Todoroki Yasushi, Sawada Masao, Matsumoto Miyuki, Tsukada Shigeko, Ueno Kotomi, Isaka Masatoshi, Owaki Mariko, Hirai Nobuhiro
Department of Applied Biological Chemistry, Faculty of Agriculture, Shizuoka University, Shizuoka 422-8529, Japan.
Bioorg Med Chem. 2004 Jan 15;12(2):363-70. doi: 10.1016/j.bmc.2003.10.048.
We synthesized 5'alpha,8'-cycloabscisic acid (CycloABA), a highly potent and long-lasting abscisic acid (ABA) analogue, by a different method from that reported before. CycloABA fed to radish seedlings had more metabolic tolerance than ABA. The major metabolite of CycloABA was the glucose conjugate, which was the minor metabolite of ABA. The 8'-hydroxylated metabolite and its cyclized isomer, which were major metabolites of ABA, were not found as metabolites of CycloABA. The present results suggest that the highly potent and long-lasting activity of CycloABA is caused by resistance to ABA 8'-hydroxylase, and that CycloABA is partially metabolized to the glucose conjugate by ABA glucosyltransferase.
我们采用与之前报道不同的方法合成了5'α,8'-环脱落酸(CycloABA),这是一种高效且持久的脱落酸(ABA)类似物。给萝卜幼苗施用CycloABA比施用ABA具有更高的代谢耐受性。CycloABA的主要代谢产物是葡萄糖共轭物,而这是ABA的次要代谢产物。未发现作为ABA主要代谢产物的8'-羟基化代谢产物及其环化异构体是CycloABA的代谢产物。目前的结果表明,CycloABA的高效和持久活性是由对ABA 8'-羟化酶的抗性引起的,并且CycloABA被ABA葡萄糖基转移酶部分代谢为葡萄糖共轭物。