有机化学 ›› 2015, Vol. 35 ›› Issue (5): 1052-1059.DOI: 10.6023/cjoc201409042 上一篇    下一篇

研究论文

植物酶催化组合合成黄酮及4-羟基-δ-内酯类化合物

莫婷a,b, 王娟a,b, 高博闻a,b, 张乐a,b, 刘晓a, 王晓晖a, 屠鹏飞a, 史社坡a   

  1. a 北京中医药大学中药现代研究中心 北京 100029;
    b 北京中医药大学中药学院 北京 100102
  • 收稿日期:2014-09-25 修回日期:2014-12-25 发布日期:2015-01-07
  • 通讯作者: 屠鹏飞, 史社坡 E-mail:pengfeitu@163.com;shishepo@163.com
  • 基金资助:

    教育部新世纪优秀人才支持计划(No.NCET-11-0604)、北京市自然科学基金(No.5132022)、北京中医药大学自主选题(No.2014-JYBZZ-XS-091)资助项目.

Combinatorial Synthesis of Flavonoids and 4-Hydroxy-δ-lactones by Plant-Originated Enzymes

Mo Tinga,b, Wang Juana,b, Gao Bowena,b, Zhang Lea,b, Liu Xiaoa, Wang Xiaohuia, Tu Pengfeia, Shi Shepoa   

  1. a Modern Research Center for Traditional Chinese Medicine, Beijing University of Chinese Medicine, Beijing 100029;
    b School of Chinese Material Medica, Beijing University of Chinese Medicine, Beijing 100102
  • Received:2014-09-25 Revised:2014-12-25 Published:2015-01-07
  • Supported by:

    Project supported by the Program for New Century Excellent Talents in University (No.NCET-11-0604), the Beijing Natural Science Foundation (No.5132022) and the Independent Subject of Beijing University of Chinese Medicine (No.2014-JYBZZ-XS-091).

以黄酮类化合物生物合成过程中的两个关键酶: 4-香豆酰辅酶A连接酶(4-coumarate coenzyme A ligase, 4CL)和查尔酮合成酶(chalcone synthase, CHS)为工具酶, 探讨酶催化组合合成在合成“非天然的天然产物”群(库)中的应用. 结果发现在4CL和CHS的共同作用下, 仅利用8个简单的有机酸就可以产生包括8个黄酮类似物、16个4-羟基-δ-内酯和1个苄基丙酮共计25个“非天然的天然产物”群, 为构建结构多样的小分子化合物群(库)提供方法学参考.

关键词: 植物聚酮合成酶, 非天然的天然产物, 4-香豆酰辅酶A连接酶, 黄酮, 4-羟基-δ-内酯

4-Coumarate coenzyme A ligase (4CL) and chalcone synthase (CHS), the two pivotal enzymes involved in the biosynthesis of flavonoids were applied to combinatorially synthesize varied unnatural natural products. As result, 25 unnatural natural products including eight flavonoid analogues, 16 4-hydroxy-δ-lactones and one benzalacetone were synthesized by 4CL and CHS. The synthetic methodology would be useful for the construction of library of structurally diverse of small molecules.

Key words: plant polyketide synthases, unnatural natural products, 4-coumarate coenzyme A ligase, flavonoids, 4-hydroxy-δ-lactones