Thi_2023_Chem.Biodivers__e202301242

Soluble epoxide hydrolase (sEH) inhibitory activity guilded fractionation and isolation of two new isocucurbic acid derivatives (1 and 2) and nine known compounds (3-11) from the flowers of Chrysanthemum indicum L. Their structures were elucidated on the basis of spectroscopic data interpretation and comparison with those reported in previous studies. Luteolin (3), acacetin-7-O-beta-D-glucopyranoside (6), and methyl 3,4-di-O-caffeoylquinate (10) displayed sEH inhibitory activities with IC50 values ranging from 13.7 +/- 3.6 to 20.8 +/- 0.4 microM. Enzyme kinetic analysis revealed that 3, 6, and 10 were non-competitive inhibitors with Ki values of 14.8 +/- 0.5, 31.2 +/- 0.8, and 3.9 +/- 0.2 microM, respectively. Additionally, molecular docking studies indicated compound 10 had the ability to form six hydrogen bonds at sEH active site, resulting binding engery as low as -9.58 Kcal/mol.