Competition between self-inclusion and drug binding explains the pH dependence of the cyclodextrin drug carrier - molecular modelling and electrochemistry studies
| Autor: | Marcin Kruszewski, Olga Swiech, Tomasz M. Stępkowski, Aleksander Debinski, Maciej Majdecki, Renata Bilewicz, Grzegorz Wójciuk, Agata Krzak |
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| Rok vydání: | 2016 |
| Předmět: |
Drug
Models Molecular media_common.quotation_subject Substituent Beta-Cyclodextrins 02 engineering and technology 010402 general chemistry 01 natural sciences chemistry.chemical_compound Computational chemistry Organic chemistry Humans General Materials Science Voltammetry media_common chemistry.chemical_classification Drug Carriers Cyclodextrin Thioctic Acid beta-Cyclodextrins Electrochemical Techniques Hydrogen-Ion Concentration 021001 nanoscience & nanotechnology Ligand (biochemistry) 0104 chemical sciences chemistry Doxorubicin 0210 nano-technology Drug carrier Linker HeLa Cells |
| Zdroj: | Nanoscale. 8(37) |
| ISSN: | 2040-3372 |
| Popis: | A non-toxic lipoic acid derivative of β cyclodextrin (βCDLip) with an electron-rich aromatic linker was studied as a carrier for the drug doxorubicin with the aim of decreasing the toxic side effects of this drug. The modified cyclodextrin strengthened the drug binding and differentiated the complex-forming ability with dependence on pH. The stability constants of the complexes were evaluated by voltammetry and spectrofluorometry. Molecular modelling provided deeper insight into the nature of the ligand structure itself and the drug–ligand interactions, showing the different contributions of the self-inclusion of the ligand substituent at different pH values. As a result, the modes of interaction of βCDLip with the drug and factors affecting the stabilities of the complex under the pH conditions of healthy and tumour cells could be discovered and explained. |
| Databáze: | OpenAIRE |
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