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Issue 10, 2013
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Citric acid–γ-cyclodextrin crosslinked oligomers as carriers for doxorubicin delivery

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Abstract

Two citric acid crosslinked γ-cyclodextrin oligomers (pγ-CyD) with a MW of 21–33 kDa and 10–15 γ-CyD units per molecule were prepared by following green chemistry methods and were fully characterized. The non-covalent association of doxorubicin (DOX) with these macromolecules was investigated in neutral aqueous medium by means of circular dichroism (CD), UV-vis absorption and fluorescence. Global analysis of multiwavelength spectroscopic CD and fluorescence titration data, taking into account the DOX monomer–dimer equilibrium, evidenced the formation of 1 : 1 and 1 : 2 pγ-CyD unit–DOX complexes. The binding constants are 1–2 orders of magnitude higher than those obtained for γ-CyD and depend on the characteristics of the oligomer batch used. The concentration profiles of the species in solution evidence the progressive monomerization of DOX with increasing oligomer concentration. Confocal fluorescence imaging and spectral imaging showed a similar drug distribution within the MCF-7 cell line incubated with either DOX complexed to pγ-CyD or free DOX. In both cases DOX is taken up into the cell nucleus without any degradation.

Graphical abstract: Citric acid–γ-cyclodextrin crosslinked oligomers as carriers for doxorubicin delivery

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Publication details

The article was received on 03 Jun 2013, accepted on 11 Jul 2013 and first published on 12 Jul 2013


Article type: Paper
DOI: 10.1039/C3PP50169H
Citation: Photochem. Photobiol. Sci., 2013,12, 1841-1854
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    Citric acid–γ-cyclodextrin crosslinked oligomers as carriers for doxorubicin delivery

    R. Anand, M. Malanga, I. Manet, F. Manoli, K. Tuza, A. Aykaç, C. Ladavière, E. Fenyvesi, A. Vargas-Berenguel, R. Gref and S. Monti, Photochem. Photobiol. Sci., 2013, 12, 1841
    DOI: 10.1039/C3PP50169H

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