Switching on Cytotoxicity of Water-Soluble Diiron Organometallics by UV Irradiation
Switching on Cytotoxicity of Water-Soluble Diiron Organometallics by UV Irradiation
Biancalana, L.; Kubeil, M.; Schoch, S.; Zacchini, S.; Marchetti, F.
The diiron compounds [Fe2Cp2(CO)2(μ-CO)(μ-CSEt)]CF3SO3, [1]CF3SO3, K[Fe2Cp2(CO)3(CNCH2CO2)], K[2], [Fe2Cp2(CO)2(μ-CO)(μ-CNMe2)]NO3, [3]NO3, [Fe2Cp2(CO)2(PTA){μ-CNMe(Xyl)}]CF3SO3, [4]CF3SO3, and [Fe2Cp2(CO)(μ-CO){μ−η:1η3-C(4-C6H4CO2H)CHCNMe2}]CF3SO3, [5]CF3SO3, containing a bridging carbyne, isocyanoacetate, or vinyliminium ligand, were investigated for their photoinduced cytotoxicity. Specifically, the novel water-soluble compounds K[2], [3]NO3, and [4]CF3SO3 were synthesized and characterized by elemental analysis and IR and multinuclear NMR spectroscopy. Stereochemical aspects concerning [4]CF3SO3 were elucidated by 1H NOESY NMR and single-crystal X-ray diffraction. Cell proliferation studies on human skin cancer (A431) and nontumoral embryonic kidney (HEK293) cells, with and without a 10-min exposure to low-power UV light (350 nm), highlighted the performance of the aminocarbyne [3]NO3, nicknamed NIRAC (Nitrate-Iron-Aminocarbyne), which is substantially nontoxic in the dark but shows a marked photoinduced cytotoxicity. Spectroscopic (IR, UV−vis, NMR) measurements and the myoglobin assay indicated that the release of one carbon monoxide ligand represents the first step of the photoactivation process of NIRAC, followed by an extensive disassembly of the organometallic scaffold.
Keywords: PhotoCORM; Carbon Monoxide; Bioorganometallic Chemistry; Diiron complexes; Photoactivation; Cytotoxicity; Aminocarbyne Ligand; Vinyliminium Ligand; PTA; water solubility
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Data publication: Switching on Cytotoxicity of Water-Soluble Diiron …
ROBIS: 34752 HZDR-primary research data are used by this (Id 34751) publication
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Inorganic Chemistry 61(2022), 7897-7909
Online First (2022) DOI: 10.1021/acs.inorgchem.2c00504
Cited 3 times in Scopus
Permalink: https://www.hzdr.de/publications/Publ-34751
Publ.-Id: 34751