有机化学 ›› 2016, Vol. 36 ›› Issue (12): 2928-2932.DOI: 10.6023/cjoc201606016 上一篇    下一篇

研究论文

(±)-Galbulin和(±)-8,8'-epi-aristoligone的全合成

王扣a, 秦红波b, 李明明c   

  1. a 昆明医科大学药学院暨云南省天然药物药理重点实验室 昆明 650500;
    b 中国科学院昆明植物研究所 植物化学及西部植物资源持续利用国家重点实验室 昆明 650204;
    c 云南白药集团创新研发中心 昆明 650111
  • 收稿日期:2016-06-11 修回日期:2016-07-20 发布日期:2016-08-22
  • 通讯作者: 李明明 E-mail:lmm_xiaobai@126.com
  • 基金资助:

    云南省科技厅-昆明医科大学应用基础研究联合专项(No. 2014FB014)资助项目.

Total Synthesis of (±)-Galbulin and (±)-8,8'-Epi-aristoligone

Wang Koua, Qin Hongbob, Li Mingmingc   

  1. a School of Pharmaceutical Science and Yunnan Key Laboratory of Pharmacology for Natural Products, Kunming Medical University, Kunming 650500;
    b State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204;
    c Yunnan Baiyao Group Innovation and R & D Center, Kunming 650111
  • Received:2016-06-11 Revised:2016-07-20 Published:2016-08-22
  • Supported by:

    Project supported by the Special Fund of the Applied Basic Research Plan of Yunnan Provincial Science and Technology Department-Kunming Medical University (No. 2014FB014).

(±)-galbulin和(±)-8,8'-epi-aristoligone属于苯代四氢萘型木脂素类化合物,具有广泛的生物活性.以3,4-二甲氧基苯乙酸为起始原料,采用Horner-Wadsworth-Emmons反应和Friedel-Crafts反应为关键步骤,经8步得到了(±)-galbulin,并通过将(±)-galbulin苄位氧化得到(±)-8,8'-epi-aristoligone.该法操作简单,路线较短,为苯代四氢萘型木脂素化合物的合成提供了参考.

关键词: galbulin, aristoligone, 全合成

(±)-Galbulin and (±)-8,8'-epi-aristoligone belong to cyclolignan family, and exhibit varieties of bioactivities. Using Horner-Wadsworth-Emmons and Friedel-Crafts reactions as key steps, galbulin has been successfully synthesized in eight steps from 3,4-dimethoxy-phenylacetic acid, and (±)-8,8'-epi-aristoligone was obtained by oxidation of (±)-galbulin. The method is simple and easy to operate, which provides a reference for the synthesis of cyclolignan compounds.

Key words: galbulin, aristoligone, total synthesis