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

Verfasser / Beitragende:
[Benoît Bertrand, Anna Citta, Inge Franken, Michel Picquet, Alessandra Folda, Valeria Scalcon, Maria Rigobello, Pierre Le Gendre, Angela Casini, Ewen Bodio]
Ort, Verlag, Jahr:
2015
Enthalten in:
JBIC Journal of Biological Inorganic Chemistry, 20/6(2015-09-01), 1005-1020
Format:
Artikel (online)
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024 7 0 |a 10.1007/s00775-015-1283-1  |2 doi 
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245 0 0 |a Gold(I) NHC-based homo- and heterobimetallic complexes: synthesis, characterization and evaluation as potential anticancer agents  |h [Elektronische Daten]  |c [Benoît Bertrand, Anna Citta, Inge Franken, Michel Picquet, Alessandra Folda, Valeria Scalcon, Maria Rigobello, Pierre Le Gendre, Angela Casini, Ewen Bodio] 
520 3 |a While N-heterocyclic carbenes (NHC) are ubiquitous ligands in catalysis for organic or industrial syntheses, their potential to form transition metal complexes for medicinal applications has still to be exploited. Within this frame, we synthesized new homo- and heterobimetallic complexes based on the Au(I)-NHC scaffold. The compounds were synthesized via a microwave-assisted method developed in our laboratories using Au(I)-NHC complexes carrying a pentafluorophenol ester moiety and another Au(I) phosphane complex or a bipyridine ligand bearing a pendant amine function. Thus, we developed two different methods to prepare homo- and heterobimetallic complexes (Au(I)/Au(I) or Au(I)/Cu(II), Au(I)/Ru(II), respectively). All the compounds were fully characterized by several spectroscopic techniques including far infrared, and were tested for their antiproliferative effects in a series of human cancer cells. They showed moderate anticancer properties. Their toxic effects were also studied ex vivo using the precision-cut tissue slices (PCTS) technique and initial results concerning their reactivity with the seleno-enzyme thioredoxin reductase were obtained. 
540 |a SBIC, 2015 
690 7 |a N -heterocyclic carbene  |2 nationallicence 
690 7 |a Bimetallic complex  |2 nationallicence 
690 7 |a Gold complex  |2 nationallicence 
690 7 |a Anticancer drug  |2 nationallicence 
690 7 |a Thioredoxin reductase  |2 nationallicence 
700 1 |a Bertrand  |D Benoît  |u Institut de Chimie Moléculaire, UMR 6302 CNRS Université de Bourgogne Franche Comté, 9 Avenue A. Savary, 21078, Dijon, France  |4 aut 
700 1 |a Citta  |D Anna  |u Department of Biomedical Sciences, University of Padova, via Ugo Bassi 58/b, Padua, Italy  |4 aut 
700 1 |a Franken  |D Inge  |u Department of Pharmacokinetics, Toxicology and Targeting, Research Institute of Pharmacy, University of Groningen, Antonius Deusinglaan 1, 9713 AV, Groningen, The Netherlands  |4 aut 
700 1 |a Picquet  |D Michel  |u Institut de Chimie Moléculaire, UMR 6302 CNRS Université de Bourgogne Franche Comté, 9 Avenue A. Savary, 21078, Dijon, France  |4 aut 
700 1 |a Folda  |D Alessandra  |u Department of Biomedical Sciences, University of Padova, via Ugo Bassi 58/b, Padua, Italy  |4 aut 
700 1 |a Scalcon  |D Valeria  |u Institute of Neuroscience, C.N.R., viale G. Colombo 3, Padua, Italy  |4 aut 
700 1 |a Rigobello  |D Maria  |u Department of Biomedical Sciences, University of Padova, via Ugo Bassi 58/b, Padua, Italy  |4 aut 
700 1 |a Le Gendre  |D Pierre  |u Institut de Chimie Moléculaire, UMR 6302 CNRS Université de Bourgogne Franche Comté, 9 Avenue A. Savary, 21078, Dijon, France  |4 aut 
700 1 |a Casini  |D Angela  |u Department of Pharmacokinetics, Toxicology and Targeting, Research Institute of Pharmacy, University of Groningen, Antonius Deusinglaan 1, 9713 AV, Groningen, The Netherlands  |4 aut 
700 1 |a Bodio  |D Ewen  |u Institut de Chimie Moléculaire, UMR 6302 CNRS Université de Bourgogne Franche Comté, 9 Avenue A. Savary, 21078, Dijon, France  |4 aut 
773 0 |t JBIC Journal of Biological Inorganic Chemistry  |d Springer Berlin Heidelberg  |g 20/6(2015-09-01), 1005-1020  |x 0949-8257  |q 20:6<1005  |1 2015  |2 20  |o 775 
856 4 0 |u https://doi.org/10.1007/s00775-015-1283-1  |q text/html  |z Onlinezugriff via DOI 
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950 |B NATIONALLICENCE  |P 700  |E 1-  |a Bertrand  |D Benoît  |u Institut de Chimie Moléculaire, UMR 6302 CNRS Université de Bourgogne Franche Comté, 9 Avenue A. Savary, 21078, Dijon, France  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Citta  |D Anna  |u Department of Biomedical Sciences, University of Padova, via Ugo Bassi 58/b, Padua, Italy  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Franken  |D Inge  |u Department of Pharmacokinetics, Toxicology and Targeting, Research Institute of Pharmacy, University of Groningen, Antonius Deusinglaan 1, 9713 AV, Groningen, The Netherlands  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Picquet  |D Michel  |u Institut de Chimie Moléculaire, UMR 6302 CNRS Université de Bourgogne Franche Comté, 9 Avenue A. Savary, 21078, Dijon, France  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Folda  |D Alessandra  |u Department of Biomedical Sciences, University of Padova, via Ugo Bassi 58/b, Padua, Italy  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Scalcon  |D Valeria  |u Institute of Neuroscience, C.N.R., viale G. Colombo 3, Padua, Italy  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Rigobello  |D Maria  |u Department of Biomedical Sciences, University of Padova, via Ugo Bassi 58/b, Padua, Italy  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Le Gendre  |D Pierre  |u Institut de Chimie Moléculaire, UMR 6302 CNRS Université de Bourgogne Franche Comté, 9 Avenue A. Savary, 21078, Dijon, France  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Casini  |D Angela  |u Department of Pharmacokinetics, Toxicology and Targeting, Research Institute of Pharmacy, University of Groningen, Antonius Deusinglaan 1, 9713 AV, Groningen, The Netherlands  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Bodio  |D Ewen  |u Institut de Chimie Moléculaire, UMR 6302 CNRS Université de Bourgogne Franche Comté, 9 Avenue A. Savary, 21078, Dijon, France  |4 aut 
950 |B NATIONALLICENCE  |P 773  |E 0-  |t JBIC Journal of Biological Inorganic Chemistry  |d Springer Berlin Heidelberg  |g 20/6(2015-09-01), 1005-1020  |x 0949-8257  |q 20:6<1005  |1 2015  |2 20  |o 775