Chinese Journal of Organic Chemistry >
Design, Synthesis and Inhibition Activity of Seed Germination of Novel Pyrabactin Analogs
Received date: 2018-07-31
Revised date: 2018-08-25
Online published: 2018-10-12
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.
Che Chuanliang , Hu Yimin , Ding Shanshan , Xiao Yumei , Li Jiqia , Qin Zhaohai . Design, Synthesis and Inhibition Activity of Seed Germination of Novel Pyrabactin Analogs[J]. Chinese Journal of Organic Chemistry, 2019 , 39(2) : 419 -426 . DOI: 10.6023/cjoc201807057
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