天然产物研究与开发 ›› 2021, Vol. 33 ›› Issue (6): 956-963.doi: 10.16333/j.1001-6880.2021.6.008

• 研究简报 • 上一篇    下一篇

宽叶金粟兰的化学成分研究

卞玉婷,陈芳有,黄伟明,张睿增,刘定平,双鹏程,罗永明*   

  1. 江西中医药大学药学院,南昌 330004
  • 出版日期:2021-06-28 发布日期:2021-07-02
  • 基金资助:
    国家自然科学基金(82060697);江西中医药大学博士科研启动基金(2018BSZR003)

Study on chemical constituents from the Chloranthus henryi

BIAN Yu-ting,CHEN Fang-you,HUANG Wei-ming, ZHANG Rui-zeng,LIU Ding-ping,SHUANG Peng-cheng,LUO Yong-ming*   

  1. School of Pharmacy,Jiangxi University of Traditional Chinese Medicine,Nanchang 330004,China
  • Online:2021-06-28 Published:2021-07-02

摘要:

为研究宽叶金粟兰(Chloranthus henryi Hemsl)的化学成分及部分化合物体外抗炎活性。本研究采用反复硅胶、ODS 、Sephadex LH-20凝胶等色谱技术进行分离纯化,通过NMR以及高分辨质谱等现代波谱学技术鉴定化合物的结构,并对部分化合物进行抑制脂多糖诱导RAW 264.7细胞释放NO活性的测定。从宽叶金粟兰的二氯甲烷部位中分离得到19个化合物,分别鉴定为:atractylenolid III(1)、(1E,4Z)-8-hydroxy-6-oxogermacra-1(10),4,7(11)-trieno-12,8-lactone(2)、curcuzederone(3)、curcolonol(4)、(1R,3S,5S,8S,10R)-14-acetylshizukanolide(5)、ent-8(9)-pimarene-20-hydroxy-16-nor-15-oic acid(6)、labda-8(17),13-dien-15,12R-olid-19-oic acid(7)、(11E)-(4S,5R,9S,10S)-15,16-bisnor-13-oxo-8(17),11-labdadien-19-ol(8)、14(15)-bisnor-13-oxolabd-8(17),11(E)-dien-19-oic acid(9)、guaianediol(10)、N-trans-cinnamoyltyramine(11)、N-benzoyl-L-phenylalaninyl-N-benzoyl-L-phenylalaninate(12)、N(N′-benzoyl-S-phenylala ninyl)-S-phenylalaninol benzoate(13)、N-2-phenylethylcinnamamide(14)、N-trans-cumaroiltiramina(15)、5,7,4′-trimethoxyflavanone(16)、2-propenoic acid-3-phenyl-methyl ester(17)、trans-cinnamic acid(18)、trans-p-hydroxycinnamic acid ethyl ester(19)。其中化合物5~19为首次从该种植物中分离得到,化合物7~101213为首次从金粟兰属植物中分离得到。在体外NO生成抑制活性测试发现,当浓度为10 μmol/L时,化合物2的NO抑制率为58.74%±8.17%,表现出较好的抗炎活性。

关键词: 宽叶金粟兰, 结构鉴定, 化学成分, 抗炎活性

Abstract:

To study the chemical constituents from the Chloranthus henryi and their anti-inflammatory activities in vitro,various column chromatography techniques such as column chromatography on silica gel,Sephadex LH-20 were used to isolate and purify compounds and their structures were identified by modern spectroscopy techniques including NMR and HR-MS spectroscopic data.Some compounds were evaluated for their inhibitory effects on lipopolysaccharide -induced nitric oxide production in RAW264.7 cells.Nineteen compounds were obtained from the dichloromethane extract from Chloranthus henryi and their chemical structures identified as atractylenolid III(1),(1E,4Z)-8-hydroxy-6-oxogermacra-1(10),4,7(11)-trieno-12,8-lactone(2),curcuzederone(3),curcolonol(4),(1R,3S,5S,8S,10R)-14-acetylshizukanolide(5),ent-8(9)-pimarene-20-hydroxy-16-nor-15-oic acid(6),labda-8(17),13-dien-15,12R-olid-19-oic acid(7),(11E)-(4S,5R,9S,10S)-15,16-bisnor-13-oxo-8(17),11-labdadien-19-ol(8),14(15)-bisnor-13-oxolabd-8(17),11(E)-dien-19-oic acid(9),guaianediol(10),N-trans-cinnamoyltyramine(11),N-benzoyl-L-phenylalaninyl-N-benzoyl-L-phenylalaninate(12),N(N′-benzoyl-S-phenylala ninyl)-S-phenylalaninol benzoate(13),N-2-phenylethylcinnamamide(14),N-trans-cumaroiltiramina(15),5,7,4′-trimethoxyflavanone(16),2-propenoic acid-3-phenyl-methyl ester(17),trans-cinnamic acid(18),trans-p-hydroxycinnamic acid ethyl ester(19.Compounds 5-19 were isolated form the species for the first time,among which compounds 7 -10,12 and 13 were obtained form genus Chloranthus Swartz for the first time.The in vitro nitric oxide (NO) production inhibitory tests of some compounds showed that compound 2 shows good anti-inflammatory activity with the NO inhibition rate of is 58.74%±8.17% at 10 μmol/L.

Key words: Chloranthus henryi Hemsl, structural identification, chemical composition, anti-inflammatory activity

中图分类号:  R284.2