有机化学 ›› 2019, Vol. 39 ›› Issue (2): 412-418.DOI: 10.6023/cjoc201807051 上一篇    下一篇

研究论文

灯盏花乙素半合成柳穿鱼叶苷研究

颜世强, 谢明现, 王玉杰, 李英霞   

  1. 复旦大学药学院 上海 201203
  • 收稿日期:2018-07-27 修回日期:2018-09-14 发布日期:2018-10-12
  • 通讯作者: 李英霞 E-mail:liyx417@fudan.edu.cn
  • 基金资助:

    国家自然科学基金(No.81773576)资助项目.

Research on the Semi-synthesis of Pectolinarin from Scutellarin

Yan Shiqiang, Xie Mingxian, Wang Yujie, Li Yingxia   

  1. School of Pharmacy, Fudan University, Shanghai 201203
  • Received:2018-07-27 Revised:2018-09-14 Published:2018-10-12
  • Contact: 10.6023/cjoc201807051 E-mail:liyx417@fudan.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 81773576).

柳穿鱼黄素及柳穿鱼叶苷作为中药大蓟中黄酮及黄酮苷类的代表性化合物,具有非常重要的生物活性.以商业易得的灯盏花乙素为原料,经羧基酯化、酚羟基选择性甲基化及糖苷键水解3步反应,以69.5%的总收率制备得到柳穿鱼黄素.随后,以得到的柳穿鱼黄素为糖基受体、全苯甲酰基保护的溴代芸香糖为糖基供体完成了柳穿鱼叶苷的化学合成.

关键词: 灯盏花乙素, 柳穿鱼黄素, 柳穿鱼叶苷, 黄酮类化合物, 半合成

As the representative flavonoid and flavonoid glycoside of Chinese medicine Cirsium japonicum, pectolinarigenin and pectolinarin have important bioactivities. In this paper, the efficient semi-synthesis of pectolinarigenin had been achieved starting from commercially available scutellarin via a linear reaction sequence of 3 steps with the overall yield of 69.5%, wherein carboxyl esterification, selective hydroxy protecting, and glycosidic bond hydrolyzation were used. Afterwards, the chemical synthesis of pectolinarin had been accomplished by the glycosylation of pectolinarigenin and benzobromorutinose.

Key words: scutellarin, pectolinarigenin, pectolinarin, flavonoids, semi-synthesis