Synthesis and opioid activity of novel 6-substituted-6-demethoxy-ethenomorphinans

A set of novel 6-substituted orvinols was synthesized and pharmacologically characterized in order to explore the effect of the polarity and steric effects of these new moieties on the opioid activity. It was revealed that longer 6-O-alkyl chains led to increased agonistic activities, while the lack of C6-etheral oxygen gave rise to an antagonistic profile at the opioid receptors in the mouse ileum.

Nanomolar affinity to opioid receptors and antagonistic profile at the opioid receptors in the mouse ileum.Figure optionsDownload as PowerPoint slide