化学学报 ›› 1989, Vol. 47 ›› Issue (8): 771-774. 上一篇    下一篇

研究论文

青蒿素及其一类物的结构和合成 XXIII: 脱氧青蒿素碱降解产物内酯构型的测定

许杏祥;朱杰;张联;周维善   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1989-08-15

Studies on the structure and syntheses of arteannuin and related compounds XXIII: The lactone configuration of the deoxyarteannuin degradation product

XU XINGXIANG;ZHU JIE;ZHANG LIAN;ZHOU WEISHAN   

  • Published:1989-08-15

本文根据具有双氢青蒿乙素这类结构的化合物, 其内酯构型和内酯羰基α-位氢的化学位移间存在的经验性规律, 推定了脱氧青蒿素碱降解产物的内酯构型应为β-顺式内酯构型2, 并通过合成此降解产物加以证实, 同时讨论了降解产物形成的机理。

关键词: 内酯, 化学位移, 青蒿素, 环氧化物, 构型, 降解产物

An empirical rule between the lactone configuration and the chem. shift of a-position hydrogen of lactone carbonyl (i.e. 11-Ha) in a series of dihydroarteannuin B compounds was proposed. On the basis of this rule, the lactone configuration of deoxyarteannuin degradation product I was assigned as b-cis, which was further proved by its synthesis. The reaction mechanism was also discussed.

Key words: LACTONES, CHEMICAL SHIFT, ARTEANNUIN, EPOXIDE, CONFIGURATION, DEGRADATION PRODUCTS

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