6WGO
The interaction of dichlorido(3-(anthracen-9-ylmethyl)-1-methylimidazol-2-ylidene)(eta6-p-cymene)ruthenium(II) with HEWL after 1 week
Summary for 6WGO
| Entry DOI | 10.2210/pdb6wgo/pdb |
| Descriptor | Lysozyme, SODIUM ION, ACETATE ION, ... (5 entities in total) |
| Functional Keywords | metal-based, anticancer, ruthenium, nhc, carbene, hewl, hen egg white lysozyme, lysozyme, metallodrug, imidazole, dimethylimidazole, hydrolase |
| Biological source | Gallus gallus (Chicken) |
| Total number of polymer chains | 1 |
| Total formula weight | 14916.56 |
| Authors | Sullivan, M.P.,Hartinger, C.G.,Goldstone, D.C. (deposition date: 2020-04-06, release date: 2021-10-06, Last modification date: 2024-10-23) |
| Primary citation | Lee, B.Y.T.,Sullivan, M.P.,Yano, E.,Tong, K.K.H.,Hanif, M.,Kawakubo-Yasukochi, T.,Jamieson, S.M.F.,Soehnel, T.,Goldstone, D.C.,Hartinger, C.G. Anthracenyl Functionalization of Half-Sandwich Carbene Complexes: In Vitro Anticancer Activity and Reactions with Biomolecules. Inorg.Chem., 60:14636-14644, 2021 Cited by PubMed Abstract: N-Heterocyclic carbene (NHC) ligands are widely investigated in medicinal inorganic chemistry. Here, we report the preparation and characterization of a series of half-sandwich [M(L)(NHC)Cl] (M = Ru, Os, Rh, Ir; L = cym/Cp*) complexes with a N-flanking anthracenyl moiety attached to imidazole- and benzimidazole-derived NHC ligands. The anticancer activity of the complexes was investigated in cell culture studies where, in comparison to a Rh derivative with an all-carbon-donor-atom-based ligand (), they were found to be cytotoxic with IC values in the low micromolar range. The Ru derivative was chosen as a representative for stability studies as well as for biomolecule interaction experiments. It underwent partial chlorido/aqua ligand exchange in DMSO-/DO to rapidly form an equilibrium in aqueous media. The reactions of with biomolecules proceeded quickly and resulted in the formation of adducts with amino acids, DNA, and protein. Hen egg white lysozyme crystals were soaked with , and the crystallographic analysis revealed an interaction with an l-aspartic acid residue (Asp119), resulting in the cleavage of the -cymene ligand but the retention of the NHC moiety. Cell morphology studies for the Rh analog suggested that the cytotoxicity is exerted via mechanisms different from that of cisplatin. PubMed: 34528438DOI: 10.1021/acs.inorgchem.1c01675 PDB entries with the same primary citation |
| Experimental method | X-RAY DIFFRACTION (1.3 Å) |
Structure validation
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