Literature DB >> 28823538

Exploring the C^N^C theme: Synthesis and biological properties of tridentate cyclometalated gold(III) complexes.

Sophie Jürgens1, Valeria Scalcon2, Natalia Estrada-Ortiz3, Alessandra Folda2, Federica Tonolo2, Christian Jandl4, Duncan L Browne5, Maria Pia Rigobello2, Fritz E Kühn6, Angela Casini7.   

Abstract

A family of cyclometalated Au(III) complexes featuring a tridentate C^N^C scaffold has been synthesized and characterized. Microwave assisted synthesis of the ligands has also been exploited and optimized. The biological properties of the thus formed compounds have been studied in cancer cells and demonstrate generally moderate antiproliferative effects. Initial mechanistic insights have also been gained on the gold complex [Au(C^N^C)(GluS)] (3), and support the idea that the thioredoxin system may be a target for this family of compounds together with other relevant intracellular thiol-containing molecules.
Copyright © 2017 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Anticancer agents; Cyclometalation; Gold(III) complexes; Thiols; Thioredoxin reductase

Mesh:

Substances:

Year:  2017        PMID: 28823538     DOI: 10.1016/j.bmc.2017.08.001

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  6 in total

1.  Reactivity of the [Au(C^N^C)Cl] complex in the presence of H2O and N-, S- and Se-containing nucleophiles: a DFT study.

Authors:  G Y Sánchez Delgado; D Paschoal; H F Dos Santos
Journal:  J Biol Inorg Chem       Date:  2018-09-12       Impact factor: 3.358

2.  Rollover Cyclometalation vs Nitrogen Coordination in Tetrapyridyl Anticancer Gold(III) Complexes: Effect on Protein Interaction and Toxicity.

Authors:  Xue-Quan Zhou; Imma Carbo-Bague; Maxime A Siegler; Jonathan Hilgendorf; Uttara Basu; Ingo Ott; Rongfang Liu; Liyan Zhang; Vadde Ramu; Adriaan P IJzerman; Sylvestre Bonnet
Journal:  JACS Au       Date:  2021-03-16

3.  Relevance of Copper and Organic Cation Transporters in the Activity and Transport Mechanisms of an Anticancer Cyclometallated Gold(III) Compound in Comparison to Cisplatin.

Authors:  Sarah Spreckelmeyer; Margot van der Zee; Benoît Bertrand; Ewen Bodio; Stefan Stürup; Angela Casini
Journal:  Front Chem       Date:  2018-09-04       Impact factor: 5.221

4.  4,6-Dihydroxysalicylic Acid-Catalyzed Oxidative Condensation of Benzylic Amines and Aromatic Ketones for the Preparation of 2,4,6-Trisubstituted Pyridines and Its Application to Metal-Free Synthesis of G-Quadruplex Binding Ligands.

Authors:  Chun-Ping Dong; Shintaro Kodama; Akihiro Nomoto; Michio Ueshima; Akiya Ogawa
Journal:  ACS Omega       Date:  2019-05-23

5.  Cancer cell-selective modulation of mitochondrial respiration and metabolism by potent organogold(iii) dithiocarbamates.

Authors:  Randall T Mertens; Sean Parkin; Samuel G Awuah
Journal:  Chem Sci       Date:  2020-09-18       Impact factor: 9.825

6.  Water-Soluble Gold(III)-Metformin Complex Alters Mitochondrial Bioenergetics in Breast Cancer Cells.

Authors:  Jong Hyun Kim; Samuel Ofori; R Tyler Mertens; Sean Parkin; Samuel G Awuah
Journal:  ChemMedChem       Date:  2021-07-28       Impact factor: 3.540

  6 in total

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