毛冬青中木脂素类化学成分的分离与鉴定

Isolation and identification of lignans chemical constituents from Ilex pubescens Hook.Et Arn.

目的研究毛冬青中木质素类化学成分。方法采用硅胶柱色谱法、ODS柱色谱法、Sephedax LH-20柱色谱法、薄层色谱法及高效液相色谱法等方法对毛冬青体积分数70%乙醇提取物进行分离纯化,并根据理化性质及波谱数据鉴定分离得到化合物。结果分离得到10个木脂素类化合物,经鉴定分别为(7R,7′R,7″R,8S,8′S,8″S)-4′,4″-dihydroxy-3,3′,3″,5-tetramethoxy-7,9′:7′,9-diepoxy-4,8″-oxy-8,8′-sesquineolignan-7″,9″-diol(1)、erythro-(7S,8R)-1-(4-hydroxy-3-methoxyphenyl)-2-{4-[(E)-3-hydroxy-1-propenyl]-2-methoxyphe-noxy}-1,3-propanediol(2)、erythro-(7R,8S)-1-(4-hydroxy-3-methoxyphenyl)-2-{4-[(E)-3-hydroxy-1-propenyl]-2-methoxyphe-noxy}-1,3-propanediol(3)、erythro-(7R,8S)-guaiacylglycerol-β-coniferyl aldehyde ether(4)、erythro-(7S,8R)-guaiacylglycerol-β-coniferyl aldehyde ether(5)、Vladinol D(6)、7S,8R-dihydrodehydroconiferyl alcohol(7)、(-)-丁香酯素[(-)-syringaresinol,8]、(-)-杜仲树脂酚[(-)-medioresinol,9]、(+)-环橄榄树脂素[(+)-cyclo-olivil,10]。结论化合物1~7为首次从冬青属植物中分离得到。

Objective To study the chemical constituents from Ilex pubescens Hook. Et Am.. Methods The compounds were isolated and purified by chromatographic methods such as silica gel, ODS, Sephadex LH- 20,TLC and HPLC from 70% ethanol extract of Ilex pubescens Hook. Et Am.. The structures were identified on the basis of physico-chemical properties and spectral data. Results Ten Ugnans were isolated. The structures of them were identified as （ 7R, 7＇ R, 7＂ R, 8S, 8＇ S, 8＂ S）-4＇, 4＂-dihydroxy-3,3＇, 3＂, 5- tetrarnethoxy-7,9＇ ： 7＇, 9-diepoxy-4, 8＂-oxy-8,8＇-sesquineolignan-7＂, 9＂-diol （ 1 ）, erythro-（ 7S, 8R ） -1 -（ 4- hydroxy-3-methoxyphenyl） -2- { 4-[ （E） -3-hydroxy-l-propenyl ] -2-methoxyphe-noxy } -1,3-propanediol （ 2 ）, erythro-（ 7R, 8S ）-1-（ 4-hydroxy-3-methoxyphenyl ）-2-{ 4-[ （ E ）-3-hydroxy-l-propenyl ]-2-methoxyphe- noxy / -1,3-propanediol （ 3 ）, erythro- （7R, 8S） -guaiacylglycerol-/3-coniferyl aldehyde ether （ 4 ）, erythro- （7 S, 8R）-guaiacylglycerol-fl-coniferyl aldehyde ether （5）, Vladinol D （6）, 7S, 8R-dihydrodehydroconiferyl alcohol （ 7 ）, （ - ）-syringaresinol （ 8 ）, （ - ） -medioresinol （ 9 ）, （ ＋ ）-cyclo-olivil （ 10 ）, respectively. Conclusions Compounds 1 -7 are obtained from genus Ilex for the first time.