有机化学 ›› 2000, Vol. 20 ›› Issue (3): 361-366. 上一篇    下一篇

研究论文

四川九节龙中新四糖三萜皂苷结构和核磁共振研究

缪振春;冯锐;周永新;李光玉;张清华   

  1. 军事医学科学院毒物药物研究所.北京(100Act);国家生物医学分析中心;华西 医科大学药学院.成都(610044)
  • 发布日期:2000-06-25

NMR and chemical structure of a new saponin from Jiu Jiujlong (Ardisea pusilla)

Miao Zhenchun;Feng Rui;Zhou Yongxin;Li Guangyu;Zhang Qinghua   

  1. Institute of Pharmacology and toxicology Academy of Military Med. Beijing(100Act);W China Univ Med Sci, Sch Pharm.Chengdu(610044)
  • Published:2000-06-25

从四川九节龙(ArdiseapusillaA.DC)的正丁醇提取物中分得一个三萜皂苷。经过测定,它为:3-O-[β-D-吡喃葡萄糖(1→2)][α-L-吡喃鼠李糖(1→3)-β-D-吡喃葡萄糖(1→3)]-α-L-吡喃阿拉伯糖-仙客来亭A,为一新四糖皂苷(1)。糖体间和糖体与苷元间的连接顺序和连接位置采用一维SEMDY和旋转坐标NOE差谱核磁共振新技术相结合的方法进行了研究。结果表明,这一方法用于测定寡糖链结构具有准确、简便、快速等特点,对化合物不需要进行化学降解或衍生化,糖基的重叠^1HNMR信号可以分辨和正确指定。

关键词: 四川, 九节龙, 糖链结构, 紫金牛属, 三萜皂苷, 中草药, 核磁共振

A new triterpenoid saponin has been isolated from Ardisea pusilla A. D C, which possesses improved immunological and antitumor activity. Its structure is deduced as 3-O-[α-L-(rhamno-pyranosyl-(1→3)-β -D- lucopyranosyl-(1→3)][β-D-glucopyranosyl(1→2)]-α -L- arabinopyranosyl cyclamiretin A. The results obtained show that the chemical structure of oligosaccharide chains of the saponin could be elucidated by using the techniques of 1D-SEMDY and NOE difference spectroscopy in rotating frame, without recourse to chemical degration or modification. Complete assignments of severely overlapping proton resonances of the sugar residues were achieved. The sites of glycosylation and the sequence of sugars in the glycoside can be determined unambiguously.

Key words: SICUAN, ARDISIA, TRADITIONAL CHINESE MEDICINAL HERBS, NUCLEAR MAGNETIC RESONANCE

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