NATURAL PRODUCT RESEARCH AND DEVELOPMENT ›› 2022, Vol. 34 ›› Issue (3): 390-398. doi: 10.16333/j.1001-6880.2022.3.005

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Study on phthalides components from the stems and leaves of Ligusticum chuanxiong

TANG Fei1,YAN Hong-ling1,YANG Li3,SUN Jia-yi2,HU Chang-jiang1,3,PENG Cheng1,AO Hui2*,TAN Yu-zhu1*   

  1. 1State Key Laboratory of Characteristic Chinese Medicine Resources in Southwest China,School of Pharmacy,Chengdu University of Traditional Chinese Medicine;2Innovative Institute of Chinese Medicine and Pharmacy,School of Pharmacy,Chengdu University of Traditional Chinese Medicine,Chengdu 611137,China;3Key Laboratory of Quality Control and Efficacy Evaluation of Traditional Chinese Medicine Formula Granules,Sichuan Neo-Green Pharmaceutical Technology Development Co.,Ltd.,Pengzhou 611930,China
  • Online:2022-03-28 Published:2022-03-29

Abstract:

To study on the phthalides with vasodilating activity of stems and leaves from Ligusticum chuanxiong.The compounds were isolated and purified by MCI,silica gel.etc.Finally,fifteen phthalides were isolated and identified,such as diangeliphthalide A (1),chaxiongnolide D (2),asepoxyligustilide (3),5-hydroxy-3-butylene-phthalide (4),senkyunolide B (5),3-butylidene-7-hydroxyphthalide (6),Z-ligustilide (7),Z-6-hydroxyl-7-methoxyligustilide (8),chuanxiongnolide B (9),levistolide A (10),tokinolideB (11),(3S,3aR)-3-hydroxyethyl-3a,4,5,6-tetrahydrophthalide (12),(3S,3aR,10R)- (-)-10-hydroxyphenylphthalide (13),senkyunolide F (14),neodiligustilide (15).Compounds 1,2,8,12,13 and 15 were firstly isolated from the L. chuanxiong.All tested compounds showed vasodilation in rat thoracic aortic rings.The vasodilation rate of compounds 1,10 and 15 were 65%,73%and 93%at the highest concentrations (12 μM) (P < 0.01),respectively and EC50 were 8.81,8.23,6.2 μM,respectively.In addition,compound 15 (20 μM) significantly inhibited intracellular calcium concentration.The structure-activity analysis showed that hydroxyl substitution had significant effect on the vasodilative activity of phthalides.More importantly,it was found in the activity of compound 1 that enantiomeric (±)>enantiomeric (-)>enantiomeric (+).

Key words: Stem and leaf of Ligusticum chuanxiong, stem and leaf, phthalides, vasodilatation, structure-activity relationship

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