Straightforward synthetic route to gold(I)-thiolato glycoconjugate complexes bearing NHC ligands (NHC = N-heterocyclic carbene) and their promising anticancer activity

Creators: Safir-Filho, Mauro; Scattolin, Thomas; Dao, Pascal; Tzouras, Nikolaos; Benhida, Rachid; Saab, Marina; van Hecke, Kristof; Lippmann, Petra; Martin, Anthony R.; Ott, Ingo; Nolan, Steven

Others:: Institut de Chimie de Nice (ICN) ; Université Nice Sophia Antipolis (1965 - 2019) (UNS) ; COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Côte d'Azur (UCA); Universiteit Gent = Ghent University [Belgium] (UGENT); Technische Universität Braunschweig = Technical University of Braunschweig [Braunschweig]; Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM) ; Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)

Description

A simple and eco-friendly route to gold-NHC complexes bearing different thiosugars is reported. The reaction between [Au(NHC)Cl] precursors, the thiosugars and a weak base proceeds under air using technical grade acetone under mild conditions (60 °C, 1h). The one-pot synthesis of the same complexes starting from the corresponding imidazolium salts was also investigated. The obtained complexes showed strong cytotoxic activities against selected cancer cell lines with IC50 values in the submicromolar to low micromolar concentration range.

Abstract

International audience

Straightforward synthetic route to gold(I)-thiolato glycoconjugate complexes bearing NHC ligands (NHC = N-heterocyclic carbene) and their promising anticancer activity

Description

Abstract

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