Synthesis and H⁺/K⁺-ATPase Inhibitory Activity of 2-Phenyl-6,7-Dihydrobenzofuran-4(5H)-one Oxime Ether Derivatives

Abstract

Three pairs of 2-phenyl-6,7-dihydrobenzofuran-4(5H)-one oxime and corresponding oxime ether isomers were synthesized and separated as potential anti-ulcer agent. Their structures were characterized by NMR, IR, ESI-MS and elemental analysis. Preliminarily H+/K+-ATPase activity evaluation indicated that all the target compounds had a better inhibitory effect than the commercial omeprazole with the IC50 of 2.0~30.0 μM.

Synthesis and <i>In Vitro</i> Anti-Ulcer Effect of Triazolo-Methyl Tetrahydrobenzofuran Oxime Ether Derivatives

“…(E)-2-phenyl-6,7-dihydrobenzofuran-4(5H)-one oxime (II): White solids, Yield 22 %, m.p. 183-185 ºC [16]. (Z)-2-phenyl-6,7-dihydrobenzofuran-4(5H)-one oxime (III): White solids, Yield 67 %, m.p.…”

“…(Z)-2-phenyl-6,7-dihydrobenzofuran-4(5H)-one oxime (III): White solids, Yield 67 %, m.p. 170-171 ºC [16].…”