Cis- and trans-N-benzyl-octahydrobenzo[g]quinolines. Adrenergic and dopaminergic activity studies

Bioorg Med Chem Lett. 2001 Apr 9;11(7):883-6. doi: 10.1016/s0960-894x(01)00076-2.

Abstract

In vitro assays on a series of cis- and trans-octahydrobenzo[g]quinolines indicated an unusual trend of affinities at the dopaminergic receptors and alpha adrenoceptors. The trans N-benzyl analogues exhibited affinity at the alpha2 as well as the D1-like receptors whereas their N-unsubstituted congeners showed a distinct preference for the alpha2 adrenoceptor. Enhanced activity for the alpha2 receptors was also exhibited by the cis N-benzylated isomers. These observations are interpreted by theoretical calculations.

MeSH terms

  • Animals
  • Cell Membrane / metabolism
  • Dopamine Agents / chemical synthesis
  • Dopamine Agents / pharmacology*
  • Models, Theoretical
  • Prazosin / metabolism
  • Quinolines / chemistry*
  • Quinolines / pharmacology*
  • Rats
  • Receptors, Adrenergic, alpha / chemistry
  • Receptors, Adrenergic, alpha / drug effects*
  • Receptors, Adrenergic, alpha-2 / chemistry
  • Receptors, Adrenergic, alpha-2 / drug effects*
  • Spiperone / metabolism

Substances

  • Dopamine Agents
  • Quinolines
  • Receptors, Adrenergic, alpha
  • Receptors, Adrenergic, alpha-2
  • Spiperone
  • Prazosin