Synthesis and Anti-ulcer Activities of Sodium Alkylazulene Sulfonates

Abstract

Many derivatives of sodium alkylazulene sulfonates were newly synthesized and their anti-ulcer activities were examined in Shay pylorus-ligated rats. The values of lipophilicity (log P). a physicochemical parameter, of these new azulene derivatives were also examined in order to study the structure-activity relationship. The optimum value of log P which gave maximum anti-ulcer activity was about —1.0. Among the derivatives of azulene examined, 3-ethyl-7-isopropylazulene-1-sulfonic acid sodium salt (KT1-32) exhibited an extremely potent inhibitory action against Shay ulcer, and its antipeptic activity was more potent than that of guaiazulene sodium sulfonate (GAS). Furthermore, KT1-32 was extremely stable on heating as compared to GAS. © 1988, The Pharmaceutical Society of Japan. All rights reserved.