天然产物研究与开发 ›› 2019, Vol. 31 ›› Issue (4): 643-647.doi: 10.16333/j.1001-6880.2019.4.014

• 研究简报 • 上一篇    下一篇

离舌橐吾中艾里莫酚烷型倍半萜类化学成分的研究

徐健龙,邹坤,杨迪,李文聪,乔婷,卢颖,程凡,王慧*   

  1. 三峡大学生物与制药学院 天然产物研究与利用湖北省重点实验室,宜昌 443002
  • 出版日期:2019-04-29 发布日期:2019-04-29
  • 基金资助:

    湖北省教育厅科学技术研究项目(Q20161207);天然产物研究与利用湖北省重点实验室(三峡大学)开放基金(NPRD-2018003);三峡大学人才科研启动基金(KJ2013B 069)

Eremophilane-type sesquiterpenoids from Ligularia veitchiana

XU Jian-long,ZOU Kun,YANG Di,LI Wen-cong,QIAO Ting,LU Ying,CHENG Fan,WANG Hui*   

  1. Hubei Key Laboratory of Natural Products Research and Development,College of Biological and Pharmaceutical Sciences,China Three Gorges University,Yichang 443002,China
  • Online:2019-04-29 Published:2019-04-29

摘要: 为分析菊科橐吾属植物离舌橐吾Ligularia veitchiana(Hemsl.)Greenm中艾里莫酚烷型倍半萜类的化学成分,并对其进行抗肿瘤活性研究,实验综合运用硅胶柱色谱、反相硅胶柱色谱以及制备型高效液相等色谱方法,从其根茎的95%乙醇提取物的乙酸乙酯部位中分离得到了13个艾里莫酚烷型倍半萜类化合物,根据化合物的理化性质及其波谱学数据鉴定为:eremophilenolide(1),eremophila-7(11),9-dien-8-one(2),eremophil-6-en-11-ol(3),8-oxo-eremophil-6-en-11-one(4),(6α,8α)-6-hydroxyeremophil-7(11)-en-12,8-olide(5),8β-hydroxyeremophil-7(11)-en-12,8α-olide(6),6β-hydroxy-8α-methoxyeremophil-7(11)-12,8β-olide(7),2α-hydroxyeremophil-11-en-9-one(8),6β-methoxy-8β-hydroxyeremophil-7(11)-en-12,8α-olide(9),6β-hydroxyeremophil-7(11)-en-12,8β-olide(10),6β-hydroxy-8β-methoxyeremophil-7(11)-12,8α-olide(11), 6β,8β-dihydroxyeremophil-7(11)-en-12,8α-olide(12)和6β,8α-dihydroxyeremophil-7(11)-en-12,8β-olide(13)。其中,化合物5和10、7和11~13为三对非对映异构体。除化合物3和5外,所有化合物均为首次从该植物中分离得到。运用MTT法对所有化合物进行体外抗肿瘤细胞活性的筛选,结果表明其对胃癌细胞HGC-27和宫颈癌细胞Caski均未显示细胞毒作用。

关键词: 离舌橐吾, 艾里莫酚烷, 倍半萜, 抗肿瘤

Abstract: To investigate eremophilane-type sesquiterpenoids from L.veitchiana,various chromatographic techniques,including silica gel column chromatography,ODS and preparative HPLC were used.The structures of the compounds were identified by means of spectroscopic and chemical data.As a result,13 eremophilane-type sesquiterpenoids were isolated from the 95% ethanol extract from Ligularia veitchiana and identified as eremophilenolide (1),eremophila-7(11),9-dien-8-one (2),eremophil-6-en-11-ol (3),8-oxo-eremophil-6-en-11-one (4),(6α,8α)-6-hydroxyeremophil-7(11)-en-12,8-olide (5),8β-hydroxyeremophil-7(11)-en-12,8α-olide (6),6β-hydroxy-8α-methoxyeremophil-7(11)-12,8β-olide (7),2α-hydroxyeremophil-11-en-9-one (8),6β-methoxy-8β-hydroxyeremophil-7(11)-en-12,8α-olide (9),6β-hydroxyeremophil-7(11)-en-12,8β-olide (10),6β-hydroxy-8β-methoxyeremophil-7(11)-12,8α-olide (11),6β,8β-dihydroxyeremophil-7(11)-en-12,8α-olide (12) and 6β,8α-dihydroxyeremophil-7(11)-en-12,8β-olide (13).Among them,compounds 5 and 10,7 and 11,12 and 13 are three pairs of diastereomers.Except for compound 3 and 5,all the above sesquiterpenoids were isolated from the plant for the first time.Cytotoxicities of all the compounds against cancer cell lines were evaluated in vitro by MTT assay,none of them showed significant growth inhibition of tumor cells HGC-27 and Caski.

Key words: L.veitchiana, eremophilane-type, sesquiterpenoid, anti-tumor

中图分类号: 

R284.1