Synthesis, testing and structure-activity studies on a library of 5-HT₄ ligands

Med Chem. 2010 Nov;6(6):344-54. doi: 10.2174/157340610793563965.

Abstract

Several indole derivatives and analogues comprising a range of related structural classes were designed, synthesized and tested as ligands for the 5-HT₄ receptor. Within each series, binding experiments showed compounds with good affinity demonstrating high percentage displacement values at 1 µM. The most potent of these (20) had a pKi of 8.54 demonstrating very good affinity. These indole analogues were combined with 55 ligands that were previously produced in our laboratory to explore the structure-activity relationships of these 5-HT₄ ligands. A CoMFA (Comparative Molecular Field Analysis) analysis was used to extend an earlier simple pharmacophore to suggest two new molecular features beyond the primary amino binding site. The pharmacophore confirmed that a newly described tetrahydroquinoline analogue was able to match the basic requirements of the model and the pharmacology of this molecule is provided in more detail.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Binding Sites
  • Kinetics
  • Ligands
  • Receptors, Serotonin, 5-HT4 / chemistry*
  • Structure-Activity Relationship

Substances

  • Ligands
  • Receptors, Serotonin, 5-HT4