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Toward multifunctional anticancer therapeutics: post-synthetic carbonate functionalisation of asymmetric Au(i) bis-N-heterocyclic carbenes

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Abstract

A post-synthetic strategy is reported that allows for functionalisation of Au(I)–bis NHCs via carbonate formation. The scope of this methodology was explored using both aromatic and aliphatic alcohols. As a demonstration of potential utility, the fluorescent Au(I)–bis NHC conjugate 5 was prepared; it was found to have enhanced stability when formulated with bovine serum albumin, localise within the mitochondria of A549 cells and do so without compromising the high cytotoxicity seen for the parent Au(I)–bis NHC system.

Graphical abstract: Toward multifunctional anticancer therapeutics: post-synthetic carbonate functionalisation of asymmetric Au(i) bis-N-heterocyclic carbenes

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Supplementary files

Article information


Submitted
08 May 2020
Accepted
02 Jun 2020
First published
04 Jun 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Toward multifunctional anticancer therapeutics: post-synthetic carbonate functionalisation of asymmetric Au(I) bis-N-heterocyclic carbenes

S. Sen, M. W. Perrin, A. C. Sedgwick, E. Y. Dunsky, V. M. Lynch, X. He, J. L. Sessler and J. F. Arambula, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC03339A

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