Nat Prod Sci.  2019 Dec;25(4):348-353. 10.20307/nps.2019.25.4.348.

Identification of Soluble Epoxide Hydrolase Inhibitors from the Seeds of Passiflora edulis Cultivated in Vietnam

• Cuong TD
• Thi Ngoc Anh H
• Huong TT
• Khanh PN
• Ha VT
• Hung TM
• Kim YH
• Cuong NM

• KMID: 2468069
• DOI: http://doi.org/10.20307/nps.2019.25.4.348

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 ICâ‚…â‚€ 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.

Keyword

Passiflora edulis; Passifloraceae; Phenolic; Stilbene; sEH

MeSH Terms

Cardiovascular Diseases
Epoxide Hydrolases
Ethanol
Fatty Acids
Fatty Acids, Unsaturated
Inflammation
Metabolism
Passiflora*
Passifloraceae
Phenol
Vietnam*
Epoxide Hydrolases
Ethanol
Fatty Acids
Fatty Acids, Unsaturated
Phenol

Figure

• 

  Fig. 1 The structures of isolated compounds (1 – 5) from the seeds of P. edulis.

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