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化学学报
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化学学报 ›› 2000, Vol. 58 ›› Issue (4): 448-453. 上一篇    下一篇

研究论文

无C环青蒿素类似物的合成研究

易天;史震旦;秦东光;张瑜峰;伍贻康;李英;吴毓林   

  1. 中国科学院上海有机化学研究所.上海(200032);中国科学院生命有机化学国家 重点实验室;中国科学院上海药物研究所.上海(200031)
  • 发布日期:2000-04-15

Study on the synthesis of C-Nor-qinghaosu analogues

Yi Tian;Shi Zhendan;Qin Dongguang;Zhang Yufeng;Wu Yikang;Li Ying;Wu Yulin   

  1. Shanghai Inst Organ Chem., CAS.Shanghai(200032);Shanghai Inst Mat Med., CAS.Shanghai(200031)
  • Published:2000-04-15

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528

被引次数

9 | 4

以天然的(-)-香芹酮为原料，设计、合成了四种环状烯醇醚，它们是标题化合物的关键中间体，然而这些化合物出乎意料地与单线态氧不发生反应，仅为光氧化反应提供了有参考价值的经验积累，以(-)-薄荷醇为原料用同样方法则可合成得到化合物4的骨架化合物的混合物。

关键词: 青蒿素, 类似物, 环烯醚, 光氧化, 香芹酮, 薄荷醇

With natural (-)- carvone as starting material, we designed and synthesized altogether four cyclic enol ethers, the immediate precursors to the desired end products. These compounds exhibited entirely unexpected resistance to singlet oxygen, provding a valuable piece of previously unknown knowledge about the photosensitized oxidaion by molecula oxygen. The synthesis starting from (-) - menthol via a similar route as from (-)- carvone was successful, giving the corresponding C-nor-qinghaosu analogue as expected.

Key words: ARTEANNUIN, ANALOGUE, PHOTOOXIDATION, CARVONE, MENTHOL

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