The impact of spacer structure on 5-HT7 and 5-HT1A receptor affinity in the group of long-chain arylpiperazine ligands

Bioorg Med Chem Lett. 2004 Dec 6;14(23):5863-6. doi: 10.1016/j.bmcl.2004.09.029.

Abstract

New cis-, trans-2-butene and 1,2-bismethylbenzene analogues of MM77 and NAN-190 (1-[4-[4-(2-methoxyphenyl)-piperazin-1-yl]-butyl]-pyrrolidine-2,5-dione and isoindole-1,3-dione, respectively) were synthesized. The differences in their in vitro affinity for serotonin 5-HT(7) and 5-HT(1A) receptors were explained using a conformational analysis. A bioactive conformation of those compounds for the 5-HT(7) receptor, different from that established for 5-HT(1A), was proposed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ligands
  • Molecular Conformation
  • Piperazines / chemistry*
  • Piperazines / metabolism*
  • Protein Binding / physiology
  • Receptor, Serotonin, 5-HT1A / metabolism*
  • Receptors, Serotonin / metabolism*

Substances

  • Ligands
  • Piperazines
  • Receptors, Serotonin
  • serotonin 7 receptor
  • Receptor, Serotonin, 5-HT1A