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Bioorg Med Chem Lett. 2004 Jan 5;14(1):271-3.

Synthesis and nicotinic receptor activity of a hydroxylated tropane.

Author information

1
Department of Chemistry and Institute for Biomolecular Science, University of Wollongong, Wollongong, NSW 2522, Australia. john_bremner@uow.edu.au

Abstract

(+/-)-3alpha-hydroxy homoepibatidine 4 has been synthesized from the alkaloid scopolamine 5 and its properties as a nicotinic agonist assessed. While still binding strongly, the compound showed reduced agonist potency for the alpha(4)beta(2) nAChR compared with the parent compound epibatidine 1. Compound 4 also displayed generally similar binding and selectivity profiles at alpha(4)beta(2), alpha(2)beta(4), alpha(3)beta(4), and alpha(4)beta(4) nAChR subtypes to those for nicotine.

PMID:
14684341
DOI:
10.1016/j.bmcl.2003.09.081
[Indexed for MEDLINE]

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