Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (2): 419-426.DOI: 10.6023/cjoc201807057 Previous Articles     Next Articles

ARTICLE

新型Pyrabactin类似物的设计、合成及种子萌发抑制活性

车传亮, 胡益敏, 丁珊珊, 肖玉梅, 李佳奇, 覃兆海   

  1. 中国农业大学理学院 北京 100193
  • 收稿日期:2018-07-31 修回日期:2018-08-25 出版日期:2019-02-25 发布日期:2018-10-12
  • 通讯作者: 覃兆海 E-mail:qinzhaohai@263.net
  • 基金资助:

    国家自然科学基金(No.21572265)资助项目.

Design, Synthesis and Inhibition Activity of Seed Germination of Novel Pyrabactin Analogs

Che Chuanliang, Hu Yimin, Ding Shanshan, Xiao Yumei, Li Jiqia, Qin Zhaohai   

  1. College of Science, China Agricultural University, Beijing 100193
  • Received:2018-07-31 Revised:2018-08-25 Online:2019-02-25 Published:2018-10-12
  • Contact: 10.6023/cjoc201807057 E-mail:qinzhaohai@263.net
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21572265).

In order to develop more stable abscisic acid (ABA) analogs, a novel type of sulfonamide compounds was designed based on the similar synthesis strategy using pyrabactin and 2',3'-benzo-iso-ABA (iso-PhABA) as precursors. Using 1-tetralone as raw material, 13 novel sulfonamides were synthesized by methylation, benzylic oxidation, hydrazone formation and sulfonamidation, and the reaction conditions of sulfonamidation were explored and optimized. The results of seed germination experiments showed that the target compounds exhibited different inhibition activities at a concentration of 50 μmol·L-1, and the inhibition rates of five compounds on Arabidopsis and lettuce seeds germination were greater than 50% and 40%, respectively. These results have important reference significance for the creation of new abscisic acid synthetic phytohormones.

Key words: pyrabactin analogs, sulfonamide, abscisic acid analogs, inhibition of seed germination, similar synthesis