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Switching on Cytotoxicity of Water-Soluble Diiron Organometallics by UV Irradiation

[Image: see text] The diiron compounds [Fe(2)Cp(2)(CO)(2)(μ-CO)(μ-CSEt)]CF(3)SO(3), [1]CF(3)SO(3), K[Fe(2)Cp(2)(CO)(3)(CNCH(2)CO(2))], K[2], [Fe(2)Cp(2)(CO)(2)(μ-CO)(μ-CNMe(2))]NO(3), [3]NO(3), [Fe(2)Cp(2)(CO)(2)(PTA){μ-CNMe(Xyl)}]CF(3)SO(3), [4]CF(3)SO(3), and [Fe(2)Cp(2)(CO)(μ-CO){μ–η:(1)η(3)-C(4-...

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Autores principales: Biancalana, Lorenzo, Kubeil, Manja, Schoch, Silvia, Zacchini, Stefano, Marchetti, Fabio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9951222/
https://www.ncbi.nlm.nih.gov/pubmed/35537207
http://dx.doi.org/10.1021/acs.inorgchem.2c00504
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author Biancalana, Lorenzo
Kubeil, Manja
Schoch, Silvia
Zacchini, Stefano
Marchetti, Fabio
author_facet Biancalana, Lorenzo
Kubeil, Manja
Schoch, Silvia
Zacchini, Stefano
Marchetti, Fabio
author_sort Biancalana, Lorenzo
collection PubMed
description [Image: see text] The diiron compounds [Fe(2)Cp(2)(CO)(2)(μ-CO)(μ-CSEt)]CF(3)SO(3), [1]CF(3)SO(3), K[Fe(2)Cp(2)(CO)(3)(CNCH(2)CO(2))], K[2], [Fe(2)Cp(2)(CO)(2)(μ-CO)(μ-CNMe(2))]NO(3), [3]NO(3), [Fe(2)Cp(2)(CO)(2)(PTA){μ-CNMe(Xyl)}]CF(3)SO(3), [4]CF(3)SO(3), and [Fe(2)Cp(2)(CO)(μ-CO){μ–η:(1)η(3)-C(4-C(6)H(4)CO(2)H)CHCNMe(2)}]CF(3)SO(3), [5]CF(3)SO(3), containing a bridging carbyne, isocyanoacetate, or vinyliminium ligand, were investigated for their photoinduced cytotoxicity. Specifically, the novel water-soluble compounds K[2], [3]NO(3), and [4]CF(3)SO(3) were synthesized and characterized by elemental analysis and IR and multinuclear NMR spectroscopy. Stereochemical aspects concerning [4]CF(3)SO(3) were elucidated by (1)H 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]NO(3), 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.
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spelling pubmed-99512222023-02-25 Switching on Cytotoxicity of Water-Soluble Diiron Organometallics by UV Irradiation Biancalana, Lorenzo Kubeil, Manja Schoch, Silvia Zacchini, Stefano Marchetti, Fabio Inorg Chem [Image: see text] The diiron compounds [Fe(2)Cp(2)(CO)(2)(μ-CO)(μ-CSEt)]CF(3)SO(3), [1]CF(3)SO(3), K[Fe(2)Cp(2)(CO)(3)(CNCH(2)CO(2))], K[2], [Fe(2)Cp(2)(CO)(2)(μ-CO)(μ-CNMe(2))]NO(3), [3]NO(3), [Fe(2)Cp(2)(CO)(2)(PTA){μ-CNMe(Xyl)}]CF(3)SO(3), [4]CF(3)SO(3), and [Fe(2)Cp(2)(CO)(μ-CO){μ–η:(1)η(3)-C(4-C(6)H(4)CO(2)H)CHCNMe(2)}]CF(3)SO(3), [5]CF(3)SO(3), containing a bridging carbyne, isocyanoacetate, or vinyliminium ligand, were investigated for their photoinduced cytotoxicity. Specifically, the novel water-soluble compounds K[2], [3]NO(3), and [4]CF(3)SO(3) were synthesized and characterized by elemental analysis and IR and multinuclear NMR spectroscopy. Stereochemical aspects concerning [4]CF(3)SO(3) were elucidated by (1)H 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]NO(3), 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. American Chemical Society 2022-05-10 /pmc/articles/PMC9951222/ /pubmed/35537207 http://dx.doi.org/10.1021/acs.inorgchem.2c00504 Text en © 2022 American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Biancalana, Lorenzo
Kubeil, Manja
Schoch, Silvia
Zacchini, Stefano
Marchetti, Fabio
Switching on Cytotoxicity of Water-Soluble Diiron Organometallics by UV Irradiation
title Switching on Cytotoxicity of Water-Soluble Diiron Organometallics by UV Irradiation
title_full Switching on Cytotoxicity of Water-Soluble Diiron Organometallics by UV Irradiation
title_fullStr Switching on Cytotoxicity of Water-Soluble Diiron Organometallics by UV Irradiation
title_full_unstemmed Switching on Cytotoxicity of Water-Soluble Diiron Organometallics by UV Irradiation
title_short Switching on Cytotoxicity of Water-Soluble Diiron Organometallics by UV Irradiation
title_sort switching on cytotoxicity of water-soluble diiron organometallics by uv irradiation
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9951222/
https://www.ncbi.nlm.nih.gov/pubmed/35537207
http://dx.doi.org/10.1021/acs.inorgchem.2c00504
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