高等学校化学学报

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水杨酸类糖酯化合物的合成及其生物活性

臧洪俊1, 李正名2, 倪长春3, 沈宙3, 范志金2, 刘秀峰2   

    1. 天津工业大学材料科学与化学工程学院, 改性与功能纤维天津市重点实验室, 天津 300160;
    2. 南开大学元素有机化学研究所, 元素有机化学国家重点实验室, 天津 300071;
    3. 国家南方农药创制中心上海基地, 上海 200032
  • 收稿日期:2005-09-28 修回日期:1900-01-01 出版日期:2006-10-10 发布日期:2006-10-10
  • 通讯作者: 李正名

Synthesis and Bioactivity of Salicylic Acid Saccharide Carboxylate

ZANG Hong-Jun1, LI Zheng-Ming2, NI Chang-Chun3, SHEN Zhou3, FAN Zhi-Jin2, LIU Xiu-Feng2   

    1. Tianjin Municipal Key Laboratory of Fiber Modification & Functional Fiber, School of Material Science and Chemistry Engineering, Tianjin Polytechnic University, Tianjin 300160, China;
    2. State Key Labortary of Elementoorganic Chemisty, Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China;
    3. Shanghai Branch of National Pesticide R & D South Center, Shanghai 200032, China
  • Received:2005-09-28 Revised:1900-01-01 Online:2006-10-10 Published:2006-10-10
  • Contact: LI Zheng-Ming

摘要: 将水杨酸及乙酰水杨酸分别与溴代糖作用, 合成了10个水杨酸类糖酯化合物. 所有化合物经元素分析和1H NMR确认了其结构, 并证明产物为β-构型, 反应具有立体专一性. 生物活性初步测定结果表明, 该类化合物具有一定的诱导活性, 且一些化合物的诱导活性好于水杨酸.

关键词: 水杨酸, 乙酰水杨酸, 糖酯, 植物诱导抗性, 生物活性

Abstract: The plant activators such as salicylic acid and acetosalicylic act as a regulary molecue in plants which can stimulate the biosynthesis of phytoalexin to inhibit the growth of micobial patogens. In order to investigate the synergic effect of the glucose and salicylic acid, ten new glycosyl esters of salicylic acid were synthesized by the reaction of salicylic acid and acetosalicylic acid with acetylated glycosyl bromide. The structures were confirmed by elemental analysis and 1H NMR. The 1H NMR spectra showed that they were β-isomer. Bioassay results indicate that several compounds show a better induced activity against pathogen infection than salicylic acid.

Key words: Salicylic acid, Acetosalicylic acid , Acetyl glycosyl esters, Induced resistance, Bioactivity

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