Synthesis of novel triazole derivatives as potent inhibitor of allene oxide synthase (CYP74A), a key enzyme in jasmonic acid biosynthesis

Abstract

A series of new triazole derivatives was synthesized and their inhibitory activity against allene oxide synthase (AOS, CYP74A), a key enzyme in jasmonic acid biosynthesis, was evaluated. Structure-activity relationship studies revealed that methyl 8-[1-(naphthalen-2-yl)-2-(1,2,4-triazol-1-yl)ethoxy]octanate (4i) and methyl 8-[1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)ethoxy]octanate (4g) exhibit potent inhibitory activity to allene oxide synthase, with IC₅₀ values of 0.75±0.30 and 0.84±0.60 μM, respectively.