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Gold(I) N-heterocyclic carbene complexes with an "activable" ester moiety: possible biological applications

Bertrand, Benoit, Bodio, Ewen, Richard, Philippe, Picquet, Michel, Le Gendre, Pierre and Casini, Angela 2015. Gold(I) N-heterocyclic carbene complexes with an "activable" ester moiety: possible biological applications. Journal of Organometallic Chemistry 775 , pp. 124-129. 10.1016/j.jorganchem.2014.03.020

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Abstract

While N-heterocyclic carbenes (NHC) are ubiquitous ligands in catalysts for organic or industrial synthesis, their potential to form transition metal complexes for medicinal applications has still to be exploited. Within this frame, new Au(I)–NHC compounds have been synthesized and structurally characterized via different methods. The solid state structure of one of these compounds was also established by X-ray crystallography. Of note, three of them bear a pentafluorophenolic ester group as a possible “activable” moiety for further functionalization, which allowed tethering an alkyl amine ligand or another Au(I)–phosphine complex featuring a pendant amine function via microwave activation. The obtained compounds have been tested for their antiproliferative effects in human ovarian cancer A2780 cells, and in non-tumorigenic human embryonic kidney HEK-293T cells, showing promising anticancer properties and a certain selectivity towards cancerous cells.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: Gold(I) NHC compounds; Functionalized NHC ligands; Antiproliferative activity; Cancer
Publisher: Elsevier
ISSN: 0022-328X
Date of First Compliant Deposit: 1 November 2016
Date of Acceptance: 20 March 2014
Last Modified: 04 Jun 2017 10:27
URI: http://orca.cf.ac.uk/id/eprint/79292

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