Ruthenium complex nanoscale particle, preparation method and application thereof, and antitumor drug
A technology of anti-tumor drugs and ruthenium complexes, which can be used in anti-tumor drugs, ruthenium organic compounds, drug combinations, etc., can solve the problem that cyclometallic ruthenium complexes cannot be used directly, and achieve good self-assembly function and good conjugation effect. Effect
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[0058] The embodiment of the present invention also provides a preparation method of the above-mentioned ruthenium complex nanoparticles, which includes the following steps:
[0059] (1) Provide compound A represented by general formula II, ruthenocene, compound B represented by general formula II and compound C represented by general formula III;
[0060] Wherein, the general formula of compound A is:
[0061] ...(II),
[0062] R 1 Including any one of hydrogen atom, methyl group, phenyl group, bromine group, chlorine group, amino group, carboxyl group, hydroxyl group, aldehyde group, and alkyl group with 2 to 9 carbon atoms;
[0063] The general formula of the compound B is:
[0064] ...(III);
[0065] R 2 Including any one of hydrogen atom, methyl group, phenyl group, bromine group, chlorine group, amino group, carboxyl group, hydroxyl group, aldehyde group, and alkyl group with 2 to 9 carbon atoms;
[0066] The general formula of the compound C is:
[0067] .....
Embodiment 1
[0090] A preparation method for ruthenium complex nanoscale particles, comprising the following steps:
[0091] (1) the R 1 The reactant A1 which is a hydrogen atom and ruthenocene were dissolved in acetonitrile in an equimolar ratio, and refluxed for 24 hours, filtered and collected the solution part, and used a mixture of acetonitrile and toluene with a ratio of 1:20 as the eluent in the Separation and purification on the silica gel column to obtain the product RuA1, the whole reaction is as follows:
[0092] .
[0093] (2) the R 2 The reactants B1 and RuA1 which are hydrogen atoms were dissolved in dichloromethane in equal proportions and reacted under reflux for 24 h, filtered and collected the solution part, and used the mixture of acetonitrile and dichloromethane at a ratio of 1:100 as the eluent in the Separation and purification on a silica gel column to obtain the product RuB1, the whole reaction is as follows:
[0094] .
[0095] (3) the R 3 The reactants C...
Embodiment 2
[0108] The preparation method of this embodiment is the same as that of Example 1, the difference is that in this embodiment, R 1 The substituents are hydrogen, R 2 The substituents are methyl, R 3 The substituent of is hydrogen, and the product obtained is RuZ2.
[0109] RuZ2 was characterized by transmission electron microscopy and scanning electron microscopy. The model of the transmission electron microscope is FEI TecnaiG2 F30, and the accelerating voltage is 200 kV-300 kV; the model of the scanning electron microscope is GeminiSEM500, and the accelerating voltage is 20V-30kV. The results are as follows: Figure 6 , Figure 7 shown.
[0110] From Figure 6 It can be seen that the size of RuZ2 nanoparticles under the transmission electron microscope is relatively uniform and has a small particle size.
[0111] From Figure 7 It can be seen that the size of RuZ2 nanoparticles under the scanning electron microscope is relatively uniform, and the particle size is relati...
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