西沙群岛海滨大戟化学成分研究

Chemical constituents of Euphorbia atoto from Xisha Islands

为研究西沙群岛产海滨大戟Euphorbia atoto的化学成分组成及其药用价值,采用硅胶、Rp-18和Sephadex LH-20凝胶等柱色谱从海滨大戟乙醇提取物中分离纯化得到18个化合物,运用现代波谱学技术鉴定化合物结构为(+)-6-oxocinnamolide(1)、6β-羟基肉桂内酯(2)、山柰酚(3)、6,9-环氧-麦角甾-7,22-二烯-3-醇(4)、4α,4β,14α-三甲基-9β,19-西利奥普尼-3,20-二酮(5)、sikkimenoid F(6)、(3β,24 R)-3-(acetyloxy)eupha-7,25-dien-24-ol(7)、olibanumol J(8)、myricarin B(9)、aurantiamide acetate(10)、viscumamide(11)、N-苯甲酰基苯丙炔-N-苯甲酰基苯丙氨酸(12)、scopoletin(13)、corchoionol C(14)、吲哚-3-甲酸甲酯(15)、3ξ-(1ξ-羟基)-7-羟基-1-苯并异呋喃酮(16)、对羟基苯甲醛(17)和9,10-二羟基十八烷酸(18)。18个化合物均为首次从海滨大戟中分离得到,除化合物10、13、14和17外,其他化合物均为首次在大戟属分离得到,其中化合物1为新天然产物。活性筛选发现2具有抑制LPS诱导小鼠单核巨噬细胞RAW 264.7产生NO的活性,IC_(50)为24.81±1.58μmol/L(阳性对照槲皮素IC_(50)为15.23±0.65μmol/L)。

To investigate the chemical constituents and pharmaceutical value of Euphorbia atoto,18 compounds were isolated from the ethanol extract by silica gel,Rp-18 and Sephadex LH-20 gel column chromatographies.With comprehensive analysis of the NMR and MS data,their structures were identified as(+)-6-oxocinnamolide(1),6β-hydroxycinnamolide(2),kaempferol(3),6,9-epoxy-ergosta-7,22-dien-3-ol(4),4α,4β,14α-trimethyl-9β,19-cyliopregnane-3,20-dione(5),sikkimenoid F(6),(24 R)-3β-3-(acetyloxy)eupha-7,25-dien-24-ol(7),olibanumol J(8),myricarin B(9),aurantiamide acetate(10),viscumamide(11),N-benzoylphenylalaninyl-N-benzoylphenylalaninate(12),scopoletin(13),corchoionol C(14),indole-3-carboxylic acid methyl ester(15),3ξ-(1ξ-hydroxyethyl)-7-hydroxy-1-isobenzofuranone(16),p-hydroxybenzaldehyde(17)and 9,10-dihydroxyoctadecanoic acid(18).Eighteen compounds were isolated from E.atoto for the first time,except compounds 10,13,14 and 17 other compounds were isolated from Euphorbia for the first time too.Compound 1 was a new natural product.Compound 1 was a new natural product.Activity screening showed that 2 inhibited LPS-induced NO production in RAW 264.7 macrophages with IC_(50) at 24.81±1.58μmol/L(IC_(50) of positive control quercetin is 15.23±0.65μmol/L).