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A kind of Schiff base platinum complex and its preparation method and application

A technology of Schiff base platinum and platinum complexes, applied in the field of Schiff base platinum complexes and their preparation, to achieve the effects of easy availability of raw materials, inhibitory activity, and strong inhibition

Inactive Publication Date: 2017-08-11
SHANXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, we chose Schiff base compounds with strong biological activity as ligands to synthesize a new platinum(II) complex with a simple structure, and studied the inhibitory effect of the complex on the activity of PTPs and its anti-tumor effect from a new perspective. , the structure of the platinum (II) complex of the present invention has not been reported at home and abroad

Method used

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  • A kind of Schiff base platinum complex and its preparation method and application
  • A kind of Schiff base platinum complex and its preparation method and application
  • A kind of Schiff base platinum complex and its preparation method and application

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Effect test

Embodiment 1

[0021] Preparation of complexes:

[0022] (1) Ligand 4-X-2-[(phenylimine)methyl]-phenol (X is Cl or NO 2 ) was prepared according to the literature method (Han Hong, Master Thesis of Shanxi University, 2012, p11-p12).

[0023] (2) Synthesize the precursor platinum complex Pt(DMSO) by referring to the literature (Jerold H. Price, et.al., Inorganic Chemistry, 1972, 11(6), 1280-1284) 2 Cl 2 .

[0024] (3) Synthesis of Schiff base platinum (II) complex Pt[Cl-PMP][DMSO]Cl of the present invention: 0.5mmol (0.116g) 4-chloro-2-[(phenylimine)methyl]- Phenol was dissolved in 50mL of methanol solution, and 0.67mmol (100μL) of triethylamine was added dropwise to make it completely dissolved. Under stirring, 0.5mmol (0.211g) of Pt(DMSO) 2 Cl 2 Added to the above reaction solution, the reaction solution was protected from light and protected by nitrogen, heated to reflux for 1 to 4 hours, cooled after the reaction was stopped, filtered with suction, the product was washed with distill...

Embodiment 2

[0026] Example 2 Determination of the complexes of the present invention inhibiting PTP1B activity

[0027] IC 50 The half inhibitory concentration refers to the concentration of the inhibitor used when the activity of the inhibited enzyme reaches half, IC 50 The size of the value is one of the criteria for judging the ability of the inhibitor to inhibit the enzyme activity, and the smaller the value, the stronger the inhibition ability of the inhibitor. IC 50 In the determination experiment, p-nitrophenyl phosphate disodium salt (pNPP) is used as the reaction substrate, which is easily decomposed into yellow p-nitrophenol (pNP) under the catalysis of PTP1B, and pNP has a strong ultraviolet absorption at 405nm , so the amount of PTP1B that has reacted as a catalyst can be known by measuring the absorbance value. Using this principle, a series of absorbance values ​​at a wavelength of 405nm can be obtained by using a microplate reader, and the data is processed by using the O...

Embodiment 3

[0029] Example 3 Determination of anti-tumor activity of Schiff base platinum complexes of the present invention in vitro

[0030] Human breast cancer cells (MCF-7) were cultured in medium containing 10% fetal calf serum at 37°C, 5% CO 2Cultivated in an incubator, the effect of the Schiff base platinum (II) complex of the present invention on the proliferation of tumor cells MCF-7 was detected by the MTT method, and at the same time, cisplatin was used as a positive control, and the two complexes were analyzed and compared under the same conditions. Ability to inhibit MCF-7 proliferation with cisplatin. In the experiment, MCF-7 cells in the logarithmic growth phase were digested and centrifuged to prepare 1 mL of cell suspension. The number of cells in the cell suspension was measured by a hemocytometer, and an appropriate volume of the cell suspension was taken to dissolve Dilute to a cell density of approximately 1×10 -4 cells / mL of cell suspension, evenly inoculated in a ...

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Abstract

The invention provides a platinum (II) schiff base complex and a preparation method and an application thereof. The platinum (II) schiff base complex has the chemical formula: Pt[X-PMP][DMSO]Cl, wherein X-PMP is 4-X-2-[(phenyl imine)methyl]-phenol (X is Cl or NO2). The preparation method comprises the steps: weighing a reactant X-PMP, dissolving in a methanol solution, dropwise adding triethylamine with the molar weight 1-2 times that of the reactant into the obtained solution, adding Pt(DMSO)2Cl2 having equal molar weight to X-PMP into the reaction solution under stirring, allowing the reaction solution to keep out of light and be protected by introducing nitrogen, carrying out a heating reflux reaction for 1-4 hours, and precipitating the solid product. The complex is simple in preparation method, the raw materials are easy to obtain, and the cost is relatively low. Bioactive experiment detection indicates that the complex not only can effectively restrain the activity of PTP1B which can be used as an antitumor drug target, but also has a significant inhibitory effect on breast cancer cell proliferation, and can be applied in preparation of antitumor drugs.

Description

[0001] Technical field: [0002] The invention relates to a platinum (II) complex, in particular to a Schiff base platinum (II) complex and a preparation method and application thereof. [0003] Background technique: [0004] In recent years, cancer has become one of the major diseases that seriously threaten human life and health. Platinum anticancer drugs play a pivotal role in the most effective treatment of cancer, and they have become indispensable drugs in cancer chemotherapy. However, , the currently marketed platinum drugs also have many kinds of toxic and side effects. The possible anti-cancer mechanism of the classic cisplatin drugs, in-depth research on a large number of synthesized anti-cancer platinum complexes with new structures, expects to obtain high-efficiency, low toxicity, good water solubility, high selectivity, and no crossover with cisplatin drug-resistant candidates. [0005] As we all know, most of the research on traditional platinum anticancer drugs...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00A61P35/00
CPCC07F15/0093
Inventor 袁彩霞卢丽萍朱苗力吴艳波
Owner SHANXI UNIV