Identification of Soluble Epoxide Hydrolase Inhibitors from the Seeds of Passiflora edulis Cultivated in Vietnam
10.20307/nps.2019.25.4.348
- Author:
To Dao CUONG
1
;
Hoang THI NGOC ANH
;
Tran Thu HUONG
;
Pham Ngoc KHANH
;
Vu Thi HA
;
Tran Manh HUNG
;
Young Ho KIM
;
Nguyen Manh CUONG
Author Information
1. Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam. cuong.todao@phenikaa-uni.edu.vn, nmcuong_inpc@yahoo.com.vn
- Publication Type:Original Article
- Keywords:
Passiflora edulis;
Passifloraceae;
Phenolic;
Stilbene;
sEH
- MeSH:
Cardiovascular Diseases;
Epoxide Hydrolases;
Ethanol;
Fatty Acids;
Fatty Acids, Unsaturated;
Inflammation;
Metabolism;
Passiflora;
Passifloraceae;
Phenol;
Vietnam
- From:Natural Product Sciences
2019;25(4):348-353
- CountryRepublic of Korea
- Language:English
-
Abstract:
Soluble epoxide hydrolases (sEH) are enzymes present in all living organisms, metabolize epoxy fatty acids to 1,2-diols. sEH in the metabolism of polyunsaturated fatty acids plays a key role in inflammation. In addition, the endogenous lipid mediators in cardiovascular disease are also broken down to diols by the action of sEH that enhanced cardiovascular protection. In this study, sEH inhibitory guided fractionation led to the isolation of five phenolic compounds trans-resveratrol (1), trans-piceatannol (2), sulfuretin (3), (+)-balanophonin (4), and cassigarol E (5) from the ethanol extract of the seeds of Passiflora edulis Sims cultivated in Vietnam. The chemical structures of isolated compounds were determined by the interpretation of NMR spectral data, mass spectra, and comparison with data from the literature. The soluble epoxide hydrolase (sEH) inhibitory activity of isolated compounds was evaluated. Among them, trans-piceatannol (2) showed the most potent inhibitory activity on sEH with an IC₅₀ value of 3.4 µM. This study marks the first time that sulfuretin (3) was isolated from Passiflora edulis as well as (+)-balanophonin (4), and cassigarol E (5) were isolated from Passiflora genus.
