Interaction of N1-unsubstituted and N1-benzenesulfonyltryptamines at h5-HT6 receptors

Bioorg Med Chem Lett. 2006 Nov 15;16(22):5832-5. doi: 10.1016/j.bmcl.2006.08.068. Epub 2006 Aug 30.

Abstract

Despite possessing a common tryptaminergic scaffold, examination of 28 (i.e., 14 pairs of) compounds suggests that N1-unsubstituted and N1-benzenesulfonyltryptamines likely bind at h5-HT6 receptors in a dissimilar manner (r2=0.201). Additionally, an examination of two rotationally constrained N1-benzenesulfonyltryptamine analogs indicates that a non-coplanar relationship between the two aryl groups might be preferred for interaction with the receptors.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Drug Interactions
  • Humans
  • Protein Binding
  • Receptors, Serotonin / metabolism*
  • Serotonin Antagonists / chemistry*
  • Serotonin Antagonists / pharmacology*
  • Structure-Activity Relationship
  • Tryptamines / chemistry
  • Tryptamines / pharmacology*

Substances

  • N1-benzenesulfonyl-5-methoxy-N,N-dimethyltryptamine
  • Receptors, Serotonin
  • Serotonin Antagonists
  • Tryptamines
  • serotonin 6 receptor