Positive allosteric action of eburnamonine on cardiac muscarinic acetylcholine receptors

Eur J Pharmacol. 1996 Jun 3;305(1-3):201-5. doi: 10.1016/0014-2999(96)00169-0.

Abstract

It was discovered recently that alcuronium and strychnine (which is a precursor of alcuronium) allosterically increase the affinity of cardiac muscarinic receptors for the antagonist, N-methylscopolamine. We have now investigated the effects of l-eburnamonine and vincamine, which are both closely related to strychnine. In experiments on rat heart atria, l-eburnamonine was found to increase the binding of [3H]N-methylscopolamine with Ehlert's cooperativity coefficient alpha = 0.35, which indicates that the strength of its allosteric action is close to that of alcuronium and strychnine (alpha = 0.31 and 0.44, respectively). However, the affinity of l-eburnamonine for the cardiac muscarinic receptors is lower than the affinities of alcuronium and strychnine (KAR = 22.6 microM, 0.15 microM, and 3.4 microM, respectively). In spite of its extremely close similarity to l-eburnamonine, vincamine has a negative allosteric effect on the binding of [3H]N-methylscopolamine (alpha = 4.1; KAR = 22.8 microM). It is likely that a systematic investigation of the allosteric effects of the analogues of strychnine will not only yield new allosteric effectors on muscarinic receptors, but also clarify the structural features responsible for the direction (positive or negative) of their allosteric effect.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcuronium / pharmacology
  • Allosteric Regulation
  • Animals
  • Cholinergic Agonists / metabolism
  • Cholinergic Agonists / pharmacology*
  • Heart Atria / drug effects
  • Heart Atria / metabolism
  • In Vitro Techniques
  • Male
  • N-Methylscopolamine
  • Nicotinic Antagonists / pharmacology
  • Parasympatholytics / metabolism
  • Protein Binding / drug effects
  • Rats
  • Receptors, Cholinergic / drug effects*
  • Receptors, Cholinergic / metabolism
  • Scopolamine Derivatives / metabolism
  • Strychnine / pharmacology
  • Vinca Alkaloids / pharmacology*
  • Vincamine / pharmacology

Substances

  • Cholinergic Agonists
  • Nicotinic Antagonists
  • Parasympatholytics
  • Receptors, Cholinergic
  • Scopolamine Derivatives
  • Vinca Alkaloids
  • Vincamine
  • Strychnine
  • eburnamonine
  • Alcuronium
  • N-Methylscopolamine