新型Pyrabactin类似物的设计、合成及种子萌发抑制活性

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

为了开发结构更为稳定的脱落酸脱落酸(ABA)类似物,以Pyrabactin和2',3'-benzo-iso-ABA(iso-PhABA)为先导,利用类同合成的策略设计了一类新型的磺酰胺类化合物.以1-四氢萘酮为原料,经过羰基α位的甲基化、苄位氧化、羰基腙化和磺酰胺化四步,合成了13个结构新颖的磺酰胺类化合物,并对磺酰胺化的反应条件进行了探索优化.抑制种子萌发的生测结果表明,在浓度为50 μmol·L^-1时,目标化合物具有不同程度的抑制活性,其中有5个化合物对拟南芥和莴苣种子萌发的抑制率分别大于50%和40%.该结果对于新型脱落酸类合成植物激素的创制具有一定的借鉴意义.

yrabactin 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.