A new member of the cationic dinitrosyl iron complexes family incorporating N-ethylthiourea is effective against human HeLa and MCF-7 tumor cell lines

Санина, Н. А.; Shmatko, N. Yu.; Корчагин, Денис В.; Шилов, Г. В.; Терентьев, А. А.; Stupina, Tatyana S.; Балакина, А. А.; Komleva, Natal’ya V.; Ovanesyan, N. S.; Куликов, А. В.; Алдошин, С. М.

doi:10.1080/00958972.2016.1142536

Cited by 31 publications

(11 citation statements)

References 71 publications

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“…Table collects the Mössbauer isomer shifts (δ), Fe–NO bond distances, and Fe–L bond distances for structure-characterized DNICs with different electronic structures and ligation modes, whereas those for all kinds of DNICs are collected in Table S1. ,,,,,,,− For the DNIC [(NO) 2 Fe(SPh) 2 ] − featuring a resonance electronic structure between {Fe II ( • NO)(NO – )} 9 and {Fe III (NO – ) 2 } 9 , the isomer shift of δ = 0.17 mm/s lower than those of [Fe II/III (SR) 4 ] 2–/– unravels the π-acceptor nature of NO ligands in the covalent DNIU [Fe(NO) 2 ]. , This supports the correlation of the nature of ligands coordinated to Fe with the Mössbauer isomer shift (δ), in addition to its correlation with the oxidation state of Fe. In general, a stronger π-backbonding interaction leads to a smaller isomer shift (δ).…”

Section: Results and Discussion: Bonding Nature And Electronic Struct...mentioning

confidence: 99%

Insight into the Electronic Structure of Biomimetic Dinitrosyliron Complexes (DNICs): Toward the Syntheses of Amido-Bridging Dinuclear DNICs

Tung

Tseng

et al. 2021

Inorg. Chem.

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The ubiquitous function of nitric oxide (NO) guided the biological discovery of the natural dinitrosyliron unit (DNIU) [Fe-(NO) 2 ] as an intermediate/end product after Fe nitrosylation of nonheme cofactors. Because of the natural utilization of this cofactor for the biological storage and delivery of NO, a bioinorganic study of synthetic dinitrosyliron complexes (DNICs) has been extensively explored in the last 2 decades. The bioinorganic study of DNICs involved the development of synthetic methodology, spectroscopic discrimination, biological application of NO-delivery reactivity, and translational application to the (catalytic) transformation of small molecules. In this Forum Article, we aim to provide a systematic review of spectroscopic and computational insights into the bonding nature within the DNIU [Fe(NO) 2 ] and the electronic structure of different types of DNICs, which highlights the synchronized advance in synthetic methodology and spectroscopic tools. With regard to the noninnocent nature of a NO ligand, spectroscopic and computational tools were utilized to provide qualitative/quantitative assignment of oxidation states of Fe and NO in DNICs with different redox levels and ligation modes as well as to probe the Fe−NO bonding interaction modulated by supporting ligands. Besides the strong antiferromagnetic coupling between high-spin Fe and paramagnetic NO ligands within the covalent DNIU [Fe(NO) 2 ], in polynuclear DNICs, the effects of the Fe•••Fe distance, nature of the bridging ligands, and type of bridging modes on the regulation of the magnetic coupling among paramagnetic DNIU [Fe(NO) 2 ] are further reviewed. In the last part of this Forum Article, the sequential reaction of {Fe(NO) 2 } 10 DNIC [(NO) 2 Fe(AMP)] (1-red) with NO (g) , HBF 4 , and KC 8 establishes a synthetic cycle, {Fe(NO) 2 } 9 -{Fe(NO) 2 } 9 DNIC [(NO) 2 Fe(μ-dAMP) 2 Fe(NO) 2 ] (1) → {Fe(NO) 2 } 9 DNIC [(NO 2 )Fe(AMP)][BF 4 ] (1-H) → {Fe(NO) 2 } 10 DNIC 1-red → DNIC 1, for the transformation of NO into HNO/N 2 O. Of importance, the NO-induced transformation of {Fe(NO) 2 } 10 DNIC 1-red and [(NO) 2 Fe(DTA)] (2-red; DTA = diethylenetriamine) unravels a synthetic strategy for preparation of the {Fe(NO) 2 } 9 -{Fe(NO) 2 } 9 DNICs [(NO) 2 Fe(μ-NHR) 2 Fe(NO) 2 ] containing amido-bridging ligands, which hold the potential to feature distinctive physical properties, chemical reactivities, and biological applications.

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Section: Results and Discussion: Bonding Nature And Electronic Struct...mentioning

confidence: 99%

Insight into the Electronic Structure of Biomimetic Dinitrosyliron Complexes (DNICs): Toward the Syntheses of Amido-Bridging Dinuclear DNICs

Tung

Tseng

et al. 2021

Inorg. Chem.

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“…15,16 The salt forms of DNICs, as less toxic and more bioavailable complexes of this family, were obtained using thio derivatives of nucleobases 17 and aliphatic thioureas as sulfur containing ligands. 18,19 The cytotoxicity of these DNICs has been studied in tumor cells of various origins, including ovarian cancer (SKOV3), colon cancer (LS174T) and non-small cell lung cancer (A549), 17 cervical carcinoma (HeLa) and breast cancer (MCF-7), 18 as well as multiple myeloma. 19 A DNIC with an N′ethylthiourea ligand was mildly toxic to most cell lines studied except the human glioblastoma cell line A-172 that proved to be highly sensitive to the complex.…”

Section: Introductionmentioning

confidence: 99%

Cationic dinitrosyl iron complexes with thiourea exhibit selective toxicity to brain tumor cells in vitro

et al. 2022

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“…Antiproliferative effects of ETM were studied on HeLa and MCF7 cell lines. The complex inhibited proliferation of HeLa cells but had little effect on MCF7 cells [ 26 ].…”

Section: Introductionmentioning

confidence: 99%

NO-Donor Iron Nitrosyl Complex with N-Ethylthiourea Ligand Exhibits Selective Toxicity to Glioma A172 Cells

et al. 2017

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We studied effects of NO-donor iron nitrosyl complex with N-ethylthiourea ligand (ETM) on normal or tumor-derived cell lines. ETM was mildly toxic to most cell lines studied except the human glioma cell line A172 that proved to be highly sensitive to the complex and underwent cell death after ETM exposure. The high susceptibility of A172 cells to ETM was attributed to its NO-donor properties since no toxicity was detected for the N-ethylthiourea ligand.

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A new member of the cationic dinitrosyl iron complexes family incorporating N-ethylthiourea is effective against human HeLa and MCF-7 tumor cell lines

Cited by 31 publications

References 71 publications

Insight into the Electronic Structure of Biomimetic Dinitrosyliron Complexes (DNICs): Toward the Syntheses of Amido-Bridging Dinuclear DNICs

Insight into the Electronic Structure of Biomimetic Dinitrosyliron Complexes (DNICs): Toward the Syntheses of Amido-Bridging Dinuclear DNICs

Cationic dinitrosyl iron complexes with thiourea exhibit selective toxicity to brain tumor cells in vitro

NO-Donor Iron Nitrosyl Complex with N-Ethylthiourea Ligand Exhibits Selective Toxicity to Glioma A172 Cells

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