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Issue 4, 2015
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A mechanically interlocked molecular system programmed for the delivery of an anticancer drug

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Abstract

The development of mechanically interlocked molecular systems programmed to operate autonomously in biological environments is an emerging field of research with potential medicinal applications. Within this framework, functional rotaxane- and pseudorotaxane-based architectures are starting to attract interest for the delivery of anticancer drugs, with the ultimate goal to improve the efficiency of cancer chemotherapy. Here, we report an enzyme-sensitive [2]-rotaxane designed to release a potent anticancer drug within tumor cells. The molecular device includes a protective ring that prevents the premature liberation of the drug in plasma. However, once located inside cancer cells the [2]-rotaxane leads to the release of the drug through the controlled disassembly of the mechanically interlocked components, in response to a determined sequence of two distinct enzymatic activations. Furthermore, in vitro biological evaluations reveal that this biocompatible functional system exhibits a noticeable level of selectivity for cancer cells overexpressing β-galactosidase.

Graphical abstract: A mechanically interlocked molecular system programmed for the delivery of an anticancer drug

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Publication details

The article was received on 20 Feb 2015, accepted on 23 Feb 2015, published on 25 Feb 2015 and first published online on 25 Feb 2015


Article type: Edge Article
DOI: 10.1039/C5SC00648A
Citation: Chem. Sci., 2015,6, 2608-2613
  • Open access: Creative Commons BY license
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    A mechanically interlocked molecular system programmed for the delivery of an anticancer drug

    R. Barat, T. Legigan, I. Tranoy-Opalinski, B. Renoux, E. Péraudeau, J. Clarhaut, P. Poinot, A. E. Fernandes, V. Aucagne, D. A. Leigh and S. Papot, Chem. Sci., 2015, 6, 2608
    DOI: 10.1039/C5SC00648A

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