SIOC English
化学学报
高级检索

化学学报 ›› 2009, Vol. 67 ›› Issue (3): 261-265. 上一篇    下一篇

研究论文

穿心莲内酯硫酸酯化反应体系中四个新的衍生物的分离与表征

许 卉*,a 王功富a 韩 飞a 刘 珂a 杨小玲b 唐春山b

  

  1. (a烟台大学药学院 烟台 264005)
    (b江西青峰药业有限公司 赣州 341000)
  • 投稿日期:2008-05-23 修回日期:2008-08-20 发布日期:2009-02-14

Isolation and Characterization of Four New Derivatives of Andrographolide from Sulfonation System

Xu, Hui *,a Wang, Gongfu a Han, Fei a Liu, Ke a
Yang, Xiaoling b Tang, Chunshan b
  

  1. (a School of Pharmacy, Yantai University, Yantai 264005)
    (b Qingfeng Pharm Co. Ltd., Ganzhou 341000)
  • Received:2008-05-23 Revised:2008-08-20 Published:2009-02-14

PDF

1265

被引次数

2 | 1

通过色谱方法, 从复杂的穿心莲内酯硫酸酯化反应体系中分离获得4个新的穿心莲内酯衍生物, 应用谱学方法进行了表征. 主要利用1H NMR, 13C NMR, DEPT, 1H-1H COSY, HSQC, HMBC及NOSEY等1D和2D NMR技术, 并通过与母体化合物NMR数据的对比分析, 鉴定这4个化合物分别为3,19-二羟基-8,11,13-赖百当三烯-15,16-内酯(1), 3-羟基-8,11,13-赖百当三烯-15,16-内酯-19-硫酸酯(2), 8,11,13-赖百当三烯-15,16-内酯-3,19-二硫酸酯(3), 3-羟基- 8(R)-12(S)-8(12)-环氧-13-赖百当烯-15,16-内酯-19-硫酸酯(4).

关键词: 穿心莲内酯, 硫酸酯化反应, 核磁共振谱, 表征

Four new derivatives of andrographolide were chromatographically isolated from its complicated sulfonation product mixture, and then characterized by spectroscopic methods. Together with 1D and 2D NMR technology, including 1H NMR, 13C NMR, DEPT, 1H-1H COSY, HSQC, HMBC and NOSEY, and comparison of the NMR data with those of the parent compound, the structures of all the four derivatives were elucidated as 3,19-dihydroxy-labdanum-8,11,13-trien-15,16-olide (1), 3-hydroxy-labdanum-8,11,13- trien-15,16-olide-19-sulfuric ester (2), labdanum-8,11,13-trien-15,16-olide-3,19-disulfuric ester (3), and 3-hydroxy-8(R)-12(S)-8(12)-epoxy-labdanum-13-en-15,16-olide-19-sulfuric ester (4), respectively.

Key words: andrographolide, sulfonating reaction, nuclear magnetic resonance, characterization