有机化学 ›› 2001, Vol. 21 ›› Issue (12): 1112-1116. 上一篇    下一篇

研究论文

紫草萘醌类物质与巯基亲核试剂的反应研究

段志芳;黄志纾;卜宪章;谢文林;古练权   

  1. 中山大学化学与化学工程学院.广州(510275)
  • 发布日期:2001-12-25

Study on the reaction of natural naphthazarin compounds with thiol nucleophiles

Duan Zhifang;Huang Zhishu;Bu Xianzhang;Xie Wenlin;Gu Lianquan   

  1. Zhongshan Univ, North-China Univ of Electr Power.Guangzhou(510275)
  • Published:2001-12-25

从中药紫草中提取了其主要有效成分β,β-二甲基丙烯酰阿卡宁,研究了其与含巯基亲核试剂的反应,探讨了这类反应的作用机制。

关键词: 紫草, 迈克尔加成反应, 二甲基丙烯酰阿卡宁, 反应机理, 萘醌P, 中药, 巯基化合物, 亲核试剂

β, β-Dimethylacrylalkannin (1), a naphthazarin compound isolated from the root of Arnebia euchroma, reacts with 2-mercaptoethanol, ethanethiol and glutathione to afford products 2~8. It is concluded that nucleophiles add to the side chain (1'-C) via a reductive alkylation and to the quinone ring via an oxidative Michael addition.

Key words: LITHOSPERMUM ERYTHRORRHIZON, MICHAEL ADDITION REACTION, REACTION MECHANISM, NAPHTHQUINONE P, CHINESE DRUG, MERCAPTO COMPOUNDS, NUCLEOPHILIC REAGENTS

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