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Masking Strategies for the Bioorthogonal Release of Anticancer Glycosides

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Coupling and Decoupling of Diverse Molecular Units in Glycosciences

Abstract

Significant progress in the bioorthogonal field has resulted in the advent of a new type of prodrug: bioorthogonal prodrugs, i.e. metabolically stable precursors of therapeutic agents that are specifically activated by non-native, non-biological, non-perturbing physical or chemical stimuli. The application of such unique drug precursors in conjunction with their corresponding activating source is under preclinical experimentation as a novel way to elicit site-specific activation of cytotoxic drugs, with particular emphasis on anticancer glycosides. In this chapter, the strategies developed for the masking and bioorthogonal release of cytotoxic nucleosides using benign electromagnetic radiations, biocompatible click chemistry and bioorthogonal organometallic (BOOM) catalysis will be discussed in detail.

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Acknowledgements

BRR is grateful to the Alfonso Martín Escudero Foundation for a postdoctoral fellowship. T.L.B. is grateful to the University of Edinburgh for a Principal’s Career Development PhD Studentship and an Edinburgh Global Research Scholarship. A.P.L. and A.U.B. thank the MSD Scottish Life Sciences Fund for financial support.

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Authors and Affiliations

  1. Edinburgh Cancer Research UK Centre, Institute of Genetics and Molecular Medicine, University of Edinburgh, Crewe Road South, Edinburgh, EH4 2XR, UK

    Belén Rubio-Ruiz, Thomas L. Bray, Ana M. López-Pérez & Asier Unciti-Broceta

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  1. Belén Rubio-Ruiz
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  2. Thomas L. Bray
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  3. Ana M. López-Pérez
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  4. Asier Unciti-Broceta
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Correspondence to Asier Unciti-Broceta .

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  1. Pharmaceutical Sciences Department, Wilkes University, Wilkes-Barre, Pennsylvania, USA

    Zbigniew J. Witczak

  2. Pharmaceutical Sciences Department, Nesbitt School of Pharmacy, Wilkes University, Wilkes-Barre, Pennsylvania, USA

    Roman Bielski

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Rubio-Ruiz, B., Bray, T.L., López-Pérez, A.M., Unciti-Broceta, A. (2018). Masking Strategies for the Bioorthogonal Release of Anticancer Glycosides. In: Witczak, Z., Bielski, R. (eds) Coupling and Decoupling of Diverse Molecular Units in Glycosciences. Springer, Cham. https://doi.org/10.1007/978-3-319-65587-1_12

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