有机化学 ›› 2010, Vol. 30 ›› Issue (07): 1026-1031. 上一篇    下一篇

研究论文

N-脂肪酰基-O-芳氧乙酰基乙醇胺的合成和生物活性

韩亮*1,李正名2,高建荣1,贾建洪1,盛卫坚1,李郁锦1   

  1. (1浙江工业大学绿色化学合成技术国家重点实验室培育基地 杭州 310014)
    (2南开大学元素有机化学研究所 天津 300071)
  • 收稿日期:2009-05-21 修回日期:2009-10-23 发布日期:2010-02-23
  • 通讯作者: 韩亮 E-mail:hanliang814@163.com

Synthesis and Bioactivity of N-(Fatty acid)-O-aryloxyacetyl- ethanolamine

Han Liang*1 Li Zhengming2 Gao Jianrong1 Jia Jianhong1 Sheng Weijian1 Li Yujing1   

  1. (1College of Chemical Engineering and Material Science, Zhejiang University of Technology, Hangzhou 310014) (2National Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071)
  • Received:2009-05-21 Revised:2009-10-23 Published:2010-02-23

N-脂肪酰乙醇胺(NAE)是植物体内微量存在的一类高活性脂肪胺. 为了改善NAE的溶解性能并进一步提高活性, 将芳氧乙酸和NAE结合到同一个分子中, 合成了一系列N-脂肪酰基-O-芳氧乙酰基乙醇胺, 并测试了生物活性. 生物活性结果表明大部分目标化合物促进油菜下胚轴伸长的活性优于母体化合物. 苯环上含取代基的衍生物的活性优于无取代基的衍生物, 其中苯环上有氯取代的化合物活性与传统的植物生长调节剂2,4-二氯苯氧乙酸相当.

关键词: N-脂肪酰乙醇胺, 芳氧乙酸, 合成, 生物活性

N-Fatty acyl ethanolamine (NAE), a minor, endogenous constituent in plant, is a kind of fatty amines with high bioactivity. To make up for its solubility deficiency and improve its bioactivity, this paper combined aryloxyacetic acids and NAE into the same molecule and prepared a series of N-(fatty acyl) - O-aryloxyacetyl-ethanolamines and tested their bioactivities. Comparing with the mother compound, most title compounds have better bioactivities for stimulating the hypocotyls elongation of rape. The bioactivities of title compounds bearing substituent benzene ring are better than that of those with unsubstituted benzene ring. Especially the chloro-substituted benzene derivatives have the comparable activities with the conventional plant growth regulator 2,4-dichlorophenoxyacetic acid.

Key words: N-acylethanolamine, aryloxyacetic acid, synthesis, bioactivity

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