Spirocyclopropane Compounds. IV. Synthesis of 5-Acetylspiro-[benzofuran-2 (3H), 1'-cyclopropan]-3-one Related Compounds for Evaluation as Gastric Antisecretory and Antiulcer Agents

Abstract

5-Acetylspiro [benzofuran-2 (3H), 1'-cyclopropan]-3-one (1a) shows potent gastric antisecretory and antiulcer activities in rats. In an attempt to improve the pharmacological profile of 1a, we synthesized positional isomers, as well as the prenyloxy and oxime derivatives. Evaluation of their antisecretory activities and protective activities against gastric lesions induced by water-immersion restraint stress in the rat indicated that the 7-acetyl derivative (1d) was equipotent to 1a.