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A kind of evodiamine copper salt compound with antitumor activity and its synthesis method

A technology of evodiamine copper and anti-tumor activity, which is applied in the field of medicine, can solve the problems of evodiamine, which has not been studied by anyone, and stays behind, and achieves the effect of easy control of reaction conditions and simple synthesis method

Active Publication Date: 2019-02-19
YULIN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the previous studies were still at the stage of small organic molecules, and the metal salts or complexes of evodiamine have not yet been studied.

Method used

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  • A kind of evodiamine copper salt compound with antitumor activity and its synthesis method
  • A kind of evodiamine copper salt compound with antitumor activity and its synthesis method
  • A kind of evodiamine copper salt compound with antitumor activity and its synthesis method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Weigh evodiamine (0.010g, 0.03mmol), CuCl 2 2H 2 O (0.008g, 0.04mmol) was added to a 15cm Pyrex thick-walled glass tube with one end closed, 1.8mL of acetone was added dropwise, and the open end was melted and sealed under high temperature conditions. The mixture was mixed evenly and placed in an oven at 100°C. Yellow rod-shaped crystals were formed in the glass tube of Tianhou. Take out the glass tube and let it stand at room temperature to cool, take out the crystal from the glass tube, wash with petroleum ether and chloroform, and dry to obtain evodiamine copper salt compound with a yield of 85.4%.

[0022] Product detection: carry out infrared spectrum, X-ray single crystal diffraction analysis respectively to the brown solid product obtained above, such as Figure 1~2 shown.

[0023] Specific spectral features are as follows:

[0024] IR spectrum: 3444, 1704, 1549, 1499, 1335, 1103, 813, 759cm -1 .

[0025] 1704 is the characteristic absorption peak of C=O, 1...

Embodiment 2

[0048] Weigh evodiamine (1g, 3mmol), CuCl 2 2H 2 O (0.8g, 4mmol), put evodiamine and copper salt into a 25mL polytetrafluoroethylene reactor, add 20mL of acetone dropwise, seal the open end under high temperature conditions, mix the mixture evenly and place it in a 90°C In the oven, after 4 days of reaction, brown blocky crystals were formed in the glass tube. Take out the glass tube and let it cool at room temperature, take out the crystal from the glass tube, wash with petroleum ether and chloroform, and dry to obtain evodiamine copper salt with a yield of 81.2%.

[0049] The product detection method is the same as in Example 1.

Embodiment 3

[0051] Weigh evodiamine (10g, 30mmol), CuCl 2 2H 2O (8g, 40mmol), put evodiamine and copper salt into a 200mL polytetrafluoroethylene reactor, add 180mL of propane dropwise, seal the open end under high temperature conditions, mix the mixture evenly and put it in an oven at 100°C , after 5 days of reaction, brown blocky crystals were formed in the glass tube. Take out the glass tube and let it cool at room temperature, take out the crystal from the glass tube, wash with petroleum ether and chloroform, and dry to obtain evodiamine copper salt with a yield of 82.6%.

[0052] The product detection method is the same as in Example 1.

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Abstract

The invention discloses an evodiamine copper salt compound with anti-tumor activity and a synthesis method thereof. The structure of the evodiamine copper salt compound has obvious inhibitory effect on ovarian cancer cell line Skov3, showing potential medicinal use value, and is expected to be used as a metal antitumor drug. It belongs to the field of medical technology.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to an evodiamine copper salt compound with antitumor activity and a synthesis method thereof. Background technique [0002] The ligand selection of the present invention is derived from Evodiamine, an active ingredient of the traditional Chinese medicine Evodiamine alkaloids. Evodiamine belongs to the classic mother nucleus structure of indolequinazoline alkaloids. Such a functional structure is easy to chelate with metal ions to form complexes or It exists in the form of alkaloid salt, and after complexing with metal ions, it is expected to play a double-effect synergistic effect between the active ingredients of traditional Chinese medicine and metal ions. [0003] Since the successful clinical use of cisplatin anti-tumor metal drugs, the research on its related platinum and other transition metal complex anti-cancer agents has attracted more and more attention. Copper, as a bio...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/14A61P35/00
CPCC07D471/14
Inventor 谭明雄顾运琼申文英
Owner YULIN NORMAL UNIVERSITY
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