Abstract

Fatty acid hydroperoxide lyase (HPL) is a key enzyme in the biosynthesis of plant volatiles involved in defense responses to mechanical or herbivore-induced wounding. We report here the synthesis of imidazole derivatives and their inhibitory activities on the tomato 13-HPL subfamily. Among 11 newly synthesized compounds, we found that 1-[2-benzyloxy-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole (3) exhibits inhibitory activity against recombinant 13-HPL with an IC50 value of approximately 39 μM. Optical difference spectroscopy analysis of compound 3 and HPL interaction indicated that this compound induces a type II binding spectra with a Kd value of approximately 13.5 μM.

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