Synthesis, characterization and cytotoxic activity of vanadocene dithiocarbamate complexes

Machálková, Aneta; Melounková, Lucie; Vinklárek, Jaromı́r; Cı́sařová, Ivana; Honzı́ček, Jan

doi:10.1016/j.ica.2018.10.010

Cited by 9 publications

(4 citation statements)

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“…Other factors, such as the solubility of the drugs in biological or culture media, should be taken into consideration for more detailed studies as well. Importantly, this finding mainly pertains to gold(III) complexes, as this particular trend was not observed in the studies of other dithiocarbamato complexes. − This is unsurprising as the mechanism of action in cells would obviously differ with the change in oxidation state, geometry, and electronics of the metal complex involved.…”

Section: Resultsmentioning

confidence: 97%

“…9 With this in mind, much research was put into thiol-containing metal-dithiocarbamato complexes, which showed anticancer activity with a reduced tendency to cause renal toxicity. 8,10 Other than gold compounds, 11−17 dithiocarbamato complexes with antimony-(III), 18 platinum(II), 19,20 palladium(II), 19,20 vanadium(IV), 21 and ruthenium(II) 22 have been investigated for their cytotoxic activities as well.…”

Section: ■ Introductionmentioning

confidence: 99%

“…One of the major drawbacks of the latter is nephrotoxicity, which is hypothesized to be due to platinum binding and inactivation of thiol-containing renal enzymes . With this in mind, much research was put into thiol-containing metal-dithiocarbamato complexes, which showed anticancer activity with a reduced tendency to cause renal toxicity. , Other than gold compounds, − dithiocarbamato complexes with antimony(III), platinum(II), , palladium(II), , vanadium(IV), and ruthenium(II) have been investigated for their cytotoxic activities as well.…”

Section: Introductionmentioning

confidence: 99%

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Stereoelectronic Mapping of Dithiocarbamates and Xanthates

Leung

Huynh

2022

Inorg. Chem.

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A library of 12 palladium(II) complexes of the type [PdBr( i Pr 2 -bimy)(L∧X)] comprising 10 dithiocarbamato (R 2 NCS 2 − ) and two xanthato (ROCS 2 − ) ligands have been prepared and fully characterized. With these complexes in hand, the electronic and steric properties of the bidentate, monoanionic ligands were evaluated using the HEP2 and %V bur methodologies. Moreover, the construction of the first stereoelectronic map for dithiocarbamates enabled the in-principle identification of optimal ligand parameters for enhanced cytotoxic activities of their gold(III) complexes. This application of the stereoelectronic map showcases its viability as a useful tool to establish structure−activity relationships for rational ligand design.

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Section: Resultsmentioning

confidence: 97%

Section: ■ Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Stereoelectronic Mapping of Dithiocarbamates and Xanthates

Leung

Huynh

2022

Inorg. Chem.

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“…The cytotoxicity of chitosan and its derivatives on L929 cells at a series of concentrations was measured in vitro according to a cell counting kit-8 (CCK-8) assay [7,27,28]. After culturing in RPMI medium (including 1% mixture of penicillin & streptomycin and 10% fetal calf serum) at 37 • C, the L929 cells were transferred to 96-well flat-bottom culture plates at a density of 1.0 × 10 5 cells and incubated at 37 • C (5% CO 2 ).…”

Section: Cytotoxicity Assaymentioning

confidence: 99%

Modification of Hydroxypropyltrimethyl Ammonium Chitosan with Organic Acid: Synthesis, Characterization, and Antioxidant Activity

Tan

Zhang

et al. 2020

Polymers

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A novel and green method for the preparation of chitosan derivatives bearing organic acids was reported in this paper. In order to improve the antioxidant activity of chitosan, eight different hydroxypropyltrimethyl ammonium chitosan derivatives were successfully designed and synthesized via introducing of organic acids onto chitosan by mild and non-toxic ion exchange. The data of Fourier Transform Infrared (FTIR), 13C Nuclear Magnetic Resonance (NMR), 1H NMR, and elemental analysis for chitosan derivatives indicated the successful conjugation of organic acid salt with hydroxypropyltrimethyl ammonium chloride chitosan (HACC). Meanwhile, the antioxidant activity of the chitosan derivatives was evaluated in vitro. The results indicated that the chitosan derivatives possessed dramatic enhancements in DPPH-radical scavenging activity, superoxide-radical scavenging activity, hydroxyl radical scavenging ability, and reducing power. Furthermore, the cytotoxicity of the synthesized compounds was investigated in vitro on L929 cells and showed low cytotoxicity. Thus, the enhanced antioxidant property of all novel chitosan products might be a great advantage, while applied in a wide range of applications in the form of antioxidant in biomedical, food, and cosmetic industry.

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Vanadium Pentafulvene Complexes: Synthon for Unprecedented Vanadocene^IIIDerivatives

Graaff

Schwitalla

Thye

et al. 2023

Chemistry A European J

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The benzene ligand at CpV(η 6 À C 6 H 6 ) (1) is exchanged for pentafulvenes. Using sterically demanding pentafulvenes gives a clean exchange reaction, yielding vanadium pentafulvene (2 a and 2 b) and benzofulvene complexes (3 a and 3 b). The molecular structures of the target compounds suggest a π-η 5 :σ-η 1 coordination mode with a vanadium III center. With the sterically low demanding 6,6-dimethylpentafulvene, a CÀ H activation at the leaving ligand is observed, yielding the ring-substituted vanadocene II 4. The reactivity of the pentafulvene complexes was investigated. A series of unprecedented vanadocene III compounds were synthesized: Under mild conditions, EÀ H splitting of 4tert-butylphenol, diphenylamine, and 2,6-diisopropylaniline yield well characterized examples of rare vanadocene III phenolate and amide complexes. Insertion reactions into the VÀ C exo bond of the pentafulvene complexes by multiple bond containing substrates were found for acetone, 4-chlorobenzonitril and N,N'-dicyclohexylcarbodiimide.

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Synthesis, characterization and cytotoxic activity of vanadocene dithiocarbamate complexes

Abstract: Water-soluble vanadocene dithiocarbamate complexes were prepared. Spectroscopic and X-ray crystallographic data are presented. Cytotoxicity toward leukemia cells MOLT-4 was documented.

Cited by 9 publications

References 43 publications

Stereoelectronic Mapping of Dithiocarbamates and Xanthates

Stereoelectronic Mapping of Dithiocarbamates and Xanthates

Modification of Hydroxypropyltrimethyl Ammonium Chitosan with Organic Acid: Synthesis, Characterization, and Antioxidant Activity

Vanadium Pentafulvene Complexes: Synthon for Unprecedented Vanadocene^IIIDerivatives

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Synthesis, characterization and cytotoxic activity of vanadocene dithiocarbamate complexes

Abstract: Water-soluble vanadocene dithiocarbamate complexes were prepared. Spectroscopic and X-ray crystallographic data are presented. Cytotoxicity toward leukemia cells MOLT-4 was documented.

Cited by 9 publications

References 43 publications

Stereoelectronic Mapping of Dithiocarbamates and Xanthates

Stereoelectronic Mapping of Dithiocarbamates and Xanthates

Modification of Hydroxypropyltrimethyl Ammonium Chitosan with Organic Acid: Synthesis, Characterization, and Antioxidant Activity

Vanadium Pentafulvene Complexes: Synthon for Unprecedented VanadoceneIIIDerivatives

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Product

Resources

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Vanadium Pentafulvene Complexes: Synthon for Unprecedented Vanadocene^IIIDerivatives