Abstract
Dopamine (DA) agonists, bearing catechol or phenol rings, are endowed with low oral bioavailability and short effect duration. In this report, the synthesis of novel differently substituted 4-(3-pyridyl)-1,2,3,4-tetrahydroisoquinolines and (1,2,3,4-tetrahydroisoquinolin-4-yl)phenylmethanols as potential non phenolic and non catecholic DA receptor ligands is reported. The new compounds, evaluated by binding tests on cerebral striatal membranes, bound to DA receptors with moderate affinity. Anyhow, they may represent a starting point to develop new DA ligands endowed with better pharmacokinetic and metabolic properties.
Keywords: Binding tests, cross-coupling reactions, D1-like receptors, D2-like receptors, dopamine ligands, structure activity relationships, tetrahydroisoquinoline, pharmacokinetic, cerebral striatal membranes, phenylmethanols
Medicinal Chemistry
Title:Synthesis of Novel 4-Aryl-1,2,3,4-tetrahydroisoquinolines as Probes for Dopamine Receptor Ligands
Volume: 8 Issue: 4
Author(s): Gianfabio Giorgioni, Dario Ambrosini, Giovanni Filippo Palmieri, Barbara Costa, Antonio Di Stefano and Claudia Martini
Affiliation:
Keywords: Binding tests, cross-coupling reactions, D1-like receptors, D2-like receptors, dopamine ligands, structure activity relationships, tetrahydroisoquinoline, pharmacokinetic, cerebral striatal membranes, phenylmethanols
Abstract: Dopamine (DA) agonists, bearing catechol or phenol rings, are endowed with low oral bioavailability and short effect duration. In this report, the synthesis of novel differently substituted 4-(3-pyridyl)-1,2,3,4-tetrahydroisoquinolines and (1,2,3,4-tetrahydroisoquinolin-4-yl)phenylmethanols as potential non phenolic and non catecholic DA receptor ligands is reported. The new compounds, evaluated by binding tests on cerebral striatal membranes, bound to DA receptors with moderate affinity. Anyhow, they may represent a starting point to develop new DA ligands endowed with better pharmacokinetic and metabolic properties.
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Cite this article as:
Giorgioni Gianfabio, Ambrosini Dario, Filippo Palmieri Giovanni, Costa Barbara, Di Stefano Antonio and Martini Claudia, Synthesis of Novel 4-Aryl-1,2,3,4-tetrahydroisoquinolines as Probes for Dopamine Receptor Ligands, Medicinal Chemistry 2012; 8 (4) . https://dx.doi.org/10.2174/157340612801216292
DOI https://dx.doi.org/10.2174/157340612801216292 |
Print ISSN 1573-4064 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6638 |
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