O-取代苯基-O-(2-硬脂酰胺基)乙基-N,N-二(2-氯乙基)磷酰胺的合成和生物活性

Synthesis and Biological Activity of O-Substituted Phenyl O-2- Stearamidoethyl N,N-Bis(2-chloroethyl)-phosphoramidate

N-脂肪酰基乙醇胺(NAE)作为植物体内的一种内源物质,在调节植物生长方面起着重要作用.为了弥补其分子结构中长的脂肪链所带来的溶解性能以及在植物体内传导性能的缺陷,我们将N-硬脂酰乙醇胺(NAE18)引入氮芥磷酸酯中,合成了一系列标题化合物.在合成工作中发现:在NAE18与氮芥芳基磷酰氯的反应过程中,4-二甲氨基吡啶(DMAP)起着关键性的催化作用.在不加DMAP的相同实验条件下,反应不能进行.对所合成的标题化合物进行了植物生长调节和杀菌活性的测定,初步生测结果表明:经过结构修饰后,大多数目标化合物的活性相对NAE18有所增强,但有关生物活性仍有待进一步研究.

N-Acylethanolamine （NAE）, an endogenous substance of plants, plays important role in regulation of plant growth. To make up for its deficiency in solubility and transportation in vivo that is led by its long fatty chain, NAE18 was introduced into nitrogen mustard phosphorate and a series of title compounds were prepared. In the reaction of NAE18 with nitrogen mustard 4-dimethylaminopyridine （DMAP） played critical catalytic action. Under aryl phosphorochloridate, the same condition without DMAP, no reaction happened. The plant growth and antifungal bioactivities of title compounds were tested and the data suggested that after the structural modification most title compounds have better bioactivity than NAE18.