Specific inhibition of benzodiazepine receptor binding by some N-(2-methyl or 1,2-dimethylindol-3-ylglyoxylyl)amino acid derivatives

Farmaco. 1990 Mar;45(3):341-51.

Abstract

Several N-(2-methyl or 1,2-dimethylindol-3-ylglyoxylyl)amino acid derivatives were synthesized and tested for their affinity for the benzodiazepine receptor in bovine cortical membranes. The 2-methyl derivatives showed a lower affinity than the unmethylated analogues, and the 1,2-dimethyl derivatives practically lacked any affinity for the benzodiazepine receptor. The importance of the indole N-H group is therefore evidenced for an optimal interaction of these ligands with receptor site.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemical synthesis*
  • Amino Acids / pharmacology
  • Animals
  • Binding, Competitive / drug effects
  • Cattle
  • Cerebral Cortex / drug effects
  • Cerebral Cortex / metabolism
  • Chemical Phenomena
  • Chemistry
  • Flunitrazepam / metabolism
  • Glyoxylates / chemical synthesis
  • Glyoxylates / pharmacology
  • In Vitro Techniques
  • Indoles / chemical synthesis*
  • Indoles / pharmacology
  • Magnetic Resonance Spectroscopy
  • Membranes / drug effects
  • Membranes / metabolism
  • Receptors, GABA-A / drug effects*
  • Receptors, GABA-A / metabolism
  • Spectrophotometry, Infrared

Substances

  • Amino Acids
  • Glyoxylates
  • Indoles
  • Receptors, GABA-A
  • Flunitrazepam