0000000000455375

AUTHOR

Wojciech Streciwilk

showing 4 related works from this author

Fluorescent organometallic rhodium(I) and ruthenium(II) metallodrugs with 4-ethylthio-1,8-naphthalimide ligands: Antiproliferative effects, cellular …

2018

Fluorescent 4-ethylthio-1,8-naphthalimides containing rhodium(I) N-heterocyclic carbene (NHC) and ruthenium (II) NHC fragments were synthesised and evaluated for their antiproliferative effects, cellular uptake and DNA-binding activity. Both types of organometallics triggered ligand dependent efficient cytotoxic effects against tumor cells with the rhodium(I) NHC derivatives causing stronger effects than the ruthenium (II) NHC analogues. Antiproliferative effects could also be observed against several pathogenic Gram-positive bacterial strains, whereas the growth of Gram-negative bacteria was not substantially affected. Cellular uptake was confirmed by atomic absorption spectroscopy as well…

Intercalation (chemistry)Fluorescent DyeLigands01 natural sciencesAntineoplastic Agentchemistry.chemical_compoundNeoplasmsDrug DiscoveryMoietyCell DeathBacterial InfectionsGeneral MedicineIntercalating AgentsNaphthalimideAnti-Bacterial AgentsRutheniumNaphthalimidesSettore CHIM/03 - Chimica Generale E InorganicaHumanStereochemistrychemistry.chemical_elementAntineoplastic AgentsLigandCarbene010402 general chemistryG-quadruplexBacterial InfectionRutheniumRhodiumCell Line TumorAnti-Bacterial AgentOrganometallic CompoundsG-QuadruplexeHumansRhodiumBioorganometallicFluorescent DyesGroup 2 organometallic chemistryCell ProliferationPharmacologyOrganometallic CompoundBacteria010405 organic chemistryLigandOrganic ChemistryIntercalating Agent0104 chemical sciencesG-QuadruplexeschemistryNeoplasmDrug Screening Assays AntitumorCarbene
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Synthesis and Biological Evaluation of Organometallic Complexes Bearing Bis‐1,8‐naphthalimide Ligands

2018

Organometallic N-heterocyclic carbene (NHC) complexes with intercalating bis-naphthalimide ligands were prepared and evaluated biologically. Cytotoxic effects against tumor cells or bacteria were strongly ligand dependent with minor influence of the metal (Ag, Ru, Rh, Au) centers. Complex 8b with a rhodium(I) NHC moiety was studied in more detail for its DNA interacting properties in comparison to the metal free ligand. These studies showed a good DNA binding pattern with some preference for the telomeric quadruplex structure hTelo. Complex 8b was also shown to trigger additional coordinative binding to the DNA and therefore represents an useful tool compound with a mixed intercalative/coor…

SilverBearing (mechanical)010405 organic chemistryAntitumor agentchemistry.chemical_elementCarbene010402 general chemistry01 natural sciencesCombinatorial chemistryCopperRuthenium0104 chemical sciencesRhodiumRutheniumlaw.inventionInorganic ChemistrychemistrySettore CHIM/03 - Chimica Generale E InorganicalawRhodiumGoldCopperBiological evaluationEuropean Journal of Inorganic Chemistry
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Metal NHC Complexes with Naphthalimide Ligands as DNA-Interacting Antiproliferative Agents

2017

Naphthalimide-based N-heterocyclic carbene (NHC) complexes of the type [(1,5-cyclooctadiene)(NHC)RhCl)] (4 a-c), [(p-cymene)(NHC)RuCl2 )] (5 a-c), and [(NHC)CuBr] (6 a-c) were synthesized and investigated as antiproliferative agents that target DNA. The cytotoxic effects were largely driven by the naphthalimide structure, which is a DNA-intercalating moiety. Regarding the metal center, the highest activities were observed with the rhodium complexes, and cytotoxic activity was significantly lower for the ruthenium derivatives. The stable coordination of the NHC ligands of selected complexes 4 b and 5 b in solution was confirmed, and their DNA binding properties were studied by UV/Vis spectro…

Circular dichroismStereochemistryIntercalation (chemistry)Molecular Conformationchemistry.chemical_elementApoptosisCrystallography X-RayLigands010402 general chemistry01 natural sciencesBiochemistryRhodiumMetalchemistry.chemical_compoundDrug StabilityCoordination ComplexesDrug DiscoveryHumansMoietyGeneral Pharmacology Toxicology and PharmaceuticsrutheniumCell ProliferationPharmacology010405 organic chemistryChemistryCircular DichroismOrganic ChemistryDNAnaphthalimideIntercalating Agentsanticancer agent0104 chemical sciencesRutheniumcarbeneNaphthalimidesSettore CHIM/03 - Chimica Generale E Inorganicacoppervisual_artrhodiumMCF-7 CellsMonoterpenesvisual_art.visual_art_mediumCymenesMolecular MedicineSpectrophotometry UltravioletHT29 CellsMethaneCarbeneDNAChemMedChem
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CCDC 1510249: Experimental Crystal Structure Determination

2017

Related Article: Wojciech Streciwilk, Alessio Terenzi, Rainer Misgeld, Corazon Frias, Peter G. Jones, Habil. Aram Prokop, Bernhard K. Keppler, Ingo Ott|2017|ChemMedChem|12|214|doi:10.1002/cmdc.201600557

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersdichloro-(1-(3-(13-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)propyl)-3-ethyl-23-dihydro-1H-imidazol-2-ylidene)-(1-isopropyl-4-methylbenzene)-ruthenium(ii)Experimental 3D Coordinates
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