Planta Medica International Open 2016; 3(03): e68-e71
DOI: 10.1055/s-0042-120325
Letter
Georg Thieme Verlag KG Stuttgart · New York

Coumarins Isolated from Murraya paniculata in Vietnam and Their Inhibitory Effects against Enzyme Soluble Epoxide Hydrolase (sEH)

Pham Ngoc Khanh
1   Department of Bioactive Products, Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, Hanoi, Vietnam
,
Ottavia Spiga
2   Department of Biotecnology Chemistry and Pharmacology, University of Siena, Italia
,
Alfonso Trezza
2   Department of Biotecnology Chemistry and Pharmacology, University of Siena, Italia
,
Young Ho Kim
3   Department of Natural Products, College of Pharmacy, Chungnam National University, Daejeon, Korea
,
Nguyen Manh Cuong
1   Department of Bioactive Products, Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, Hanoi, Vietnam
› Author Affiliations
Further Information

Publication History

received 11 June 2016
revised 13 October 2016

accepted 27 October 2016

Publication Date:
17 January 2017 (online)

Abstract

In the search for bioactive constituents from Vietnam medicinal plants, the leaves and stems of Murraya paniculata collected in HoaBinh Province, Vietnam were selected for chemical investigation. From the n-hexane fraction, two sterols, including β-sitosterol (6) and stigmasterol (7), and from the chloroform fraction, five coumarins, including mexoticin (1), omphalocarpin (2), murrangatin (3), kimcuongin (4), and murracarpin (5), were obtained. The structures of the isolated compounds were determined from ESI-MS, HR-ESI-MS, and NMR (1D and 2D) spectroscopic data. Coumarins (15) were elucidated for inhibitory effects against soluble epoxide hydrolase. Among them, coumarins (24) showed soluble epoxide hydrolase inhibitory activity with IC50 values 2.2 ± 4.7, 13.9 ± 6.5, and 3.2 ± 4.5 µM, respectively. A kinetic study of the five coumarins revealed the noncompetitive enzymatic mode for 3 and 4, and a mixture of competitive/noncompetitive enzymatic modes for coumarin 2. Using molecular modelling, the coumarin kimcuongin (4) showed the best binding outline into active sites of human soluble epoxide hydrolase.

Supporting Information

 
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