| Indene-based frameworks targeting the 5-HT6 serotonin receptor: ring constraint in indenylsulfonamides using cyclic amines and structurally abbreviated counterparts. | |
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MedLine Citation:
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PMID: 19758807 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Further studies in quest of 5-HT(6) serotonin receptor ligands led to the design and synthesis of a few selected examples of N-(inden-5-yl)sulfonamides with a ring-constrained aminoethyl side chain at the indene 3-position, some of which exhibited a high binding affinity, such as the pyrrolidine analogue 28 (K(i)=3nM). Moreover, the structurally abbreviated N-(inden-5-yl)sulfonamides showed K(i) values > or = 43 nM, which indicates that neither the N,N-aminoethyl nor the conformationally restricted aminoethyl side arm at the indene 3-position are required for binding. Selected compounds were then tested in a functional cAMP stimulation assay and found to act as 5-HT(6) antagonists, although with moderate potency at the micromolar level. |
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Authors:
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Ermitas Alcalde; Neus Mesquida; Sara L??pez-P??rez; Jordi Frigola; Ramon Merc??; J??rg Holenz; Marta Pujol; Enrique Hern??ndez |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2009-08-08 |
Journal Detail:
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Title: Bioorganic & medicinal chemistry Volume: 17 ISSN: 1464-3391 ISO Abbreviation: Bioorg. Med. Chem. Publication Date: 2009 Oct |
Date Detail:
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Created Date: 2009-10-06 Completed Date: 2010-01-19 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9413298 Medline TA: Bioorg Med Chem Country: England |
Other Details:
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Languages: eng Pagination: 7387-97 Citation Subset: IM |
Affiliation:
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Laboratori de Qu??mica Org??nica, Departament de Farmacologia i Qu??mica Terap??utica, Facultat de Farm??cia, Universitat de Barcelona, Avda. Joan XXIII s/n, 08028 Barcelona, Spain. ealcalde@ub.edu |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Amines
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chemistry* Cell Line Cyclic AMP / chemistry Cyclization Humans Indenes / chemistry* Magnetic Resonance Spectroscopy Molecular Structure Receptors, Serotonin / chemistry* Spectrometry, Mass, Electrospray Ionization Sulfonamides / chemistry* |
| Chemical | |
Reg. No./Substance:
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0/Amines; 0/Indenes; 0/Receptors, Serotonin; 0/Sulfonamides; 0/serotonin 6 receptor; 60-92-4/Cyclic AMP |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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