Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1376508 | Bioorganic & Medicinal Chemistry Letters | 2006 | 6 Pages |
Abstract
The RS and SR enantiomers of 2-oxazolidinone and 1,4-benzodioxane bearing a 2-pyrrolidinyl substituent at the 5- and 2-position, respectively, were synthesized as candidate nicotinoids. One of the two benzodioxane stereoisomers reasonably fits the pharmacophore elements of (S)-nicotine and binds at α4β2 nicotinic acetylcholine receptor with submicromolar affinity. Interestingly, both the synthesized pyrrolidinylbenzodioxanes exhibit analogous affinity at α2 adrenergic receptor resembling the behaviour of some known α2-AR ligands recently proved to possess neuronal nicotinic affinity.
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Related Topics
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Chemistry
Organic Chemistry
Authors
Marco Pallavicini, Barbara Moroni, Cristiano Bolchi, Antonio Cilia, Francesco Clementi, Laura Fumagalli, Cecilia Gotti, Fiorella Meneghetti, Loredana Riganti, Giulio Vistoli, Ermanno Valoti,