Synthesis and dopaminergic activity of 2-substituted octahydrobenzo[f]quinolines

J Med Chem. 1989 May;32(5):961-8. doi: 10.1021/jm00125a007.


A series of 2-substituted octahydrobenzo[f]quinolines has been synthesized and assayed for dopamine agonist activity. Only the compounds corresponding to the beta-rotameric conformation of dopamine showed biphasic activity in competition binding studies with the radioligand [3H]spiroperidol. These findings suggest that the congeners possessing the beta-rotamer conformation show receptor-binding characteristics that resemble those of the ergolines more closely than do those of the corresponding alpha-rotamer congeners.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Cattle
  • Dopamine Agents / chemical synthesis*
  • Dopamine Agents / pharmacology
  • Ergolines / pharmacology
  • In Vitro Techniques
  • Molecular Conformation
  • Quinolines / chemical synthesis*
  • Quinolines / pharmacology
  • Structure-Activity Relationship


  • Dopamine Agents
  • Ergolines
  • Quinolines