1-Aminocyclopentane-1,2,4-tricarboxylic acids screening on glutamatergic and serotonergic systems

Bioorg Med Chem. 2007 Dec 15;15(24):7581-9. doi: 10.1016/j.bmc.2007.09.004. Epub 2007 Sep 12.

Abstract

Enantiopure constrained 1-aminocyclopentane-1,2,4-tricarboxylic acids containing the glutamic acid skeleton were prepared as two diastereomers characterized by having the carboxylic groups in position two and four cis-oriented to each other and trans with respect to 1-carboxylic group and all cis-oriented carboxylic groups, respectively. A biochemical screening of activity of the above amino acids was investigated on glutamate and 5-HT receptors to find a possible metabotropic agonist, acting on the serotoninergic system.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cells, Cultured
  • Cyclopentanes / chemistry*
  • Cyclopentanes / pharmacology*
  • Drug Evaluation, Preclinical
  • Humans
  • Molecular Structure
  • Rats
  • Receptors, Glutamate / drug effects
  • Receptors, Glutamate / metabolism*
  • Receptors, Serotonin / drug effects
  • Receptors, Serotonin / metabolism*
  • Serotonin Receptor Agonists / chemistry*
  • Serotonin Receptor Agonists / metabolism
  • Serotonin Receptor Agonists / pharmacology
  • Stereoisomerism*
  • Tricarboxylic Acids / chemistry*
  • Tricarboxylic Acids / pharmacology*

Substances

  • 1-aminocyclopentane-1,2,4-tricarboxylic acid
  • Cyclopentanes
  • Receptors, Glutamate
  • Receptors, Serotonin
  • Serotonin Receptor Agonists
  • Tricarboxylic Acids