Shen Y, Monsma FJ Jr, Metcalf MA, et al. Molecular cloning and expression of a 5-hydroxytryptamine7 serotonin receptor subtype. J Biol Chem 1993;268:18200–4
   PubMed Web of Science ®Google Scholar
• Eglen RM, Jasper JR, Chang DJ, Martin GR. The 5-HT7 receptor: orphan found. Trend harmacol Sci 1997;18:104–7
   PubMed Web of Science ®Google Scholar
• Bourson A, Kapps V, Zwingelstein C, et al. Correlation between 5-HT7 receptor affinity and protection against sound-induced seizures in DBA/2J mice. Naunyn–Schmiedeberg’s Arch Pharmacol 1997;356:820–6
   Google Scholar
• Clemett DA, Kendall DA, Cockett MI, et al. Pindolol-insensitive [3H]-5-hydroxytryptamine binding in the rat hypothalamus; identity with 5-hydroxytryptamine7 receptors. Br J Pharmacol 1999;127:236–42
   Google Scholar
• Plassat JL, Amlaiky N, Hen R. Molecular cloning of a mammalian serotonin receptor that activates adenylate cyclase. Mol Pharmacol 1993;44:229–36
   PubMed Web of Science ®Google Scholar
• Villalón CM, Heiligers JPC, Centurión D, et al. Characterization of putative 5-HT7 receptors mediating tachycardia in the cat. Br J Pharmacol 1997;121:1187–95
   Google Scholar
• Gommans J, Hijzen TH, Maes RAA, Olivier B. Discriminative stimulus properties of mCPP: evidence for a 5-HT2C receptor mode of action. Psychopharmacology 1998;137:292–302
   Google Scholar
• Wood M, Chaubey M, Atkinson P, Thomas DR. Antagonist activity of meta-chlorophenylpiperazine and partial agonist activity of 8-OH-DPAT at the 5-HT(7) receptor. Eur J Pharmacol 2000;396:1–8
   Google Scholar
• Forbes IT, Dabbs S, Duckworth DM, et al. (R)-3,N-Dimethyl-N-[1-methyl-3-(4-methylpiperidin-1-yl)propyl]benzenesulfonamide: the first selective 5-HT7 receptor antagonist. J Med Chem 1998;41:655–7
   PubMed Web of Science ®Google Scholar
• Thomas DR, Gittins SA, Collin LL, et al. Functional characterisation of the human cloned 5-HT7 receptor (long form); antagonist profile of SB-258719. Br J Pharmacol 1998;124:1300–6
   Google Scholar
• Kikuchi C, Nagaso H, Hiranuma T, Koyama M. Tetrahydrobenzindoles: selective antagonists of the 5-HT7 receptor. J Med Chem 1999;42:533--5
   Google Scholar
• Georgina S, Perez-García Meneses A. Effects of the potential 5-HT7 receptor agonist AS 19 in an auto shaping learning task. Behav Brain Res 2005;63:136–40
   Google Scholar
• Erik VS, Van MS, Anne W, et al. Novel 5-HT7 receptor inverse agonists. Synthesis and molecular modeling of arylpiperazine- and 1,2,3,4-tetrahydroisoquinoline-based arylsulfonamide. J Med Chem 2004;47:5451–66
   Google Scholar
• Volk B, Barkoczy J, Hdedus E, et al. (phenylpiperazinyl-butyl) oxindoles as selective 5-HT-7 receptor antagonists. J Med Chem 2008;51:2522–32
   PubMed Web of Science ®Google Scholar
• Roberto P, Francesco B, Nicola AC, et al. Synthesis and structure–affinity relationships of 1-[ω(4-aryl-1-piperazinyl)alkyl]-1-aryl ketones as 5HT7 receptor ligands. J Med Chem 2003;46:646–9
   Google Scholar
• Marcello L, Francesco B, Nicole AC, et al. Structure–affinity relationship study on N-(1,2,3,4-tetrahydronapthalen-1-yl)-4-aryl-1-piperazinealkylamides, a new class of 5-HT7 receptor agents. J Med Chem 2004;47:6616–24
   Google Scholar
• Gasteiger J, Marsili M. Iterative partial equalization of orbital electronegativity – a rapid access to atomic charges. Tetrahedron 1980;36:3219–28
   Web of Science ®Google Scholar
• Wold S, Johansson A, Cochi M. 3D-QSAR in drug design: theory, methods and application. In: Kubinyi H, ed. PLS – partial least square projection to latent structures. Lieden: ESCOM; 1993: 523–50
   Google Scholar