天然产物研究与开发 ›› 2023, Vol. 35 ›› Issue (1): 62-68.doi: 10.16333/j.1001-6880.2023.1.008

• 研究简报 • 上一篇    下一篇

高山蓍中的萜类成分及其降糖活性研究

段江婧1,2，薛金凤1，赵晨光1,2，潘浩   1,2，秦月鸽1,2，冯卫生1,2，吴   亚1,2*，薛贵民1,2*


  

  1. 1河南中医药大学药学院；2河南省中药开发工程技术研究中心，郑州 450046
  • 出版日期:2023-01-28 发布日期:2023-02-20
  • 基金资助:
    国家自然科学基金（82003606）；河南省科技攻关项目（212102311093）

Study on the terpenoids from Achillea alpina L. and their hypoglycemic activity 

DUAN Jiang-jing1,2,XUE Jin-feng1,ZHAO Chen-guang1,2,PAN Hao1,2,QIN Yue-ge1,2,FENG Wei-sheng1,2,WU Ya1,2*,XUE Gui-min1,2*   

  1. 1 School of Pharmacy,Henan University of Chinese Medicine;2The Engineering and Technology Center for Chinese Medicine Development of Henan Province,Zhengzhou 450046,China
  • Online:2023-01-28 Published:2023-02-20

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摘要：

研究高山蓍Achillea alpina L.全草中萜类成分及其降糖活性。采用ODS、Sephadex LH-20柱色谱和pre-HPLC等方法分离纯化，采用NMR、MS等波谱技术鉴定化合物的结构。从高山蓍的二氯甲烷部位中分离纯化得到13个单体化合物，分别是［3S-［3α,3aα,4α(Z),6α,6aα,9α,9aα,9bβ］］,2-butenoic acid,2-methyl-2,3,3a,4,5,6,6a,9,9a,9b-decahydro-6,6a,9-trihydroxy-3,6,9-trimethyl-2-oxoazuleno［4,5-b］furan-4-yl ester（1）、10β-hydroxyisodauc-6-en-14-al（2）、isodauc-6-ene-10β,14-diol（3）、aphanamol II（4）、ent-4(15)-eudesmene-1β,6α-diol（5）、12-羟基-α-香附酮（6）、1β-羟基-α-香附酮（7）、(E)-3,7,11-trimethyl-1,6,10-dodecatriene-3,5-diol（8）、2,6,10-trimethyl-3,6,11-dodecatriene-2,8,10-triol（9）、黑麦草内酯（10）、8-hydroxyphellandral（11）、(3R,6R,7E)-3-hydroxy-4,7-megastigmadien-9-one（12）、saniculamoid D（13）。化合物1~4、6、8和10~13为首次从该属植物中分离得到，化合物5、7和9为首次从植物高山蓍中分离得到。将化合物1~13在棕榈酸诱导的HepG2胰岛素抵抗细胞模型上进行细胞耗糖量的活性筛选，结果显示化合物5、9和10（50 μmol/L）具有良好的逆转胰岛素抵抗活性。

关键词: 高山蓍, 化学成分, 萜类, 降糖活性

Abstract:

To study the terpenoids constituents and their hypoglycemic activities from Achillea alpina L..The extract was separated and purified by column chromatography on ODS,Sephadex LH-20 column chromatography and pre-HPLC.The structures of the compounds 1-13 were identified by NMR,MS and other spectroscopic techniques.Thirteen compounds have been isolated and purified from dichloromethane extract of A. alpina,and they were identified as ［3S-［3α,3aα,4α(Z),6α,6aα,9α,9aα,9bβ］］,2-butenoic acid,2-methyl-2,3,3a,4,5,6,6a,9,9a,9b-decahydro-6,6a,9-trihydroxy-3,6,9-trimethyl-2-oxoazuleno［4,5-b］furan-4-yl ester（1）,10β-hydroxyisodauc-6-en-14-al（2）,isodauc-6-ene-10β,14-diol（3）,aphanamol II（4）,ent-4(15)-eudesmene-1β,6α-diol（5）,12-hydroxy-α-cyperone (6),1β-hydroxy-α-cyperone (7),(E)-3,7,11-trimethyl-1,6,10-dodecatriene-3,5-diol (8),2,6,10-trimethyl-3,6,11-dodecatriene-2,8,10-triol (9),loliolide (10),8-hydroxyphellandral (11),(3R,6R,7E)-3-hydroxy-4,7-megastigmadien-9-one (12),saniculamoid D (13).Compounds 1-4,6,8 and 10-13 were isolated from the Achillea genus for the first time.Compounds 5,7 and 9 were isolated from this plant for the first time.Glucose consumption was analyzed to investigate the effect of compounds 1-13 in palmitic acid-mediated HepG2-insulin resistance cell.The result showed that compounds 5,9 and 10 (50 μmol/L) exhibited strong reversal IR activity.

Key words: Achillea alpina L., chemical constituents, terpenoids, hypoglycemic activity

中图分类号:  R284.2 R285.5

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