4.4 Article

Soluble epoxide hydrolase inhibitors from Docynia indica (Wall.) Decne

Journal

NATURAL PRODUCT RESEARCH
Volume 35, Issue 23, Pages 5403-5408

Publisher

TAYLOR & FRANCIS LTD
DOI: 10.1080/14786419.2020.1774759

Keywords

Docynia indica; 3S-thunberginol C 6-O-beta-D-glucopyranoside; soluble epoxide hydrolase; CD spectrum; 3-aryl dihydroisocoumarin; boat-like conformer; DFT

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Nine bioactive compounds were isolated from the fruits of the Vietnamese medicinal plant Docynia indica, with one newly discovered compound. These compounds showed inhibitory effects on soluble epoxide hydrolase, suggesting their potential in preventing cardiovascular and other related diseases.
Nine bioactive compounds, including one new dihydroisocoumarin glycoside, 3S-thunberginol C 6-O-beta-D-glucopyranoside (1a/1b), were isolated by chromatographic separation from the fruits of the Vietnamese medicinal plantDocynia indica(Wall.) Decne. 3S-thunberginol C 6-O-beta-D-glucopyranoside was determined as a mixture of boat-like conformers based on NMR evidence and density functional theory (DFT) calculations. Thein vitroinhibition of soluble epoxide hydrolase (sEH) by the isolated compounds was comparable to that of AUDA (positive control), yielding IC(50)values ranging from 10.0 +/- 0.6 to 88.4 +/- 0.2 mu M. Among isolated compounds, 3-methoxy-4-hydroxy-benzoic acid (7) and 2 ',6 '-dihydroxy 3 ',4 '-dimethoxychalcone (9) were identified as a potent inhibitor of sEH, with IC(50)values of 19.3 +/- 2.2 and 10.0 +/- 0.6 mM, respectively. These results suggest that the fruits ofD. indicamay be useful as daily supplements for the prevention of cardiovascular and other sEH-related diseases.

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