天然产物研究与开发 ›› 2017, Vol. 29 ›› Issue (8): 1270-1276.doi: 10.16333/j.1001-6880.2017.8.002

所属专题: No.4

• 研究论文 • 上一篇    下一篇

川黄柏果实中的化学成分及抗肿瘤活性

晏晨1,张云东1,王星慧2,骆衡2*   

  1. 1 安顺市人民医院,安顺 561000;2贵州省中国科学院天然产物化学重点实验室,贵阳 550002
  • 出版日期:2017-08-28 发布日期:2017-08-28

Chemical Constituents and Anti-tumor Activity from the Fruits of Phellodendronchinense Schneid

YAN Chen1,ZHANG Yun-dong1,WANG Xing-hui2,LUO Heng2*   

  1. 1 An Shun City People’s Hospital,Anshun 561000,China; 2 Key Laboratory of Chemistry for Natural Product of Guizhou Province and Chinese Academy of Science,Guiyang 550002,China
  • Online:2017-08-28 Published:2017-08-28

摘要: 通过应用多种色谱方法从川黄柏果实的乙醇提取物中分离得到10个单体化合物,运用现代波谱技术鉴定了它们的结构,分别为:23-aldehyde-tirucall-7-ene-3-one(1)、(23R,24S)-21-oxomelianodiol(2)、3β,22S-dihydroxy-tirucalla-7,24-dien-23-one(3)、21,23-lactone-24,25 dihydroxy-tirucall-7-ene-3-one(4)、Aphagranins F(5)、24,25-epoxy-tirucall-7-ene-3,23-dione(6)、木栓酮(Friedelin,7)、吴茱萸次碱(Rutaecarpine,8)、反,反,顺-2,4,8-N-异丁基十四碳三烯酰胺(9)、7-脱甲基软木花椒素(7-Demethylsuberosin,10)。其中化合物1新的天然产物,2-5、7系首次从该植物中分离得到。体外抗肿瘤活性表明,化合物3对乳腺癌MDA细胞的增殖具有较好的抑制作用,化合物5对白血病K562细胞的生长具有较好的抑制作用,其IC50分别为7.38(±3.24)μmol/L、3.86(±2.71)μmol/L。

关键词: 川黄柏, 化学成分, 果实, 结构鉴定

Abstract: Ten compounds were obtained from the ethanol extract of the fruits of Phellodendron chinense Schneid by applying various chromatographic techniques.Their structures were elucidated and identified as 23-aldehyde-tirucall-7-ene-3-one (1),(23R,24S)-21-oxomelianodiol (2),3β,22S-dihydroxy-tirucalla-7,24-dien-23one (3),21,23-lactone-24,25 dihydroxy-tirucall-7-ene-3-one (4),Aphagranins F (5),24,25-epoxy-tirucall-7-ene-3,23-dione(6),Friedelin (7),Rutaecarpine (8),(2E,4E,8Z)-N-isobutyl tetradecatrienamide (9),7-Demethylsuberosin (10) respectively,based on the spectral data.Among them,compound1 were new natural products,2-5,7 were obtained from the fruits of P.chinense for the first time.Compound 3 and 5can inhibit the proliferation of MDA and K562 cells,respectively,their IC50 were 7.38 (± 3.24) μmol/L,3.86 (± 2.71) μmol/L,accordingly.

Key words: Phellodendronchinense Schneid, chemical constituents, fruits, structural elucidation