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Water-soluble copper (II) complex as well as synthesis method and application thereof

A synthesis method and technology of complexes, applied in the field of medicine, can solve the problems of high research and development cost, existence of side effects and water solubility, and difficulty in research and development, and achieve the effects of good medicinal value, good water solubility and low liver cytotoxicity

Inactive Publication Date: 2017-12-01
GUANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, like platinum drugs such as cisplatin, copper complexes have broad-spectrum anticancer ability, but their side effects and water solubility still exist.
[0004] The research and development of new drugs needs to be designed and synthesized from the laboratory, and go through a long process such as animal experiments and human trials. The research and development is difficult and the research and development costs are high.
However, there is no report on the synthesis of procaine hydrochloride through quinoline group modification to synthesize Schiff base ligands, and then carry out coordination reaction with copper source to obtain water-soluble copper (II) complexes.

Method used

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  • Water-soluble copper (II) complex as well as synthesis method and application thereof
  • Water-soluble copper (II) complex as well as synthesis method and application thereof
  • Water-soluble copper (II) complex as well as synthesis method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0036] Embodiment 1: the synthesis of N-(4-benzoic acid-2-diethylaminoethyl)-8-quinoline aldimine hydrochloride ligand (hereinafter referred to as ligand)

[0037] Add 1.57g of quinoline-8-carbaldehyde and 2.71g of procaine hydrochloride into a 250mL round bottom flask, then add 50ml of dichloromethane, 2.1ml of tetraethyl titanate, stir at room temperature for 24 hours, then add 7.1g of anhydrous sulfuric acid Sodium, stirred for 6 hours, filtered with diatomaceous earth, the filtrate was spin-dried, dissolved in a small amount of dichloromethane, recrystallized at -30°C, the solid was separated and dried to obtain a light yellow powder product.

[0038] The product obtained in this embodiment is analyzed by infrared spectrum, high-resolution mass spectrometry and proton nuclear magnetic resonance spectrum, and its collection of spectra is as follows: figure 1 , figure 2 and image 3 As shown, therefore, it can be determined that the resulting product is N-(4-benzoic acid-...

Embodiment 2

[0039] Embodiment 2: the synthesis of ligand

[0040] Repeat Example 1, the difference is: use filter paper suction filtration instead of diatomaceous earth filtration.

[0041] The product obtained in this example is analyzed by infrared spectrum, high-resolution mass spectrometry and proton nuclear magnetic resonance spectrum, and it can be determined that the product obtained is N-(4-benzoic acid-2-diethylaminoethyl)-8-quinoline aldimine Hydrochloride.

Embodiment 3

[0042] Embodiment 3: the synthesis of ligand

[0043] Repeat Example 1, except that no anhydrous sodium sulfate is added after the reaction is complete.

[0044] The product obtained in this example is analyzed by infrared spectrum, high-resolution mass spectrometry and proton nuclear magnetic resonance spectrum, and it can be determined that the product obtained is N-(4-benzoic acid-2-diethylaminoethyl)-8-quinoline aldimine Hydrochloride.

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Abstract

The invention discloses a water-soluble copper (II) complex as well as a synthesis method and an application thereof. The water-soluble copper (II) complex has the chemical formula being [Cu(L)(SO4)(HCl)], wherein L denotes N-(4-benzoic acid-2-diethylaminoethyl)-8-quinoline aldimine hydrochloride ligand; the complex belongs to the P-1 space group of the triclinic system, the cell parameters are shown as follows: alpha is equal to 95.262(5) angstrom, beta is equal to 98.450(5) angstrom and gamma is equal to 99.530(5) angstrom. The synthesis method of the complex comprises steps as follows: the ligand and copper sulfate pentahydrate are taken and subjected to a complexing reaction in a first polar solvent, and the complex is obtained. The applicant finds that the complex has a selective inhibition function on MGC80-3 and HeLa tumor cell beads and has lower toxicity to liver cells.

Description

technical field [0001] The invention relates to a water-soluble copper (II) complex and its synthesis method and application, belonging to the technical field of medicine. Background technique [0002] At present, in view of the disadvantages of cisplatin and other platinum-based antitumor drugs such as poor water solubility and high side effects, researchers have proposed a new strategy—using non-platinum metals to improve drug activity and reduce drug side effects. In this field, metallic copper compounds show encouraging potential and may even become platinum substitutes. [0003] Copper participates in many biological pathways in the living body, participates in the life process as a structural and catalytic factor, and is an essential trace element in the human body. Based on this, the absorption, distribution, metabolism and excretion mechanism of copper and its role in tumors and other diseases have attracted much attention. A large number of experiments have proved...

Claims

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Application Information

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IPC IPC(8): C07F1/08C07D215/12A61K31/555A61P35/00
CPCC07B2200/13C07D215/12C07F1/005
Inventor 胡坤梁福沛邹华红
Owner GUANGXI NORMAL UNIV
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