6-Methoxylated and 8-oxygenated benztropines were prepared and evaluated for their DAT and SERT activity (binding and uptake inhibition). Methoxylation at the two-carbon bridge of benztropine produced a novel class of potent and selective DAT ligands. An interesting enantioselectivity was also observed for this new class of chiral benztropines. The inactivity of the 8-oxygenated analogues seems to point out that, unlike cocaine and its analogues, interactions of benztropine ligands with DAT may be strongly governed by the nitrogen atom.

Effects of two-carbon bridge region methoxylation of benztropine: discovery of novel chiral ligands for the dopamine transporter

SIMONI, Daniele;RONDANIN, Riccardo;BARUCHELLO, Riccardo;ROSSI, Marcello;MERIGHI, Stefania;VARANI, Katia;GESSI, Stefania;BOREA, Pier Andrea;MARINO, Silvia;CAVALLINI, Sabrina;BIANCHI, Clementina;SINISCALCHI, Anna
2001

Abstract

6-Methoxylated and 8-oxygenated benztropines were prepared and evaluated for their DAT and SERT activity (binding and uptake inhibition). Methoxylation at the two-carbon bridge of benztropine produced a novel class of potent and selective DAT ligands. An interesting enantioselectivity was also observed for this new class of chiral benztropines. The inactivity of the 8-oxygenated analogues seems to point out that, unlike cocaine and its analogues, interactions of benztropine ligands with DAT may be strongly governed by the nitrogen atom.
Simoni, Daniele; Roberti, M.; Rondanin, Riccardo; Baruchello, Riccardo; Rossi, Marcello; Invidiata, F. P.; Merighi, Stefania; Varani, Katia; Gessi, Stefania; Borea, Pier Andrea; Marino, Silvia; Cavallini, Sabrina; Bianchi, Clementina; Siniscalchi, Anna
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11392/1209299
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