天然产物研究与开发 ›› 2019, Vol. 31 ›› Issue (1): 75-80.doi: 10.16333/j.1001-6880.2019.1.012

• 研究简报 • 上一篇    下一篇

苏铁的化学成分研究

张秀琼1,2,3,耿长安1,2,陈兴龙1,2,李天泽1,2,张雪梅1,2,陈纪军1,2,3*   

  1. 1中国科学院昆明植物研究所 植物化学与西部植物资源持续利用国家重点实验室,昆明650201;2云南省天然药物化学重点实验室,昆明650201;3中国科学院大学,北京100049
  • 出版日期:2019-01-28 发布日期:2019-01-28
  • 基金资助:

    中国科学院百人计划;云岭学者人才项目

Chemical constituents from Cycas revoluta

ZHANG Xiu-qiong1,2,3,GENG Chang-an1,2,CHEN Xing-long1,2,LI Tian-ze1,2,ZHANG Xue-mei1,2,CHEN Ji-jun1,2,3*   

  1. 1State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming institute of Botany,Chinese Academy of Sciences,Kunming,650201;2Yunnan Key Laboratory of Natural Medicinal Chemistry,Kunming,650201,China; 3University of Chinese Academy of Science,Beijing 100049,China
  • Online:2019-01-28 Published:2019-01-28

摘要: 对苏铁(Cycas revoluta)的化学成分进行研究,采用多种色谱技术(硅胶、氧化铝和Sephadex LH-20等)从苏铁茎的乙酸乙酯部位分离得到16个化合物,其结构由HR-ESI-MS、1H和13CNMR等波谱学方法鉴定为5,6-去氢柳杉酚 (1)、cunningine A (2)、6-羟基-5,6-去氢柳杉酚 (3)、6α-羟基-7-氧代弥罗松酚 (4)、ligballinol (5)、xanthoxyol (6)、callislignan A (7)、(2R,3R)-bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-diacetate (8)、开环异落叶松脂醇 (9)、二氢山柰酚 (10)、4′-甲基木犀草素 (11)、5-methoxypinosylvin (12)、N-benzoylphenyl alaninol (13)、(E,4R)-4-hydroxy-4,5,5-trimethyl-3-(3-oxobut-1-enyl) cyclohex-2-enone (14)、3-hydroxy-5α,6α-epoxy-β-ionone (15)和acuminantin (16)。以上化合物均为首次从苏铁属植物中分离得到,其中化合物13和16为首次以天然产物报道。本研究还首次发现了苏铁属植物中含有松香烷型二萜类 (1~4) 和芪类 (12) 化合物。化合物11具有中等的体外α-葡萄糖苷酶抑制活性。

关键词: 苏铁, 化学成分, 松香烷型二萜, 芪类, &alpha, -葡萄糖苷酶

Abstract: Sixteen compounds were isolated from the stems of Cycas revoluta by various column chromatography involving silica gel,Al2O3,and Sephadex LH-20.Their structures were identified as 5,6-dehydrosugiol (1),cunningine A (2),6-hydroxy-5,6-dehydrosugiol (3),6α-hydroxy-7-oxoferruginol (4),ligballinol (5),xanthoxyol (6),callislignan A (7),(2R,3R)-bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-diacetate (8),secoisolariciresinol (9),dihydrokaempferol (10),4′-methylluteolin (11),5-methoxypinosylvin (12),N-benzoylphenyl alaninol (13),(E,4R)-4-hydroxy-4,5,5-trimethyl-3-(3-oxobut-1-enyl)cyclohex-2-enone (14),3-hydroxy-5α,6α-epoxy-β-ionone (15),and acuminantin (16) based on HR-ESI-MS,1H,and 13C NMR spectroscopic data.All the isolates were obtained from this genus for the first time,of which compounds 13 and 16 were firstly reported as the natural products.This is the first time to reveal abietane-type diterpenes (1-4) and stilbene (12) in this genus.Compound 11 showed moderate α-glucosidase inhibitory activity in vitro,with an inhibition rate of 52.51±2.63 % at the concentration of 198.00 μg/mL.

Key words: Cycas revoluta, chemical constituents, abietane-type diterpenes, stilbenes, α-glucosidase

中图分类号: 

R284.2