Ultra-carbon gold cluster ionic compound, and preparation method and application thereof
A compound and cluster ion technology, applied in the direction of gold organic compounds, pharmaceutical formulations, drug combinations, etc., can solve the problems of affecting anticancer activity, cancer cell ferroptosis, etc., and achieve the effect of low systemic tissue toxicity and improved survival time.
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Embodiment 1
[0062] Embodiment 1: supercarbon gold cluster ionic compound A (R in the formula I-1 1 -R 8 Both are -H, R in [Au] 1 '-R 3 'both -Ph)
[0063] The structural unit of the supercarbon gold cluster ionic compound A is as follows:
[0064]
[0065] It was prepared as follows: 1 mL of silver tetrafluoroborate (0.04 mmol) in methanol was mixed with 1 mL of triphenylphosphine gold chloride (0.04 mmol) in dichloromethane. After reacting at room temperature for 10 minutes, the supernatant was obtained by centrifugal filtration. This solution was added to 2'-trimethylsilyl-[1,1'-bipyridyl]-2-amine (0.04mmol), triphenylphosphine-protected gold oxide compound (0.04mmol), fluorinated Potassium (0.04mmol), potassium carbonate (10mg) in dichloromethane suspension. After stirring overnight at room temperature, the suspension was filtered to obtain a supernatant. The solvent was distilled off under reduced pressure, and then dissolved in 1 mL of chloroform and evaporated and diffused...
Embodiment 2
[0076] Embodiment 2: supercarbon gold cluster ionic compound B (R in the formula I-2 1 -R 8 Both are -H, R in [Au] 1 '-R 3 'both -Ph)
[0077] The structural unit of supercarbon gold cluster ionic compound B is as follows:
[0078] It was prepared as follows: 1 mL of silver tetrafluoroborate (0.009 mmol) in methanol was mixed with 1 mL of triphenylphosphine gold chloride (0.009 mmol) in dichloromethane. After reacting at room temperature for 10 minutes, the supernatant was obtained by centrifugal filtration. This solution was added to a dichloromethane solution containing supercarbogoldcluster ionic compound A (0.0045 mg). After reacting at room temperature for 10 minutes, the solvent was distilled off under reduced pressure, then dissolved in 1 mL of dichloromethane and precipitated with 30 mL of petroleum ether. The precipitate was filtered to obtain supercarbon gold cluster ionic compound B with a yield of 95%. Volatilize and diffuse 1 mL of chloroform of supercarbon ...
Embodiment 3
[0088] The ultra-carbon gold cluster ionic compound A prepared in Example 1 was used to carry out the ferroptosis verification test at the cell level, and the selected cell line was the bladder cancer cell line EJ. Methods as below:
[0089] EJ cells 1 day in advance at 5 x 10 5 The density of cells / well was planted on a 6-well cell culture plate, and placed in a 37°C carbon dioxide incubator for overnight culture. On the day of the experiment, supercarbon gold cluster ionic compound A was dissolved in the culture medium at a final concentration of 4 μM, and the EJ cells were incubated with the culture medium for 4 h. 2 hours before the administration of the supercarbon gold cluster ionic compound A, the cells were treated with blank, 100 μM DFO or 3 mM NAC, and 30 minutes before the end of the administration time of the supercarbon gold cluster ionic compound A, a final concentration of 5 μM was added to the cell culture medium. BODIPY-C11, continue to incubate for 30 minut...
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