Indole melatonin agonists and antagonists derived by shifting the melatonin side chain from the C-3 to the N-1 or to the C-2 indole position

Biol Signals Recept. 1999 Jan-Apr;8(1-2):24-31. doi: 10.1159/000014565.

Abstract

This article reviews our efforts in the development of indole melatonin (MLT) agonist and antagonist compounds. Evidence is presented which indicates that high-affinity melatonergic agonists were obtained by shifting the MLT amido side chain from the C-3 to the N-1 indole position. Conversely, by moving the side chain from the C-3 to the C-2 indole position it is possible to produce MLT antagonist compounds.

Publication types

  • Review

MeSH terms

  • Animals
  • Brain / metabolism
  • Drug Design
  • Humans
  • In Vitro Techniques
  • Indoles / chemistry
  • Indoles / pharmacology
  • Kinetics
  • Melatonin / agonists*
  • Melatonin / antagonists & inhibitors*
  • Melatonin / chemistry
  • Receptors, Cell Surface / metabolism
  • Receptors, Cytoplasmic and Nuclear / metabolism
  • Receptors, Melatonin
  • Structure-Activity Relationship

Substances

  • Indoles
  • Receptors, Cell Surface
  • Receptors, Cytoplasmic and Nuclear
  • Receptors, Melatonin
  • Melatonin