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学科主题: 生命有机化学
题名: Synthesis, iron(II)-induced cleavage and in vivo antimalarial efficacy of 10-(2-hydroxy-1-naphthyl)-deoxoqinghaosu (-deoxoartemisinin)
其他题名: 10-(2-羟基-1-奈基)-脱氧青蒿素的合成, 亚铁诱导的裂解及体内抗疟活性
作者: Wang DY(王东业) ; Wu YK(伍贻康) ; Wu YL(吴毓林) ; Li Y(李英) ; Shan F(山峰)
通讯作者: 伍贻康 ; 吴毓林 ; 李英
刊名: J. Chem. Soc.-Perkin Trans. 1
发表日期: 1999-01-01
页: 1827-1831
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所生命有机国家开放实验室; 上海药物所
英文摘要: A convenient methodology for attaching an acid-stable UV chromophore onto the qinghaosu (artemisinin) framework with readily available dihydroqinghaosu acetate as the starting material is presented. The resulting derivatives of deoxoqinghaosu may be used as a sensitive probe in the mechanistic and biological/pharmacological investigations. As the first application of the present methodology, naphth-2-ol is attached to qinghaosu nucleus through a carbon-carbon single bond by a boron trifluoride-catalyzed Friedel-Crafts alkylaiton. A previously undetected reacemizaiton at C-9 mediated by an enol ethyer under the reaction conditions (BF=3.Oet=2,CH=2.Cl2)that have been widely used for preparing C-10 derivatives of dihydroqinghaosu is obsered. The knowledgegainedfrom the present work may assist the rational design of new trioxane-type antimalarial agents.
语种: 英语
相关网址: 查看原文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/13950
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
Wang DY,Wu YK,Wu YL,et al. Synthesis, iron(II)-induced cleavage and in vivo antimalarial efficacy of 10-(2-hydroxy-1-naphthyl)-deoxoqinghaosu (-deoxoartemisinin)[J]. J. Chem. Soc.-Perkin Trans. 1,1999:1827-1831.
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