化学学报 ›› 1975, Vol. 33 ›› Issue (1): 57-60. 上一篇    下一篇

论文

华中五味子的研究 Ⅰ.有效成分五味子酯甲的分离与结构

方圣鼎, 黄梅芬, 刘嘉森, 商耀良, 徐任生   

  1. 上海药物研究所
  • 投稿日期:1974-06-20 发布日期:2013-06-03

STUDIES ON THE CONSTITUENTS OF HUA-ZHONG-WU-WEI-ZI (SCHISANDRA SPHENANTHERA REHD ET WILS)Ⅰ. THE ISOLATION AND STRUCTURE OF SCHISANTHERIN A.

FANG SHENG-DIN, HUANG MEI-FEN, LIU JIA-SEN, OAO YAO-LIANG, HSU JEN-SHENG   

  1. Shanghai Institute of Materia Medica
  • Received:1974-06-20 Published:2013-06-03

从华中五味子果实中分离得一新木质素酯类化合物,定名为五味子酯甲.根据药理及初步临床试验结果表明五味子酯甲是此植物中抗病毒性肝炎的有效成分之一.五味子酯甲经质谱及元素分析确证其分子式为C30H32O9.此化合物经10%氢氧化钾甲醇溶液处理得理论量的相应羟基化合物五味子醇甲(C23H28O8)及苯甲酸.经紫外光谱、红外光谱、核磁共振谱及质谱测定,证明五味子酯甲及五味子醇甲的结构分别为Ⅰa及Ⅰb.应用双照射实验及分子内核Overhauser效应测定,进一步确定了五味子酯甲中各功能基团的位置及构象,如Ⅱ所示.

A new lignan, named schisantherin A, has been isolated from the fruits of Hua-Zhong-Wu-Wei-Zi(Schisarndra sphenanthera Rehd et Wils) (Magnoliaceae).According to the pharmacological and preliminary clinical findings, the schisantherin A is one of the antihepatotoxic principle of this plant.It is a lignan unknown so far.The molecular formula of schisantherin A is found to be C30H32O9 by mass spectroscopit and elementary analyses.When treated with 10% potassium hydroxide in methanol, it was converted into the corresponding hydroxy compound, schisantherinol A (C23H28O8) and benzoic acid in high yields.By taking advantage of UV, IR,NMR and mess spectroscopy, the structures of the two compounds, schisantherin A and schisantherinol A, are shown to be Ⅰa and Ⅰb respectively.Finally, the structure including the positions of all of the functional groups and conformation of sohisantherin A is established by double resonance experiments and measurements of intramolecular nuclear Overhauser effects (NOE).The resints are shown in Ⅱ.