Literature DB >> 26804743

Versatile synthesis of cationic N-heterocyclic carbene-gold(i) complexes containing a second ancillary ligand. Design of heterobimetallic ruthenium-gold anticancer agents.

Jacob Fernández-Gallardo1, Benelita T Elie2, Mercedes Sanaú3, María Contel4.   

Abstract

We describe a versatile and quick route to cationic gold(i) complexes containing N-heterocyclic carbenes and a second ancillary ligand (such as phosphanes, phosphites, arsines and amines) of interest for the synthesis of compounds with potential catalytic and medicinal applications. The general synthetic strategy has been applied in the preparation of novel cationic heterobimetallic ruthenium(ii)-gold(i) complexes that are highly cytotoxic to renal cancer Caki-1 and colon cancer HCT 116 cell lines while showing a synergistic effect and being more selective than their monometallic counterparts.

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Year:  2016        PMID: 26804743      PMCID: PMC4861071          DOI: 10.1039/c5cc09718e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  22 in total

1.  Titanocene-phosphine derivatives as precursors to cytotoxic heterometallic TiAu2 and TiM (M = Pd, Pt) compounds. Studies of their interactions with DNA.

Authors:  Jose F González-Pantoja; Michael Stern; Andrzej A Jarzecki; Eva Royo; Elisa Robles-Escajeda; Armando Varela-Ramírez; Renato J Aguilera; María Contel
Journal:  Inorg Chem       Date:  2011-09-29       Impact factor: 5.165

Review 2.  A golden future in medicinal inorganic chemistry: the promise of anticancer gold organometallic compounds.

Authors:  Benoît Bertrand; Angela Casini
Journal:  Dalton Trans       Date:  2014-03-21       Impact factor: 4.390

3.  Design, synthesis and characterisation of new chimeric ruthenium(II)-gold(I) complexes as improved cytotoxic agents.

Authors:  Lara Massai; Jacob Fernández-Gallardo; Annalisa Guerri; Annarosa Arcangeli; Serena Pillozzi; María Contel; Luigi Messori
Journal:  Dalton Trans       Date:  2015-05-21       Impact factor: 4.390

4.  Antibacterial properties of water-soluble gold(I) N-heterocyclic carbene complexes.

Authors:  Gabriela A Fernández; María S Vela Gurovic; Nelda L Olivera; Alicia B Chopa; Gustavo F Silbestri
Journal:  J Inorg Biochem       Date:  2014-03-11       Impact factor: 4.155

5.  Cationic, linear Au(I) N-heterocyclic carbene complexes: synthesis, structure and anti-mitochondrial activity.

Authors:  Murray V Baker; Peter J Barnard; Susan J Berners-Price; Simon K Brayshaw; James L Hickey; Brian W Skelton; Allan H White
Journal:  Dalton Trans       Date:  2006-06-20       Impact factor: 4.390

6.  Gold(I) NHC-based homo- and heterobimetallic complexes: synthesis, characterization and evaluation as potential anticancer agents.

Authors:  Benoît Bertrand; Anna Citta; Inge L Franken; Michel Picquet; Alessandra Folda; Valeria Scalcon; Maria Pia Rigobello; Pierre Le Gendre; Angela Casini; Ewen Bodio
Journal:  J Biol Inorg Chem       Date:  2015-07-23       Impact factor: 3.358

7.  Mitochondria-targeted chemotherapeutics: the rational design of gold(I) N-heterocyclic carbene complexes that are selectively toxic to cancer cells and target protein selenols in preference to thiols.

Authors:  James L Hickey; Rasha A Ruhayel; Peter J Barnard; Murray V Baker; Susan J Berners-Price; Aleksandra Filipovska
Journal:  J Am Chem Soc       Date:  2008-08-26       Impact factor: 15.419

8.  Development of catalysts and ligands for enantioselective gold catalysis.

Authors:  Yi-Ming Wang; Aaron D Lackner; F Dean Toste
Journal:  Acc Chem Res       Date:  2013-11-14       Impact factor: 22.384

9.  Organometallic Titanocene-Gold Compounds as Potential Chemotherapeutics in Renal Cancer. Study of their Protein Kinase Inhibitory Properties.

Authors:  Jacob Fernández-Gallardo; Benelita T Elie; Florian J Sulzmaier; Mercedes Sanaú; Joe W Ramos; María Contel
Journal:  Organometallics       Date:  2014-10-30       Impact factor: 3.876

10.  Heterometallic titanium-gold complexes inhibit renal cancer cells in vitro and in vivo.

Authors:  Jacob Fernández-Gallardo; Benelita T Elie; Tanmoy Sadhukha; Swayam Prabha; Mercedes Sanaú; Susan A Rotenberg; Joe W Ramos; María Contel
Journal:  Chem Sci       Date:  2015-06-23       Impact factor: 9.825

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  13 in total

1.  Preparation of Titanocene-Gold Compounds Based on Highly Active Gold(I)-N-Heterocyclic Carbene Anticancer Agents: Preliminary in vitro Studies in Renal and Prostate Cancer Cell Lines.

Authors:  Natalia Curado; Nora Giménez; Kirill Miachin; Mélanie Aliaga-Lavrijsen; Mike A Cornejo; Andrzej A Jarzecki; María Contel
Journal:  ChemMedChem       Date:  2019-04-12       Impact factor: 3.466

2.  A heterometallic ruthenium-gold complex displays antiproliferative, antimigratory, and antiangiogenic properties and inhibits metastasis and angiogenesis-associated proteases in renal cancer.

Authors:  Benelita T Elie; Yuriy Pechenyy; Fathema Uddin; María Contel
Journal:  J Biol Inorg Chem       Date:  2018-03-05       Impact factor: 3.358

3.  SEC hyphenated to a multielement-specific detector unravels the degradation pathway of a bimetallic anticancer complex in human plasma.

Authors:  Sophia Sarpong-Kumankomah; Maria Contel; Jürgen Gailer
Journal:  J Chromatogr B Analyt Technol Biomed Life Sci       Date:  2020-04-06       Impact factor: 3.205

4.  Auranofin-Based Analogues Are Effective Against Clear Cell Renal Carcinoma In Vivo and Display No Significant Systemic Toxicity.

Authors:  Benelita T Elie; Karen Hubbard; Buddhadev Layek; Won Seok Yang; Swayam Prabha; Joe W Ramos; Maria Contel
Journal:  ACS Pharmacol Transl Sci       Date:  2020-04-09

5.  Biscarbene gold(i) complexes: structure-activity-relationships regarding antibacterial effects, cytotoxicity, TrxR inhibition and cellular bioavailability.

Authors:  Claudia Schmidt; Bianka Karge; Rainer Misgeld; Aram Prokop; Mark Brönstrup; Ingo Ott
Journal:  Medchemcomm       Date:  2017-06-27       Impact factor: 3.597

6.  Bimetallic titanocene-gold phosphane complexes inhibit invasion, metastasis, and angiogenesis-associated signaling molecules in renal cancer.

Authors:  Benelita T Elie; Jacob Fernández-Gallardo; Natalia Curado; Mike A Cornejo; Joe W Ramos; María Contel
Journal:  Eur J Med Chem       Date:  2018-10-17       Impact factor: 6.514

7.  Preclinical evaluation of an unconventional ruthenium-gold-based chemotherapeutic: RANCE-1, in clear cell renal cell carcinoma.

Authors:  Benelita T Elie; Karen Hubbard; Yuriy Pechenyy; Buddhadev Layek; Swayam Prabha; Maria Contel
Journal:  Cancer Med       Date:  2019-06-13       Impact factor: 4.452

Review 8.  Gold as a Possible Alternative to Platinum-Based Chemotherapy for Colon Cancer Treatment.

Authors:  Inés Mármol; Javier Quero; María Jesús Rodríguez-Yoldi; Elena Cerrada
Journal:  Cancers (Basel)       Date:  2019-06-05       Impact factor: 6.639

9.  An Organometallic Gold(I) Bis-N-Heterocyclic Carbene Complex with Multimodal Activity in Ovarian Cancer Cells.

Authors:  Samuel M Meier-Menches; Benjamin Neuditschko; Katja Zappe; Martin Schaier; Marlene C Gerner; Klaus G Schmetterer; Giorgia Del Favero; Riccardo Bonsignore; Margit Cichna-Markl; Gunda Koellensperger; Angela Casini; Christopher Gerner
Journal:  Chemistry       Date:  2020-11-03       Impact factor: 5.236

Review 10.  Gold-Based Medicine: A Paradigm Shift in Anti-Cancer Therapy?

Authors:  Chien Ing Yeo; Kah Kooi Ooi; Edward R T Tiekink
Journal:  Molecules       Date:  2018-06-11       Impact factor: 4.411

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