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Influence of wing-tip substituents and reaction conditions on the structure, properties and cytotoxicity of Ag(i)- and Au(i)-bis(NHC) complexes.

Julia RiebBruno DominelliDavid MayerChristian JandlJonas DrechselWolfgang HeydenreuterStephan A SieberFritz E Kühn
Published in: Dalton transactions (Cambridge, England : 2003) (2018)
The formation of different conformers of dinuclear silver(i) and gold(i) 1,1'-(2-hydroxyethane-1,1-diyl) bridge-functionalized bis(NHC) complexes with various wing-tip substituents (R = methyl, isopropyl and mesityl) has been investigated using multinuclear NMR spectroscopy and SC-XRD as well as DFT calculations. The ratio of anti/syn isomers strongly depends both on wing-tip substituents and the metal. Moreover, the reaction temperature plays a significant role during the transmetallation process for the ratio of gold(i) conformers, which is further affected by purification procedures. All obtained Au(i)-bis(NHC) complexes have been applied in a standard MTT assay performed for screening the antiproliferative activity against human lung and liver cancer cells. Strong evidence for a significant influence of both wing-tip substituents and conformation on the cytotoxic properties of the applied complexes has been found.
Keyphrases
  • ionic liquid
  • density functional theory
  • quantum dots
  • sensitive detection
  • silver nanoparticles
  • molecular dynamics simulations
  • reduced graphene oxide
  • high throughput
  • molecular dynamics
  • molecular docking