Synthesis and Preliminary Biological Evaluation of Indol-3-yl-oxoacetamides as Potent Cannabinoid Receptor Type 2 Ligands

A small series of indol-3-yl-oxoacetamides was synthesized starting from the literature known N-(adamantan-1-yl)-2-(5-(furan-2-yl)-1-pentyl-1H-indol-3-yl)-2-oxoacetamide (5) by substituting the 1-pentyl-1H-indole subunit. Our preliminary biological evaluation showed that the fluorinated derivative 8...

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Autores principales: Moldovan, Rareş-Petru, Deuther-Conrad, Winnie, Horti, Andrew G., Brust, Peter
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6155603/
https://www.ncbi.nlm.nih.gov/pubmed/28054997
http://dx.doi.org/10.3390/molecules22010077
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author Moldovan, Rareş-Petru
Deuther-Conrad, Winnie
Horti, Andrew G.
Brust, Peter
author_facet Moldovan, Rareş-Petru
Deuther-Conrad, Winnie
Horti, Andrew G.
Brust, Peter
author_sort Moldovan, Rareş-Petru
collection PubMed
description A small series of indol-3-yl-oxoacetamides was synthesized starting from the literature known N-(adamantan-1-yl)-2-(5-(furan-2-yl)-1-pentyl-1H-indol-3-yl)-2-oxoacetamide (5) by substituting the 1-pentyl-1H-indole subunit. Our preliminary biological evaluation showed that the fluorinated derivative 8 is a potent and selective CB(2) ligand with K(i) = 6.2 nM.
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spelling pubmed-61556032018-11-13 Synthesis and Preliminary Biological Evaluation of Indol-3-yl-oxoacetamides as Potent Cannabinoid Receptor Type 2 Ligands Moldovan, Rareş-Petru Deuther-Conrad, Winnie Horti, Andrew G. Brust, Peter Molecules Communication A small series of indol-3-yl-oxoacetamides was synthesized starting from the literature known N-(adamantan-1-yl)-2-(5-(furan-2-yl)-1-pentyl-1H-indol-3-yl)-2-oxoacetamide (5) by substituting the 1-pentyl-1H-indole subunit. Our preliminary biological evaluation showed that the fluorinated derivative 8 is a potent and selective CB(2) ligand with K(i) = 6.2 nM. MDPI 2017-01-04 /pmc/articles/PMC6155603/ /pubmed/28054997 http://dx.doi.org/10.3390/molecules22010077 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Moldovan, Rareş-Petru
Deuther-Conrad, Winnie
Horti, Andrew G.
Brust, Peter
Synthesis and Preliminary Biological Evaluation of Indol-3-yl-oxoacetamides as Potent Cannabinoid Receptor Type 2 Ligands
title Synthesis and Preliminary Biological Evaluation of Indol-3-yl-oxoacetamides as Potent Cannabinoid Receptor Type 2 Ligands
title_full Synthesis and Preliminary Biological Evaluation of Indol-3-yl-oxoacetamides as Potent Cannabinoid Receptor Type 2 Ligands
title_fullStr Synthesis and Preliminary Biological Evaluation of Indol-3-yl-oxoacetamides as Potent Cannabinoid Receptor Type 2 Ligands
title_full_unstemmed Synthesis and Preliminary Biological Evaluation of Indol-3-yl-oxoacetamides as Potent Cannabinoid Receptor Type 2 Ligands
title_short Synthesis and Preliminary Biological Evaluation of Indol-3-yl-oxoacetamides as Potent Cannabinoid Receptor Type 2 Ligands
title_sort synthesis and preliminary biological evaluation of indol-3-yl-oxoacetamides as potent cannabinoid receptor type 2 ligands
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6155603/
https://www.ncbi.nlm.nih.gov/pubmed/28054997
http://dx.doi.org/10.3390/molecules22010077
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