高等学校化学学报

高等学校化学学报 ›› 2006, Vol. 27 ›› Issue (2): 254.

• 研究论文 • 上一篇    下一篇

水杨酸葡聚七糖苷缀合物的合成及生物活性研究

梅向东1, 张志平1, 衣悦涛1, 李宝聚2, 宁君1   

  1. 1. 中国科学院生态环境研究中心, 北京100085; 2. 中国农业科学研究院蔬菜花卉研究所, 北京100081
  • 收稿日期:2004-12-31 出版日期:2006-02-10 发布日期:2006-02-10
  • 通讯作者: 宁君(1966年出生), 男, 研究员, 博士生导师, 主要从事糖化学研究. E-mail: jning@mail.rcees.ac.cn
  • 基金资助:

    国家基础研究重点项目(批准号:  2003CB114400)、  北京自然科学基金(批准号:  6021004)和科技部项目基金(批准号:  2001AA246014)资助.

Studies on  Synthesis of 2\|Carboxylic Acid Phenyl Heptaglucoside and Its Phytoalexin\|Elicitor Activity

MEI Xiang-Dong1, ZHANG Zhi-Ping1, YI Yue-Tao1, LI Bao-Ju2, NING Jun1   

  1. 1. Research Center for Eco\|Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China;
    2. Institute of Vegetable and Flower, Chinese Agricultural Academy of Sciences, Beijing 100081, China
  • Received:2004-12-31 Online:2006-02-10 Published:2006-02-10
  • Contact: NING Jun,jning@mail.rcees.ac.cn

PDF (PC)

被引次数

3

摘要：

为了研究不同植物诱导剂之间的协同作用, 我们以水杨酸甲酯为原料与6-O-乙酰基-2,3,4-三-O-苯甲酰基-α-D-吡喃葡萄糖苷三氯乙酰亚胺酯偶联得化合物5, 然后脱去6-位乙酰基得受体化合物6, 化合物6与葡聚六糖三氯乙酰亚胺酯供体7偶联, 脱保护后得到葡聚七糖与水杨酸的缀合物1. 生物活性研究结果表明, 葡聚七糖还原端连有水杨酸的糖缀合物诱导植物抗病活性要比相应的七糖2高.

关键词: 植保素诱导剂; 协同作用; 寡糖; 水杨酸

Abstract:

The elicitor-active heptaglucose (2) acts as a regulatory molecule in plants, which can stimulate biosynthesis of phytoalexins in quantities sufficient to inhibit growth of microbial pathogens. Salicylic acid can also stimulate plants to produce phytoalexin as a defense response to the pathogen. In order to investigate the synergic effect of the heptaglucose (2)  and salicylic acid, 2\|carboxylic acid phenyl gluco\|heptasaccharide (1)  was synthesized by condensation of the hexasaccharide donor (7)  and 2\|methylcarboxylate phenyl glucoside acceptor (6), which was obtained by 6-O-deacetylation of 2-methylcarboxylate phenyl 6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-glucopyranoside (5). Compound 5  was synthesized by coupling of 6-O-acetyl-2,3,-|tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate (3)  with methyl salicylate (4). The structures of all compounds synthesized were determined by NMR and elemental analysis. The ability of elicitor to stimulate phytoalexin accumulation in soybean tissue has been used as the basis for biological assays of its activity. Bioassay indicates that the heptaglucose derivative synthesized here has slightly more phytoalexin-elicitor activity than its corresponding heptaglucose, heptaglucose 2 and salicylic acid have a synergic effect.

Key words: Phytoalexin-elicitor; Synergic effect; Oligosaccharide; Salicylic acid

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