Synthesis and neuropharmacological evaluation of R(-)-N-alkyl-11-hydroxynoraporphines and their esters

Bioorg Med Chem. 2004 Jul 1;12(13):3553-9. doi: 10.1016/j.bmc.2004.04.029.

Abstract

We synthesized several N-substituted-11-hydroxynoraporphines and their esters of varying chain length, evaluated their binding affinity at dopamine (DA) receptor sites in rat caudate-putamen membranes, and quantified their effects on motor activity in normal adult male rats. The 11-hydroxyaporphines showed similar neuropharmacological properties to the corresponding 10,11-catecholaporphines. At moderate doses, their esters proved to have more prolonged behavioral actions and superior oral bioavailability.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation
  • Animals
  • Aporphines / chemical synthesis*
  • Aporphines / chemistry
  • Aporphines / pharmacology*
  • Esters / chemistry*
  • Male
  • Molecular Structure
  • Motor Activity / drug effects
  • Neurons / drug effects*
  • Neurons / metabolism
  • Prosencephalon / drug effects
  • Prosencephalon / metabolism
  • Radioligand Assay
  • Rats
  • Rats, Sprague-Dawley
  • Receptors, Dopamine / metabolism

Substances

  • Aporphines
  • Esters
  • Receptors, Dopamine
  • 11-hydroxyaporphine