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In this study, the ( S )-enantiomers of the aporphine alkaloids, nuciferine and roemerine, were prepared via a synthetic route involving catalytic asymmetric hydrogenation and both stereoisomers were evaluated in vitro for functional activity at human 5-HT 2 and adrenergic α 1 receptor subtypes using a transforming growth factor-α shedding assay. Both enantiomers of each of the compounds were found to act as antagonists at 5-HT 2 and α 1 receptors. ( R )-roemerine was the most potent compound at 5-HT 2A and 5-HT 2C receptors (p K  b = 7.8-7.9) with good selectivity compared to ( S )-roemerine at these two receptors and compared to its activity at 5-HT 2B , α 1A , α 1B and α 1D receptors.

Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT2 and α1 receptor antagonists

Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT₂ and α₁ receptor antagonists