Inclusion complexes of pantoprazole with β-cyclodextrin and cucurbit[7]uril: experimental and molecular modeling study

被引:4
|
作者
Suliman, FakhrEldin O. [1 ]
Varghese, Beena [1 ]
机构
[1] Sultan Qaboos Univ, Coll Sci, Dept Chem, Box 36, Al Khoud 123, Oman
关键词
Pantoprazole; Cyclodextrin; Cucurbit[7]uril; Fluorescence spectroscopy; Molecular dynamics; HOST; OMEPRAZOLE; BINDING; STATE; PROBE; DYE;
D O I
10.1007/s10847-018-0814-0
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The inclusion complexes of the proton pump inhibitor (PPI) pantoprazole sodium (PNZ(Na)) with beta-cyclodextrin (beta CD) and cucurbit[7]uril (CB[7]) have been investigated. Fluorescence spectroscopy and electrospray ionization mass spectrometry (ESI-MS) were used to characterize these complexes. The fluorescence intensity of PNZ(Na) was remarkably enhanced by both hosts, indicating the formation of the complexes. Nevertheless, the two hosts are of comparable cavity size their effect on the fluorescence of PNZ(Na) was quite different. The ESI-MS data on the other hand confirmed the formation of a 1:1 PNZ(Na): host inclusion complexes for the two hosts. We further utilized molecular dynamics to shed more light on the mechanism of complexation and on the stability of these complexes in aqueous media. The complexes were stabilized over the 20 ns of simulation time mainly via hydrogen bonding interactions in addition to hydrophobic effects and van der Waals interactions. Snapshots collected during the simulations for both complexes have clearly shown that the mode of insertion of PNZ into the two host's cavities are different which explain the difference in fluorescence enhancement of PNZ obtained in presence of each of these hosts.
引用
收藏
页码:179 / 188
页数:10
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