Supramolecular host-guest interaction of antibiotic drug ciprofloxacin with cucurbit[7]uril macrocycle: Modulations in photophysical properties and enhanced photostability
Supramolecular host-guest interaction of antibiotic drug ciprofloxacin with cucurbit[7]uril macrocycle: Modulations in photophysical properties and enhanced photostability
复制标题
DOI：
10.1016/j.jphotochem.2018.02.037
复制
发表时间：
2018-05-01
影响因子：
4.3
通讯作者：
Pal, Haridas
中科院分区：
文献类型：
--
作者：
Boraste, Deepak R.;Chakraborty, Goutam;Pal, Haridas
在不同的pH条件下，研究了环丙沙星（Cpf）具有多用途大环空腔和分子葫芦[7]uril （CB7）的光物理性质的超分子辅助调节。该药物的阳离子（Cpf- h +）和中性（Cpf）形式均与CB7表现出强烈的结合相互作用。基态吸收，稳态荧光，时间分辨发射和荧光各向异性衰减测量记录了宿主辅助药物的光物理性质的有趣变化，这些变化发生在1:1和1:2（药物与宿主）包合物的连续形成中。从而在较低宿主浓度下引起有趣的荧光强度初始增强，随后在较高CB7浓度下导致强烈的荧光猝灭。从光物理研究中得出的推论很好地支持了从H-1核磁共振测量中得到的结果。对药物的Cpf- h +和Cpf形式的光降解研究，无论是在没有CB7宿主还是在CB7宿主存在的情况下，都表明药物的两种原始形式的光稳定性都有很大的增强，大约增加了3倍，它们与CB7宿主的包合物形成。从环丙沙星药物与CB7大环的超分子相互作用中观察到的结果表明，这对提高药物稳定性以及在药物配方和药物传递系统中的可能部署具有重要意义。(C) 2018 Elsevier B.V.版权所有
Supramolecularly assisted modulations in the photophysical properties of the well known and practised antibiotic drug ciprofloxacin (Cpf) with versatile macrocyclic cavitand molecule cucurbit[7]uril (CB7) has been explored under different pH conditions. Both the cationic (Cpf-H+) and neutral (Cpf) forms of the drug exhibits strong binding interaction with CB7. Ground state absorption, steady-state fluorescence, time-resolved emission and fluorescence anisotropy decay measurements documented the host assisted intriguing changes in the photophysical properties of the drug, occurred through the successive formations of the 1:1 and 1:2 (drug to host) inclusion complexes, and thereby causing the intriguing small initial enhancement in fluorescence intensity at lower host concentrations and subsequently leading to a strong fluorescence quenching at higher CB7 concentration. Inferences drawn from the photophysical studies are nicely supported by the results obtained from the H-1 NMR measurements. Investigations on the photodegradation studies involving the Cpf-H+ and Cpf forms of the drug, both in the absence and in the presence of CB7 host, revealed that there is a large enhancement in the photostability for both the prototropic forms of the drug, by about 3 times, on their inclusion complex formation with the CB7 host. Observed results from the supramolecular interactions of the ciprofloxacin drug with CB7 macrocycle are suggested to have implications in improving drug stability and in the possible deployments in drug formulations and drug delivery systems. (C) 2018 Elsevier B.V. All rights reserved.