Synthesis and biological evaluation of novel azole derivatives as selective potent inhibitors of brassinosteroid biosynthesis
作者:Kazuhiro Yamada、Osamu Yajima、Yuko Yoshizawa、Keimei Oh
DOI:10.1016/j.bmc.2013.03.006
日期:2013.5
Brassinosteroids (BRs) are phytohormones that control several important agronomic traits, such as flowering, plant architecture, seed yield, and stress tolerance. To manipulate the BR levels in plant tissues using specific inhibitors of BR biosynthesis, a series of novel azole derivatives were synthesized and their inhibitory activity on BR biosynthesis was investigated. Structure–activity relationship
油菜素类固醇(BRs)是控制几种重要农艺性状的植物激素,例如开花,植物结构,种子产量和胁迫耐受性。为了利用BR生物合成的特异性抑制剂来控制植物组织中的BR水平,合成了一系列新型的唑衍生物,并研究了它们对BR生物合成的抑制活性。结构-活性关系研究表明,2 RS,4 RS -1- [4-(2-烯丙氧基苯氧基甲基)-2-(4-氯苯基)-[1,3]二氧戊环-2-基甲基] -1 H- [1, 2,4]三唑(G 2)是BR生物合成的高选择性抑制剂,IC 50值约为46±2 nM,这是迄今为止观察到的最有效的BR生物合成抑制剂。使用赤霉素(GA)生物合成突变体和BR信号突变体分析该合成系列的作用机理表明,主要的作用部位是BR生物合成。将BR生物合成中间体喂入经过化学处理的拟南芥幼苗的实验表明,该合成系列的目标位点是CYP90,它们负责菜油甾醇的C-22和/或C-23羟基化作用。