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Synthesis method and application of o-vanillin Schiff base platinum complex

A technology of o-vanillin and Schiff base platinum, which is applied in the field of synthesis of o-vanillin Schiff base platinum complexes, and can solve problems such as drug resistance, organ toxicity and side effects, and severe side effects of platinum anticancer drugs , to achieve the effect of blocking cell replication, strong activity, and inhibiting cell migration

Active Publication Date: 2021-02-09
GUANGXI NORMAL UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, platinum-based anticancer drugs have relatively large toxic and side effects. Cancer patients receiving treatment usually suffer from myelosuppression such as thrombocytopenia, nausea and vomiting, kidney and nerve damage and other serious toxic and side effects. Since cisplatin was used in clinical treatment, many Research and develop platinum-based drugs to improve the shortcomings of cisplatin as a chemotherapy drug, which is prone to drug resistance and causes toxic and side effects on liver, kidney and other organs in clinical application
[0005] Therefore, the study of anticancer drugs with low toxicity is still one of the main directions of anticancer drug research. At present, there are many studies on the synthesis of metal complexes of thiosemicarbazones for the treatment of tumors. Research report on double-ligand platinum complexes of thiosemicarbazones

Method used

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  • Synthesis method and application of o-vanillin Schiff base platinum complex
  • Synthesis method and application of o-vanillin Schiff base platinum complex
  • Synthesis method and application of o-vanillin Schiff base platinum complex

Examples

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Effect test

Embodiment 1

[0038] A method for synthesizing o-vanillin Schiff base platinum complexes, that is, synthesizing o-vanillin condensed 4-phenyl-3-thiosemicarbazide platinum complexes. The reaction route of the synthesis method is as follows:

[0039]

[0040] Concrete reaction steps are as follows:

[0041] 1) Dissolve 10mmol of o-vanillin and 10mmol of 4-phenyl-3-thiosemicarbazide in 50mL of methanol, and stir until dissolved;

[0042] 2) The above mixed solution was refluxed and stirred at 70°C for 6 hours to obtain a white solution;

[0043] 3) The white solution was rotary evaporated under reduced pressure to obtain a white powder, washed three times with a small amount of methanol, and dried to obtain the ligand, yield: 93.0%, mass spectrum, ESI+m / z: C 15 h 15 N 3 o 2 S, 301.09 [M] + ;

[0044] 4) Take a test tube, weigh 0.1mmol ligand and 0.05mmol K 2 PtCl 4 , continue to add 5mL methanol, seal;

[0045] 5) After heating in an oven at 70°C for 4 hours, golden yellow crystals...

Embodiment 2

[0053] A method for synthesizing o-vanillin Schiff base platinum complexes, i.e. synthesizing o-vanillin condensed 4-phenyl-3-thiosemicarbazide platinum complexes. The reaction route of the synthesis method is the same as in Example 1, and the specific reaction steps are as follows :

[0054] 1) Dissolve 8 mmol of o-vanillin and 12 mmol of 4-phenyl-3-thiosemicarbazide in 45 mL of methanol, and stir until dissolved;

[0055] 2) The above mixed solution was refluxed and stirred at 65°C for 8 hours to obtain a white solution;

[0056] 3) The white solution was rotary evaporated under reduced pressure to obtain a white powder, washed three times with a small amount of methanol, and dried to obtain the ligand, yield: 90.3%, mass spectrum, ESI+m / z: C 15 h 15 N 3 o 2 S, 301.09 [M] + ;

[0057] 4) Take a test tube, weigh 0.08mmol ligand and 0.06mmol K 2 PtCl 4 , continue to add 4mL methanol, seal;

[0058] 5) After heating in an oven at 65°C for 6 hours, golden yellow crystal...

Embodiment 3

[0061] A method for synthesizing o-vanillin Schiff base platinum complexes, i.e. synthesizing o-vanillin condensed 4-phenyl-3-thiosemicarbazide platinum complexes. The reaction route of the synthesis method is the same as in Example 1, and the specific reaction steps are as follows :

[0062] 1) Dissolve 12mmol of o-vanillin and 8mmol of 4-phenyl-3-thiosemicarbazide in 55mL of methanol, and stir until dissolved;

[0063] 2) The above mixed solution was refluxed and stirred at 75°C for 4 hours to obtain a white solution;

[0064] 3) The white solution was rotary evaporated under reduced pressure to obtain a white powder, washed three times with a small amount of methanol, and dried to obtain the ligand. The yield: 89.7%, mass spectrometry, ESI+m / z: C 15 h 15 N 3 o 2 S, 301.09 [M] + ;

[0065] 4) Take a test tube, weigh 0.12mmol ligand and 0.04mmol K 2 PtCl 4 , continue to add 6mL methanol, seal;

[0066] 5) After heating in an oven at 75°C for 5 hours, golden yellow cr...

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Abstract

The invention relates to a synthesis method and application of an o-vanillin Schiff base platinum complex. The synthesis method comprises the following steps: synthesizing a Schiff base ligand by taking o-vanillin and 4-phenyl-3-thiosemicarbazide as raw materials; and reacting the ligand with K2PtCl4 to prepare the platinum complex. In an in-vitro test, the synthesized platinum complex has good inhibitory activity on a human breast cancer cell strain MCF7, can effectively inhibit cell migration, makes cells stagnated in an S phase to block cell proliferation, and is suitable for preparing efficient antitumor drugs.

Description

【Technical field】 [0001] The invention belongs to the technical field of chemical synthesis, and relates to a synthesis method and application of o-vanillin Schiff base platinum complex. 【Background technique】 [0002] Breast cancer is one of the most prone cancers, which has caused great harm to women's physical and mental health. Chemotherapy is currently one of the three major methods for human cancer. It has been widely used clinically, and it is also widely used in the treatment of breast cancer. The main drugs of chemotherapy are all cytotoxic compounds, which lack selectivity and specificity to cancer cells. While killing cancer cells, they also greatly damage normal tissue cells, resulting in serious toxic and side effects. Chemotherapy is based on chemotherapeutic drugs, and countries all over the world invest a lot of human, material and financial resources in the research of anticancer drugs every year. [0003] At present, the metal drugs used as anticancer dru...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C337/08A61K31/555A61P35/00C07F15/00
CPCC07C337/08A61K31/555A61P35/00C07F15/0093
Inventor 盖爽爽蒋才云覃逸明
Owner GUANGXI NORMAL UNIV OF SCI & TECH
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