有机化学 ›› 2015, Vol. 35 ›› Issue (1): 70-84.DOI: 10.6023/cjoc201408038 上一篇    下一篇

综述与进展

黄酮醇类化合物的合成研究进展

梅青刚a,b, 袁伟成a, 王淳b   

  1. a 中国科学院成都有机化学研究所 成都 610041;
    b 中国科学院成都生物研究所 成都 610041
  • 收稿日期:2014-08-29 修回日期:2014-09-12 出版日期:2015-01-25 发布日期:2014-09-16
  • 通讯作者: 王淳 E-mail:wangchun@cib.ac.cn
  • 基金资助:

    国家自然科学基金(No. 21172214)资助项目.

Progress in the Synthesis of 3-Hydroxyflavones

Mei Qingganga,b, Yuan Weichenga, Wang Chunb   

  1. a Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041;
    b Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041
  • Received:2014-08-29 Revised:2014-09-12 Online:2015-01-25 Published:2014-09-16
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21172214).

黄酮醇即3-羟基黄酮, 是一类独特的黄酮化合物, 广泛存在于植物界中, 具有许多重要的生物活性和药理作用, 其化学合成研究一直备受关注. 综述了黄酮醇骨架的4种主要合成方法: Auwers法, 查尔酮氧化关环即Algar-Flynn- Oyamada (AFO)反应, Baker-Venkataraman法, 黄酮DMDO (3,3-二甲基双环氧乙烷)氧化法; 并对多羟基黄酮醇的区域选择性甲基化、异戊烯基化和糖苷化等衍生化方法进行了概述.

关键词: 黄酮醇, 合成, AFO反应, 衍生化, 区域选择性

Flavonols, also known as 3-hydroxyflavones, are a kind of unique flavonoids that widely distributed in the plant kingdom, and have been associated with a wide variety of biological activities and pharmaceutical applications. Four principal synthetic approaches to flavonol skeleton including Auwers synthesis, Algar-Flynn-Oyamada reaction (AFO), Baker-Venkataraman synthesis and flavone oxidation by 3,3-dimethyldioxirane (DMDO) are summarized. The regioselective methylation, prenylation and glycosylation of polyhydroxyl flavonols are presented as well.

Key words: flavonol, synthesis, AFO reaction, derivatization, regioselectivity