Studies on 2(1H)-quinolinone derivatives as gastric antiulcer active agents. Synthesis and antiulcer activities of optically active alpha-amino acid derivatives of 2(1H)-quinolinone and oxindole.

Abstract

In order to study the relationship of structure to antiulcer activity, optical active α-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.