A new phenolic derivative with soluble epoxide hydrolase and nuclear factor-kappaB inhibitory activity from the aqueous extract of Acacia catechu

Abstract

One novel phenolic compound, (4S,5R)-4-(3,4-dihydroxyphenyl)-5-(3-oxobutyl)dihydrofuran-2(3H)-one (1), as well as 12 known compounds (2–13) was obtained from the aqueous extract of Acacia catechu and their chemical structures were determined by spectroscopic analysis. Compounds 8 and 9 exhibited significant soluble epoxide hydrolase (sEH) inhibitory activities with IC₅₀ values of 26.6 ± 0.5 and 24.4 ± 5.6 μM, respectively. Compounds 7–10 showed significant inhibitory effects on TNFα-induced nuclear factor kappa B (NF-κB) transcriptional activity in a dose-dependent manner, with IC₅₀ values ranging from 11.15 to 19.45 μM.

Graphical abstract

Key words:

• Acacia catechu
• Leguminosae
• soluble epoxide hydrolase (sEH)
• NF-kappa B

Disclosure statement

No potential conflict of interest was reported by the authors.

Funding

This work was financially supported by the Priority Research Centers Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology [grant number 2009-0093815] of the Republic of Korea.