Ligularia virgaurea is one of the original plants of the Tibetan medicine"Rixiao"for the treatment of clearing heat and removing yellow water.In order to study the chemical constituents and anti-inflammatory activity of L.virgaurea,the compounds were separated by silica gel,Sephadex LH-20 gel,ODS gel column chromatography and other column chromatography technologies.The structures of all isolates were identified by spectroscopic methods(NMR and HR-ESI-MS).Their inhibitory activity of the compounds on nitric oxide(NO)was determined by lipopolysaccharide(LPS)-induced RAW264.7 cell model.The results were as follows:(1)Twenty-one compounds were separated and identified from petroleum ether and n-butanol extracts of L.virgaurea,including spiroeuryolide(1),cacalol acetate(2),oplopenone(3),8-ethyl-palmosalide A(4),1-hydroxy-3,7-dimethyl-2-(pent-3-enyl)benzofuran(5),syringaresinol-O-β-D-glucopyranoside(6),pinoresinol-O-β-D-glucopyranoside(7),isoeucommin A(8),eucommin A(9),6,7-dimethoxycoumarin(10),ferulic acid(11),ethyl caffeate(12),methyl caffeate(13),methyl ferulate(14),ethyl ferulate(15),caffeic acid(16),2-[(2′E)-3′,7′-dimethyl-2′,6′-octadienyl]-4-methoxy-6-methylphenol(17),2,8-dimethyl-6-methoxy-2-(4′-methylpent-3′-enyl)-chromene(18),β-sitosterol(19),dodecyl(Z)-9-hexadecenoate(20)and hexacosanal(21).Compounds 1-4,6,11-16,18,20,21 were isolated from the whole herbs of L.virgaurea for the first time.(2)The anti-inflammatory activity in vitro showed that compounds 1-3,6,11-16,17,19 could significantly inhibited releases of NO at concentration ranging from 1.56 to 50.00 μmol·L-1(P<0.05 or P<0.01),Compound 5 had no inhibitory effect on the release of NO at a concentration of 50.00 μmol·L-1,but it could inhibit releases of NO at concentrations of 12.50,25.00 μmol·L-1(P<0.05).This finding enriches the chemical constituent and biological activity research of L.virgaurea and provides a certain theoretical reference for the future development and utilization of its anti-inflammatory activity.
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