[(C^C)Au(N^N)]+ complexes as a new family of anticancer candidates: synthesis, characterization and exploration of the antiproliferative properties

Khodjoyan, Silva, Remadna, Edwyn, Dossmann, Héloïse, Lesage, Denis, Gontard, Geoffrey, Forté, Jérémy, Hoffmeister, Henrik, Basu, Uttara, Ott, Ingo, Spence, Philip, Waller, Zoe, Salmain, Michèle and Bertrand, Benoît (2021) [(C^C)Au(N^N)]+ complexes as a new family of anticancer candidates: synthesis, characterization and exploration of the antiproliferative properties. Chemistry – A European Journal. ISSN 0947-6539

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Abstract

A library of eleven cationic gold(III) complexes of the general formula [(C^C)Au(N^N)] + when C^C is either biphenyl or 4,4’-ditertbutyldiphenyl and N^N is a bipyridine, phenanthroline or dipyridylamine derivative have been synthesized and characterized. Contrasting effects on the viability of the triple negative breast cancer cells MDA-MB-231 was observed from a preliminary screening. The antiproliferative activity of the seven most active complexes were further assayed on a larger panel of human cancer cells as well as on non-cancerous cells for comparison. Two complexes stood out for being either highly active or highly selective. Eventually, reactivity studies with biologically meaningful amino acids, glutathione, higher order DNA structures and thioredoxin reductase (TrxR) revealed a markedly different behavior from that of the well-known coordinatively isomeric [(C^N^C)Au(NHC)] + structure. This makes the [(C^C)Au(N^N)] + complexes a new class of organogold compounds with an original mode of action.

Item Type: Article
Additional Information: Funding Information: The work was financially supported by Sorbonne Université and CNRS and was granted access to the HPC resources of the HPCaVe Centre at UPMC‐Sorbonne Université. B.B. thanks the MS3U plateform for HR‐MS analyses. B.B. thanks Dr. Patricia Forgez for providing A2780 and MCF‐10A cells. Financial support from the National FT‐ICR network (FR 3624 CNRS) for conducting the research is gratefully acknowledged. P.S. was supported by the BBSRC Norwich Research Park Biosciences Doctoral Training Partnership (grant number BB/M011216/1).
Uncontrolled Keywords: bioorganometallics,biphenyl,cancer gold,chelates,catalysis,organic chemistry,sdg 3 - good health and well-being ,/dk/atira/pure/subjectarea/asjc/1500/1503
Faculty \ School: Faculty of Science > School of Chemistry
Faculty of Science > School of Pharmacy
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Depositing User: LivePure Connector
Date Deposited: 03 Sep 2021 00:06
Last Modified: 20 Oct 2021 03:26
URI: https://ueaeprints.uea.ac.uk/id/eprint/81280
DOI: 10.1002/chem.202102751

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