Photoactivatable diazido Pt(IV) anticancer complex can bind to and oxidize all four nucleosides

Yiyu Cheng; Jishuai Zhang; Kui Wu; Fang Gao; Yang Cheng; Tao Zou; Xiaoqin Wu; Yao Zhao; Fuyi Wang

doi:10.1039/D0DT03090B

Photoactivatable diazido Pt(iv) anticancer complex can bind to and oxidize all four nucleosides†

Yiyu Cheng,‡^ab Jishuai Zhang,‡^a Kui Wu,

*^a Fang Gao,^a Yang Cheng,^a Tao Zou,

^a Xiaoqin Wu,^a Yao Zhao

*^b and Fuyi Wang

^bc

Author affiliations

* Corresponding authors

^a Key Laboratory of Hubei Province for Coal Conversion and New Carbon Materials; School of Chemistry and Chemical Engineering, Wuhan University of Science and Technology, Wuhan 430081, P. R. China
E-mail: wukui@wust.edu.cn

^b Beijing National Laboratory for Molecular Sciences; National Centre for Mass Spectrometry in Beijing; CAS Key Laboratory of Analytical Chemistry for Living Biosystems, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
E-mail: yaozhao@iccas.ac.cn

^c University of Chinese Academy of Sciences, Beijing 100049, P. R. China

Abstract

Photoactivatable diazidodihydroxido Pt(IV) complex trans,trans,trans-[Pt(N₃)₂(OH)₂(py)₂] (1; py = pyridine) is a promising anticancer agent which can be activated by visible light to induce cancer cell death. DNA has been thought to be involved in the mechanism of action of this kind of Pt(IV) prodrug. However, the detailed photodecomposition pathways of complex 1 and its interaction modes with DNA are complex. Herein we report that upon light irradiation complex 1 can bind to all four nucleosides covalently with the reduced Pt(II) species. Moreover, apart from the covalent coordination, various oxidation adducts of these four nucleosides induced by the reactive oxidative species (ROS) generated during the photoactivation of the complex 1 have also been identified, especially the induced oxidation of adenosine and cytidine which was firstly reported for this kind of photoactivatable Pt(IV) prodrug. Such dual-action may contribute to the highly potent photo-antiproliferativity of complex 1 towards cancer cells, which may account for the unique mechanism of action of the photoactivatable diazido Pt(IV) anticancer complexes.

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DOI: https://doi.org/10.1039/D0DT03090B
Article type: Communication
Submitted: 03 Sep 2020
Accepted: 20 Nov 2020
First published: 20 Nov 2020

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Dalton Trans., 2020,49, 17157-17163

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Photoactivatable diazido Pt(IV) anticancer complex can bind to and oxidize all four nucleosides

Y. Cheng, J. Zhang, K. Wu, F. Gao, Y. Cheng, T. Zou, X. Wu, Y. Zhao and F. Wang, Dalton Trans., 2020, 49, 17157 DOI: 10.1039/D0DT03090B

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Dalton Transactions

Photoactivatable diazido Pt(iv) anticancer complex can bind to and oxidize all four nucleosides†

Abstract

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Photoactivatable diazido Pt(IV) anticancer complex can bind to and oxidize all four nucleosides

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