0000000001299008

AUTHOR

Brech Aikman

showing 13 related works from this author

Comparative biological evaluation and G-quadruplex interaction studies of two new families of organometallic gold(I) complexes featuring N-heterocycl…

2020

Experimental organometallic gold(I) compounds hold promise for anticancer therapy. This study reports the synthesis of two novel families of gold(I) complexes, including N1-substituted bis-N-heterocyclic carbene (NHC) complexes of general formula [Au(N1-TBM) 2]BF 4 (N1-TBM = N1-substituted 9-methyltheobromin-8-ylidene) and mixed gold(I) NHC-alkynyl complexes, [Au(N1-TBM)alkynyl]. The compounds were fully characterised for their structure and stability in aqueous environment and in the presence of N-acetyl cysteine by nuclear magnetic resonance (NMR) spectroscopy. The structures of bis(1-ethyl-3,7,9-trimethylxanthin-8-ylidene)gold(I), (4-ethynylpyridine)(1,9-dimethyltheobromine-8-ylidene)gol…

Circular dichroismStereochemistryAntineoplastic Agents010402 general chemistryG-quadruplexLigands01 natural sciencesBiochemistryInorganic Chemistrychemistry.chemical_compoundNeoplasmsMoietyGold(I) organometallicsHumansN-heterocyclic carbenesCancer010405 organic chemistryChemistryFluorescenceG-quadruplexes0104 chemical sciencesFörster resonance energy transferMCF-7 CellsBODIPYDrug Screening Assays AntitumorSelectivityCarbeneAlkynyl ligandsMethaneOrganogold Compounds
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Highly-fluorescent BODIPY-functionalised metallacages as drug delivery systems

2022

With the aim of designing new metallosupramolecular architectures for drug delivery, research has focused on porous 3-dimensional (3D)-metallacages able to encapsulate cytotoxic agents protecting them from metabolism while targeting them to cancer sites. Here, two self-assembled [Pd2L4]4+ cages (CG1 and CG2) featuring 3,5-bis(3-ethynylpyridine)phenyl ligands (L) exo-functionalised with dipyrromethene (BODIPY) groups have been synthesised and characterised by different methods, including NMR spectroscopy and mass spectrometry. 1H NMR spectroscopy studies shows that the cages are able to encapsulate the anticancer drug cisplatin in their hydrophobic cavity, as evidenced by electrostatic poten…

Boron CompoundsInorganic ChemistryDrug Delivery SystemsCell Line TumorHumansCisplatinPalladiumDalton Transactions
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Mechanisms of irreversible aquaporin-10 inhibition by organogold compounds studied by combined biophysical methods and atomistic simulations

2021

Abstract The inhibition of glycerol permeation via human aquaporin-10 (hAQP10) by organometallic gold complexes has been studied by stopped-flow fluorescence spectroscopy, and its mechanism has been described using molecular modelling and atomistic simulations. The most effective hAQP10 inhibitors are cyclometalated Au(III) C^N compounds known to efficiently react with cysteine residues leading to the formation of irreversible C–S bonds. Functional assays also demonstrate the irreversibility of the binding to hAQP10 by the organometallic complexes. The obtained computational results by metadynamics show that the local arylation of Cys209 in hAQP10 by one of the gold inhibitors is mapped int…

waterBiophysicsGlycerol transportirreversible inhibitorsMolecular Dynamics SimulationAquaporinsBiochemistryBiophysical PhenomenaFluorescence spectroscopymetadynamicsBiomaterialsMolecular dynamicsGold CompoundsComputational chemistrygold compoundsHumansOrganogold CompoundsChemistryglycerol transportMetals and AlloysMetadynamicsPermeationSmall moleculeSpectrometry FluorescenceChemistry (miscellaneous)aquaglyceroporinOrganogold Compounds
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Exploring the Reactivity and Biological Effects of Heteroleptic N-Heterocyclic Carbene Gold(I)- Alkynyl Complexes

2020

With the aim to explore the effects of different organometallic ligands on the reactivity and biological properties of a series of twelve heteroleptic AuI complexes, of general formula [Au(NHC)(alkynyl)] (NHC = benzimidazolylidene or 1,3-dihydroimidazolylidene) were synthesized and characterized by 1H and 13C NMR and elemental analysis, and in some cases also by X-ray diffraction. The compounds were all stable in H2O/DMSO as established by NMR spectroscopy, while they could react with model thiols (EtSH) in the presence of water to undergo ligand-substitution reactions. 1H NMR experiments showed that dissociation of the more labile alkynyl ligand was possible for all compounds, while in the…

Antitumor agentsAlkyne ligands010405 organic chemistryNuclear magnetic resonance spectroscopy010402 general chemistryG-quadruplexG-quadruplexes01 natural sciencesMedicinal chemistryddc:0104 chemical sciencesInorganic Chemistrychemistry.chemical_compoundThiolschemistryReactivity (chemistry)GoldN-heterocyclic carbenesCarbeneDNAEuropean Journal of Inorganic Chemistry
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CCDC 1955879: Experimental Crystal Structure Determination

2020

Related Article: Jens Oberkofler, Brech Aikman, Riccardo Bonsignore, Alexander Pöthig, James Platts, Angela Casini, Fritz E. Kühn|2020|Eur.J.Inorg.Chem.|2020|1040|doi:10.1002/ejic.201901043

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(33-dimethylbut-1-yn-1-yl)-[13-di-isopropylbenzimidazol-2-ylidene]-gold(i)Experimental 3D Coordinates
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CCDC 1913564: Experimental Crystal Structure Determination

2019

Related Article: Samuel M. Meier-Menches, Brech Aikman, Daniel Döllerer, Wim T. Klooster, Simon J. Coles, Nicolò Santi, Louis Luk, Angela Casini, Riccardo Bonsignore|2020|J.Inorg.Biochem.|202|110844|doi:10.1016/j.jinorgbio.2019.110844

Space GroupCrystallographyCrystal System[(pyridin-4-yl)ethynyl]-(1379-tetramethyl-26-dioxo-123679-hexahydro-8H-purin-8-ylidene)-gold(i) unknown solvateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1916760: Experimental Crystal Structure Determination

2019

Related Article: Samuel M. Meier-Menches, Brech Aikman, Daniel Döllerer, Wim T. Klooster, Simon J. Coles, Nicolò Santi, Louis Luk, Angela Casini, Riccardo Bonsignore|2020|J.Inorg.Biochem.|202|110844|doi:10.1016/j.jinorgbio.2019.110844

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(1-ethyl-379-trimethyl-26-dioxo-236789-hexahydro-1H-purin-8-ylidene)-gold(i) tetrafluoroborate hydrateExperimental 3D Coordinates
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CCDC 2143205: Experimental Crystal Structure Determination

2022

Related Article: Brech Aikman, Riccardo Bonsignore, Ben Woods, Daniel Doellerer, Riccardo Scotti, Claudia Schmidt, Alexandra A. Heidecker, Alexander Pöthig, Edward J. Sayers, Arwyn T. Jones, Angela Casini|2022|Dalton Trans.|51|7476|doi:10.1039/D2DT00337F

Space GroupCrystallographyCrystal SystemCrystal Structuretris(mu-35-bis((pyridin-3-yl)ethynyl)benzoic acid)-(mu-(35-bis((pyridin-3-yl)ethynyl)phenyl)acetate)-di-palladium(ii) tris(tetrafluoroborate) diethyl ether solvateCell ParametersExperimental 3D Coordinates
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CCDC 1955877: Experimental Crystal Structure Determination

2020

Related Article: Jens Oberkofler, Brech Aikman, Riccardo Bonsignore, Alexander Pöthig, James Platts, Angela Casini, Fritz E. Kühn|2020|Eur.J.Inorg.Chem.|2020|1040|doi:10.1002/ejic.201901043

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters[13-di-isopropylbenzimidazol-2-ylidene]-[naphthalen-1-ylethynyl]-gold(i)Experimental 3D Coordinates
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CCDC 1955875: Experimental Crystal Structure Determination

2020

Related Article: Jens Oberkofler, Brech Aikman, Riccardo Bonsignore, Alexander Pöthig, James Platts, Angela Casini, Fritz E. Kühn|2020|Eur.J.Inorg.Chem.|2020|1040|doi:10.1002/ejic.201901043

Space GroupCrystallographyCrystal System(13-dimethylbenzimidazol-2-ylidene)-[(naphthalen-1-yl)ethynyl]-gold(i)Crystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1955876: Experimental Crystal Structure Determination

2020

Related Article: Jens Oberkofler, Brech Aikman, Riccardo Bonsignore, Alexander Pöthig, James Platts, Angela Casini, Fritz E. Kühn|2020|Eur.J.Inorg.Chem.|2020|1040|doi:10.1002/ejic.201901043

Space GroupCrystallography[13-dimesitylimidazol-2-ylidene]-[(naphthalen-1-yl)ethynyl]-gold(i)Crystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1940532: Experimental Crystal Structure Determination

2019

Related Article: Samuel M. Meier-Menches, Brech Aikman, Daniel Döllerer, Wim T. Klooster, Simon J. Coles, Nicolò Santi, Louis Luk, Angela Casini, Riccardo Bonsignore|2020|J.Inorg.Biochem.|202|110844|doi:10.1016/j.jinorgbio.2019.110844

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters([4-(28-diethyl-55-difluoro-1379-tetramethyl-5H-45-dipyrrolo[12-c:2'1'-f][132]diazaborinin-10-yl)phenyl]ethynyl)-(1379-tetramethyl-26-dioxo-236789-hexahydro-1H-purin-8-yl)-gold unknown solvateExperimental 3D Coordinates
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CCDC 1955878: Experimental Crystal Structure Determination

2020

Related Article: Jens Oberkofler, Brech Aikman, Riccardo Bonsignore, Alexander Pöthig, James Platts, Angela Casini, Fritz E. Kühn|2020|Eur.J.Inorg.Chem.|2020|1040|doi:10.1002/ejic.201901043

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters[13-dimesitylimidazol-2-ylidene]-(33-dimethylbut-1-yn-1-yl)-gold benzene solvateExperimental 3D Coordinates
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