Regioselective synthesis and anticancer evaluation of H2O2-activable nucleosides

Ying-Jie Sun; Li Liu; Liang Cheng

doi:10.1039/D0CC02245D

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Regioselective synthesis and anticancer evaluation of H₂O₂-activable nucleosides†

Ying-Jie Sun,^ab Li Liu^ab and Liang Cheng

*^ab

Author affiliations

* Corresponding authors

^a Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
E-mail: chengl@iccas.ac.cn

^b University of Chinese Academy of Sciences, Beijing 100049, China

Abstract

We describe here the design, synthesis, and biological evaluation of H₂O₂-activatable nucleosides via an efficient and regioselective functionalization of unprotected precursors. Biological evaluation of a H₂O₂-specific responsive prodrug of gemecitabin demonstrates an extremely fast activation, low toxicity and enhanced anticancer effects in two cell lines.

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Article information

DOI: https://doi.org/10.1039/D0CC02245D
Article type: Communication
Submitted: 27 Mar 2020
Accepted: 18 May 2020
First published: 18 May 2020

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Chem. Commun., 2020,56, 6484-6487

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Regioselective synthesis and anticancer evaluation of H₂O₂-activable nucleosides

Y. Sun, L. Liu and L. Cheng, Chem. Commun., 2020, 56, 6484 DOI: 10.1039/D0CC02245D

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Chemical Communications