Enantiomers of 11-hydroxy-10-methylaporphine having opposing pharmacological effects at 5-HT1A receptors

✍ Scribed by Joseph G. Cannon; Scott T. Moe; John Paul Long

• Publisher: John Wiley and Sons
• Year: 1991
• Tongue: English
• Weight: 447 KB
• Volume: 3
• Category: Article
• ISSN: 0899-0042
• DOI: 10.1002/chir.530030105

✦ Synopsis

The two enantiomers of the title compound have been prepared by different synthetic routes. Both bind strongly to 5-HTlA receptors from rat forebrain membrane tissue. However, in a guinea pig ileum preparation, the (R)enantiomer exhibits properties consistent with its being an agonist, whereas the (S)-enantiomer shows no agonist effect, but it blocks the actions of the (R)enantiomer and of 8-hydroxy-2-di-n-propylaminotetralin (g-OH-DPAT), a 5-HTIA agonist. These data are presented as a rare example of enantiomers which demonstrate opposite pharmacological effects at the same receptor.