Competition between self-inclusion and drug binding explains the pH dependence of the cyclodextrin drug carrier – molecular modelling and electrochemistry studies. Issue 37 (12th September 2016)

• Record Type: Journal Article
• Authors: Swiech, Olga; Majdecki, Maciej; Debinski, Aleksander; Krzak, Agata; Stępkowski, Tomasz M.; Wójciuk, Grzegorz; Kruszewski, Marcin; Bilewicz, Renata
• Is Part Of: Nanoscale. Volume 8:Issue 37(2016)
• Page Start: 16733
• Page End: 16742
• Publication Date: 2016-09-12
• Subjects: Nanoscience -- Periodicals; Nanotechnology -- Periodicals; 620.505
• DOI: 10.1039/c6nr05833g
• Languages: English
• ISSNs: 2040-3364

Abstract

Abstract : A non-toxic lipoic acid derivative of β cyclodextrin (βCDLip) was studied as a carrier for the drug doxorubicin with the aim of decreasing the toxic side effects of this drug. Abstract : 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.