Isocucurbic Acid Derivatives and Soluble Epoxide Hydroxylase Inhibitors from the Flowers of Chrysanthemum indicum L.

Autor: Trang BTT; Faculty of Chemical Technology, Hanoi University of Industry, 298 Cau Dien, Minh Khai, Bac Tu Liem, Hanoi, 10000, Vietnam., Kim JH; Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA, Eumseong, 27709, Korea., Luyen BTT; Hanoi University of Pharmacy, 13-15 Le Thanh Tong, Hoan Kiem, Hanoi, 10000, Vietnam.
Jazyk: angličtina
Zdroj: Chemistry & biodiversity [Chem Biodivers] 2023 Oct; Vol. 20 (10), pp. e202301242. Date of Electronic Publication: 2023 Sep 20.
DOI: 10.1002/cbdv.202301242
Abstrakt: Soluble epoxide hydrolase (sEH) inhibitory activity guided 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-β-D-glucopyranoside (6), and methyl 3,4-di-O-caffeoylquinate (10) displayed sEH inhibitory activities with IC 50 values ranging from 13.7±3.6 to 20.8±0.4 μM. Enzyme kinetic analysis revealed that 3, 6, and 10 were non-competitive inhibitors with K i values of 14.8±0.5, 31.2±0.8, and 3.9±0.2 μM, respectively. Additionally, molecular docking studies indicated compound 10 had the ability to form six hydrogen bonds at sEH active site, resulting binding energy as low as -9.58 Kcal/mol.
(© 2023 Wiley-VHCA AG, Zurich, Switzerland.)
Databáze: MEDLINE
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