A dipeptide derived from kainic and L-glutamic acids: a selective antagonist of amino acid induced neuroexcitation with anticonvulsant properties.

Abstract

The dipeptide N-[[[2'S-(2' alpha, 3' beta, 4' beta)]-2'-carboxy-4'-(1"-methylethenyl)-3'-pyrrolidinyl)acetyl]-L- glutamic acid (6) has been synthesized by a route that involves the selective protection of the alpha-carboxyl function of kainic acid. This dipeptide inhibits the stimulation of Na+ fluxes induced in brain slices by the neuroexcitant N-methyl-D-aspartic acid. Administered intracerebroventricularly, it is also effective in protecting mice from picrotoxin-induced convulsions with an ED50 of 0.17 mumol.

• Authors: O Goldberg, V I Teichberg
• Journal: Journal of medicinal chemistry (J Med Chem) Vol. 28 Issue 12 Pg. 1957-8 (Dec 1985) ISSN: 0022-2623 [Print] United States
• PMID: 2866249 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Dipeptides
• Excitatory Amino Acid Antagonists
• Oxadiazoles
• Picrotoxin
• Aspartic Acid
• Glutamic Acid
• N-Methylaspartate
• Quisqualic Acid
• gamma-kainylglutamic acid
• Sodium
• Kainic Acid

Topics

• Animals
• Aspartic Acid (analogs & derivatives, antagonists & inhibitors)
• Cell Membrane Permeability (drug effects)
• Corpus Striatum (drug effects, metabolism)
• Dipeptides (chemical synthesis, pharmacology, therapeutic use)
• Excitatory Amino Acid Antagonists
• Female
• Glutamic Acid
• Kainic Acid (antagonists & inhibitors)
• Male
• Mice
• N-Methylaspartate
• Oxadiazoles (antagonists & inhibitors)
• Picrotoxin
• Quisqualic Acid
• Rats
• Seizures (chemically induced, prevention & control)
• Sodium (metabolism)