Literature DB >> 28174778

Influence of wing-tip substituents and reaction conditions on the structure, properties and cytotoxicity of Ag(i)- and Au(i)-bis(NHC) complexes.

Julia Rieb1, Bruno Dominelli1, David Mayer1, Christian Jandl2, Jonas Drechsel3, Wolfgang Heydenreuter3, Stephan A Sieber3, Fritz E Kühn1.   

Abstract

The formation of different conformers of dinuclear silver(i) and gold(i) 1,1'-(2-hydroxyethane-1,1-diyl) bridge-functionalized bis(NHC) complexes with various wing-tip substituents (R = methyl, isopropyl and mesityl) has been investigated using multinuclear NMR spectroscopy and SC-XRD as well as DFT calculations. The ratio of anti/syn isomers strongly depends both on wing-tip substituents and the metal. Moreover, the reaction temperature plays a significant role during the transmetallation process for the ratio of gold(i) conformers, which is further affected by purification procedures. All obtained Au(i)-bis(NHC) complexes have been applied in a standard MTT assay performed for screening the antiproliferative activity against human lung and liver cancer cells. Strong evidence for a significant influence of both wing-tip substituents and conformation on the cytotoxic properties of the applied complexes has been found.

Entities:  

Year:  2017        PMID: 28174778     DOI: 10.1039/c6dt04559f

Source DB:  PubMed          Journal:  Dalton Trans        ISSN: 1477-9226            Impact factor:   4.390


  4 in total

1.  Antiproliferative Activity of Functionalized Histidine-derived Au(I) bis-NHC Complexes for Bioconjugation.

Authors:  Christian H G Jakob; Bruno Dominelli; Eva M Hahn; Tobias O Berghausen; Teresa Pinheiro; Fernanda Marques; Robert M Reich; João D G Correia; Fritz E Kühn
Journal:  Chem Asian J       Date:  2020-07-31

2.  Improved Antiproliferative Activity and Fluorescence of a Dinuclear Gold(I) Bisimidazolylidene Complex via Anthracene-Modification.

Authors:  Christian H G Jakob; Bruno Dominelli; Jonas F Schlagintweit; Pauline J Fischer; Franziska Schuderer; Robert M Reich; Fernanda Marques; João D G Correia; Fritz E Kühn
Journal:  Chem Asian J       Date:  2020-10-30

Review 3.  Organometallic gold(I) and gold(III) complexes for lung cancer treatment.

Authors:  Juzheng Zhang; Yanping Li; Ronghao Fang; Wei Wei; Yong Wang; Jiamin Jin; Feng Yang; Jian Chen
Journal:  Front Pharmacol       Date:  2022-09-13       Impact factor: 5.988

4.  Synthesis and Biological Studies on Dinuclear Gold(I) Complexes with Di-(N-Heterocyclic Carbene) Ligands Functionalized with Carbohydrates.

Authors:  Federica Tresin; Valentina Stoppa; Marco Baron; Andrea Biffis; Alfonso Annunziata; Luigi D'Elia; Daria Maria Monti; Francesco Ruffo; Marco Roverso; Paolo Sgarbossa; Sara Bogialli; Cristina Tubaro
Journal:  Molecules       Date:  2020-08-24       Impact factor: 4.411

  4 in total

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