NATURAL PRODUCT RESEARCH AND DEVELOPMENT ›› 2023, Vol. 35 ›› Issue (1): 62-68.doi: 10.16333/j.1001-6880.2023.1.008

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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

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

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