The interaction between cucurbit[7]uril and trimethoprim and its effect on the properties of trimethoprim

被引:3
|
作者
Zhang, Lin [1 ]
Wang, Lei [2 ]
Zhao, Xin [2 ]
Wang, Xuanxun [1 ]
Tao, Zhu [1 ]
Zhang, Qianjun [1 ]
机构
[1] Guizhou Univ, Inst Appl Chem, Key Lab Macrocycl & Supramol Chem Guizhou Prov, Guiyang 550025, Peoples R China
[2] Guizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R China
关键词
Trimethoprim; cucurbit[7]uril; solubility; antibacterial activity; in vitro cumulative release; URINARY-TRACT-INFECTIONS; HOST-GUEST INTERACTION; CUCURBITURIL HOMOLOGS; SELF-ASSEMBLIES; SOLUBILITY; INCLUSION; OPPORTUNITIES; PNEUMONIA; STABILITY; BINDING;
D O I
10.1016/j.molstruc.2022.134461
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Trimethoprim (TMP) is a broad-spectrum antibacterial agent that exhibits an obvious synergistic effect when used in combination with sulfa antibiotics, but its poor solubility and other drawbacks limit its applications. Herein, the interaction between TMP and cucurbit[7]uril (Q[7]), and the effect of Q[7] on the properties of TMP were investigated using UV-vis and fluorescence spectroscopy, isothermal titration calorimetry (ITC), 1 H NMR spectroscopy and mass spectrometry. The results showed that TMP and Q[7] interacted to form a 1:1 inclusion complex (TMP@Q[7]). After interacting with TMP, Q[7] increased the solubility of TMP in an aqueous solution by 7.75-fold, effectively prolonging the release time of TMP in artificial gastroenteric juice, and plays a role in its sustained release. However, the stability and antibac-terial activity of TMP in artificial gastroenteric juice were not affected.(c) 2022 Elsevier B.V. All rights reserved.
引用
收藏
页数:6
相关论文
共 50 条
  • [31] A theoretical study on cucurbit[7]uril and its inclusion complexation
    Zhang, KC
    Mu, TW
    Liu, L
    Guo, QX
    CHINESE JOURNAL OF CHEMISTRY, 2001, 19 (06) : 558 - 561
  • [32] Inclusion interactions of cucurbit[7]uril with adenine and its derivatives
    Huang, Ying
    Xue, Sai-Feng
    Zhu, Qian-Jiang
    Zhu, Tao
    SUPRAMOLECULAR CHEMISTRY, 2008, 20 (03) : 279 - 287
  • [33] Study on the Interaction and Properties of Cucurbit[8]uril with Oroxin B
    Xie, Jun
    Zeng, Zhishu
    Tao, Zhu
    Zhang, Qianjun
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2020, 36 (05) : 804 - 809
  • [34] Investigation of the intermolecular association between cucurbit[7]uril and monosaccharides
    Collins, Bethany C.
    Haefner, Steven C.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 237
  • [35] Synthesis, characterisation and properties of star polypseudorotaxanes with cucurbit[7]uril
    Yang, Hui
    Song, Caiyu
    Chen, Hao
    Xu, Wenchao
    Tan, Yebang
    SUPRAMOLECULAR CHEMISTRY, 2012, 24 (12) : 833 - 840
  • [36] Electrochemical properties of cucurbit[7]uril complexes of ferrocenyl derivatives
    Kaifer, Angel E.
    INORGANICA CHIMICA ACTA, 2017, 468 : 77 - 81
  • [37] Enhanced fluorescence of aqueous BODIPY by interaction with cavitand cucurbit[7]uril
    Gupta, Monika
    Parvathi, K.
    Mula, Soumyaditya
    Maity, Dilip K.
    Ray, Alok K.
    PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2017, 16 (04) : 499 - 506
  • [38] Study on the Interaction and Properties of Cucurbit[8]uril with Oroxin B
    Jun Xie
    Zhishu Zeng
    Zhu Tao
    Qianjun Zhang
    Chemical Research in Chinese Universities, 2020, 36 : 804 - 809
  • [39] Host-Guest Interaction of Hoechst 34580 and Cucurbit[7]uril
    Lei, Wanhua
    Zhou, Qianxiong
    Jiang, Guoyu
    Hou, Yuanjun
    Zhang, Baowen
    Cheng, Xuexin
    Wang, Xuesong
    CHEMPHYSCHEM, 2011, 12 (16) : 2933 - 2940
  • [40] Enhanced fluorescence of aqueous BODIPY by interaction with cavitand cucurbit[7]uril
    Monika Gupta
    K. Parvathi
    Soumyaditya Mula
    Dilip K. Maity
    Alok K. Ray
    Photochemical & Photobiological Sciences, 2017, 16 : 499 - 506