Supramolecular Interaction Between Cucurbit[8]uril and the Quinolone Antibiotic Ofloxacin
Chun-Rong Li A , Hua-Ming Feng B , Jin-Yi Zhao C , Zhu Li C E , Bing Bian D , Tie-Hong Meng A , Xian-Yun Hu A , Heng Wang A and Xin Xiao B EA Public Course Teaching Department, Qiannan Medical College for Nationalities, Duyun 558000, China.
B Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang 550025, China.
C College of Life Science, Guizhou University, Guiyang 550025, China.
D College of Chemistry and Environmental Engineering, Shandong University of Science and Technology, Qingdao 550025, China.
E Corresponding authors. Email: zhuliluck@163.com; gyhxxiaoxin@163.com
Australian Journal of Chemistry 72(12) 983-989 https://doi.org/10.1071/CH19341
Submitted: 22 July 2019 Accepted: 11 October 2019 Published: 20 November 2019
Abstract
The host–guest inclusion complex of cucurbit[8]uril (Q[8]) and ofloxacin (OFLX) has been prepared and characterised by means of 1H NMR spectroscopy, MALDI-TOF mass spectrometry, isothermal titration calorimetry (ITC), fluorescence spectroscopy, and UV-vis absorption spectroscopy. The findings demonstrated that a host–guest inclusion complex could be formed through an encapsulation of the methylmorpholine and piperazine rings in OFLX. ITC results indicated that the formation of this inclusion complex (1 : 1 molar ratio) was primarily dependent on enthalpy and entropy changes. In addition, the release of OFLX from the inclusion complex was increased under acidic conditions.
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