Studies on 2(1H)-Quinolinone Derivatives as Gastric Antiulcer Active Agents. Synthesis and Antiulcer Activities of Optically Active α-Amino Acid Derivatives of 2(1H)-Quinolinone and Oxindole

Abstract

In order to study the relationship of structure to antiulcer activity, optical active a-amino acid derivatives of 2(1H)-quinolinone and oxindole were synthesized and tested for antiulcer activity against acetic acid-induced gastric ulcer in rats. The enantiomers of 2(1H)-quinolinone derivatives were obtained by optical resolution with (—)-brucine. The oxindole derivatives having different absolute configurations at the α-amino acid moiety were synthesized by oxidation of N-(4-chlorobenzoyl)-L-or -D-tryptophan. The antiulcer activity did not seem to be influenced by the α-amino acid chirality. © 1987, The Pharmaceutical Society of Japan. All rights reserved.