南欧大戟的化学成分研究OA

Objective To investigate the terpenoid constituents of fruit shells of Euphorbia peplus and evaluate their anti-inflammatory activities.Methods Various chromatographic techniques were applied to isolate terpenoids from the petroleum ether-soluble fraction of the ethanol extract of E.peplus fruit shells.The chemical structures of all isolates were elucidated by comprehensive spectroscopic analyses(1D/2D NMR,HRMS)combined with single-crystal X-ray diffraction.Anti-inflammatory activities were assessed by measuring the inhibition of nitric oxide(NO)production in lipopolysaccharide(LPS)-induced RAW264.7 macrophages.Results A total of 13 terpenoids were isolated from the petroleum ether fraction of E.peplus fruit shells,including four paraliane-type diterpenoids(1-4),one pepluane-type diterpenoid(5),three jatrophane-type diterpenoids(6-8),two ingenane-type diterpenoids(9 and 10),one abietane-type diterpenoid(11),one ursane-type triterpenoid(12),and one dinor-monocyclic diterpenoid(13).They were respectively identified as(2S,3S,4R,5R,6R,8S,12S,13S,15R)-8β-acetyl-paralianone D(1),(1R,2R,3S,4R,5R,6R,8S,12S,13S,14R,15R)-1,5,8,14-tetraacetoxy-3-benzoyloxy-15-hydroxy-9-oxo-paraliane(2),(2S,3S,4R,5R,6R,8S,12S,13S,14R,15R)-5,8,14-triacetoxy-3-benzoyloxy-15-hydroxy-9-oxo-parapliane(3),paralianone A(4),(2S,3S,4R,5R,6R,8R,9R,10R,12S,13S,14R,15R)-5,8,9,10,14-pentaacetoxy-3-benzoyloxy-15-hydroxypepluane(5),euphpepluone A(6),euphpepluone D(7),(2S,3S,4R,5R,7S,8R,13S,15R)-5α,7β,8α-triacetoxy-3β-benzoyloxy-15β-hydroxyjatropha-6(17),11E-diene-9,14-dione(8),20-deoxyingenol(9),20-O-(2'E,4'Z-decadienoyl)ingenol(10),helioscopinolide D(11),ursolic acid(12)and(3R,6R,7E,9E,11E)-3-hydroxy-13-apo-α-caroten-13-one(13).The structure of compound 1 was confirmed by single-crystal X-ray diffraction.In the anti-inflammatory activity screening,only compound 2 exhibited inhibitory activity against NO production,with an IC50 value of(37.6±8.2)μmol/L.Conclusion Compounds 1,2,10,and 13 were isolated from E.peplus for the first time.Compound 2 demonstrated moderate anti-inflammatory activity.This study enriches the terpenoid chemical diversity of terpenoids from E.peplus and provides an experimental basis for further research on its anti-inflammatory substances.