化学学报 ›› 2012, Vol. 0 ›› Issue (05): 525-529 .DOI: 10.6023/A1107292    下一篇

研究论文

α-环糊精修饰型香豆素的设计合成

江金强a, 陈欣a, 殷明a, 王周平b, 刘晓亚a, 陈明清a   

  1. a 江南大学化学与材料工程学院 无锡 214122;
    b 江南大学食品学院 无锡 214122
  • 投稿日期:2011-07-29 修回日期:2011-10-12 发布日期:2011-11-28
  • 通讯作者: 江金强 E-mail:jiangjq@jiangnan.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 20704017, 50973044)、江苏省高校“青蓝工程”资助项目、中央高校基本科研业务费专项资金(No. JUSRP31003)资助项目.

Design and Synthesis of α-Cyclodextrin Modified Coumarin

Jiang Jinqianga, Chen Xina, Yin Minga, Wang Zhoupingb, Liu Xiaoyaa, Chen Mingqinga   

  1. a School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122;
    b School of Food Science and Technology, Jiangnan University, Wuxi 214122
  • Received:2011-07-29 Revised:2011-10-12 Published:2011-11-28
  • Supported by:

    Project supported by the National Natural Science Foundation of China (NSFC) (under Grant Nos. 20704017, 50973044), the Qing Lan Project of Jiangsu Province and the Fundamental Research Funds for the Central Universities (No. JUSRP31003).

以环氧氯丙烷为桥接, 利用水溶性α-环糊精(α-CD)进行7-羟基-4-甲基香豆素的功能化修饰, 得到新型α-环糊精修饰型香豆素衍生物(α-CD-C). 用傅里叶变换红外(FT-IR)光谱、氢核磁共振(1H NMR)、液质联用(LC-MS)等对该香豆素衍生物进行了结构表征. 紫外光二聚实验表明, 该α-环糊精修饰型香豆素可在365 nm 光照下进行光二聚反应, 且可在随后的254 nm 光照下进行解二聚反应; 同时通过比较该交替光照下的光二聚反应程度, 可知该光二聚反应仅是部分可逆的.

关键词: 香豆素, 环糊精, 合成, 紫外光, 二聚

Using epichlorohydrin as the bridged unit, the water-soluble α-cyclodextrin (α-CD) was introduced to modify 7-hydroxy-4-methylcoumarin and prepare the novel α-cyclodextrin modified coumarin (α-CD-C), which was characterized by FTIR, 1H NMR and LCMS. The photo-dimerization experiment showed that α-CD-C could photo-dimerize upon 365 nm irradiation, and then photo-de-crosslink upon the subsequent 254 nm irradiation. And by comparing the photo-dimerization degree upon 365 nm and 254 nm irradiation, it was concluded that the photo-dimerization reaction is only partially reversible.

Key words: coumarin, cyclodextrin, synthesis, UV, photo-dimerization