有机化学 ›› 2014, Vol. 34 ›› Issue (11): 2317-2323.DOI: 10.6023/cjoc201403020 上一篇    下一篇

研究论文

瓜环/麦穗宁超分子体系的形成对麦穗宁的pKa、溶解性及抑菌活性的影响

郭改英a, 唐青b, 黄英b, 陶朱a, 薛赛凤a, 祝黔江a   

  1. a 贵州大学贵州省大环化学及超分子化学重点实验室 贵阳 550025;
    b 贵州大学生化工程中心 贵阳 550025
  • 收稿日期:2014-03-07 修回日期:2014-05-14 出版日期:2014-11-25 发布日期:2014-07-01
  • 通讯作者: 黄英,yinghung128@163.com;陶朱,gzutao@263.net E-mail:yinghung128@163.com;gzutao@263.net
  • 基金资助:

    国家自然科学基金(No.21202026)、教育部春晖计划(No.Z2011034)、贵州省科技厅国际合作(No.黔科合外G字[2012]7003号)、贵州省英才培育(No.2012154)资助项目.

Influences on Shift of pKa, Solubility and Antifungal Activity ofFuberidazole by Inclusion Complexation with Cucurbit[n]urils

Guo Gaiyinga, Tang Qingb, Huang Yingb, Tao Zhua, Xue Saifenga, Zhu Qianjianga   

  1. a Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guiyang 550025;
    b Biochemical Engineering Center of Guizhou Province, Guiyang 550025
  • Received:2014-03-07 Revised:2014-05-14 Online:2014-11-25 Published:2014-07-01
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.21202026), the Ministry of Education Chuihui Plan (No.Z2011034), the Department of International Cooperation Projects of Guizhou Province (No.[2012]7003), and the Talent Cultivation Project of Guizhou Province (No.2012154).

利用紫外吸收光谱法、等温滴定量热法、1H NMR法等研究了麦穗宁与瓜环Q[n] (n=6, 7, 8)的超分子相互作用, 讨论了瓜环/麦穗宁超分子体系的形成对麦穗宁的pKa及抑菌活性的影响. 实验结果表明, 麦穗宁与Q[n] (n=6, 7, 8)均形成1:1的主客体配合物, 瓜环/麦穗宁超分子体系的形成使麦穗宁的pKa发生了明显移动, 且对麦穗宁有助溶作用; Q[6]、Q[7]的加入减弱了麦穗宁对小麦赤霉的抑菌活性, 而Q[8]的加入则增强了麦穗宁对小麦赤霉的抑菌活性.

关键词: 瓜环, 麦穗宁, 光谱法, 等温滴定量热法, 抑菌活性

Interaction between cucurbit[n]uril (Q[n], n=6, 7, 8) and fuberidazole (FBZ) in HCl solution at pH 2.5 was investigated by UV-Vis spectroscopy, ITC, 1H NMR spectroscopy. The shift of pKa and bioactivities against Fusarium graminearum about fuberidazole and its host-guest inclusion complexes were discussed. The results showed that the inclusion complexes between cucurbit[n]urils and fuberidazole were formed, and the corresponding pKa of complexes have shifted. In addition, complexation by Q[n] (n=6, 7, 8) has proven to cause solubility enhancement. The activity experimental results showed that complexation of fuberidazole with Q[n] (n=6, 7) recedes activity against Fusarium graminearum while with Q[8] enhances the activity against Fusarium graminearum in vivo.

Key words: cucurbit[n]urils, fuberidazole, spectroscopy, ITC, bioactivities