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Tryptanthrin copper complex with antitumor activity and synthetic method thereof

An anti-tumor activity, copper tryptophan technology, applied in the field of medicine, can solve the problems of staying, the metal complexes of tryptamines have not been studied by anyone, etc., and achieves a simple synthesis method, good medicinal value, and cheap reaction raw materials. easy-to-get effect

Active Publication Date: 2017-01-11
YULIN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, previous studies have remained at the stage of small organic molecules, and metal complexes of tryptanthrins have not yet been studied.

Method used

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  • Tryptanthrin copper complex with antitumor activity and synthetic method thereof
  • Tryptanthrin copper complex with antitumor activity and synthetic method thereof
  • Tryptanthrin copper complex with antitumor activity and synthetic method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Weigh tryptanthrin (0.010g, 0.040mmol), CuCl 2 2H 2 O (0.009g, 0.053mmol) was added to a Pyrex thick-walled glass tube with a length of 15cm closed at one end, 1.6mL of chloroform and 0.4mL of methanol were added dropwise, and the open end was melted and sealed under high temperature conditions. In an oven at 100°C, after 3 days of reaction, brown blocky crystals were formed in the glass tube. The glass tube was taken out and left to cool at room temperature, the crystal was taken out from the glass tube, washed with petroleum ether and chloroform, and dried to obtain tryptanthrin copper complex with a yield of 87.6%.

[0024] Product detection: The brown solid product obtained above was subjected to infrared spectrum and X-ray single crystal diffraction analysis respectively.

[0025] Specific spectral features are as follows:

[0026] IR spectrum: 3108.1, 1726.3, 1705.5, 1596.4, 1451.9, 1358.5, 1297.4, 1102.4, 934.6, 763.2, 680.9cm -1 . 1726.03 and 1705.5cm -1 I...

Embodiment 2

[0049] Weigh tryptanthrin (1g, 4mmol), CuCl 2 2H 2O (0.9g, 5.3mmol), put tryptanthrin into a 150mL polytetrafluoroethylene reactor, add dropwise 80mL of chloroform and 40mL of methanol, seal the open end under high temperature conditions, mix the mixture evenly, and place it in a 100°C In the oven, after 7 days of reaction, brown blocky crystals were formed in the glass tube. The glass tube was taken out and left to cool at room temperature, the crystal was taken out from the glass tube, washed with petroleum ether and chloroform, and dried to obtain tryptanthrin copper complex with a yield of 83.3%.

[0050] The product detection method is the same as in Example 1.

Embodiment 3

[0052] Weigh tryptanthrin (10g, 40mmol), CuCl 2 2H 2 O (9g, 53mmol), put tryptanthrin into a 1500mL polytetrafluoroethylene reactor, add dropwise 800mL of chloroform and 400mL of methanol, seal the container, mix well, put it in an oven at 110°C, react for 3 days and take out the reaction The reaction kettle was left to cool to room temperature, and the crystals were taken out from the reaction kettle, washed with petroleum ether and chloroform, and dried to obtain tryptanthrin copper complex with a yield of 82.6%.

[0053] The product detection method is the same as in Example 1.

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Abstract

The invention relates to a tryptanthrin copper complex with antitumor activity and a synthetic method thereof; the tryptanthrin copper complex with antitumor activity has a structure as shown below; the tryptanthrin copper complex has significant inhibitory effect on ovarian cancer cell line Skov3, has potential medicinal value, is expected to serve as a metal antitumor drug and belongs to the technical field of medicine.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a tryptanthrin copper complex with antitumor activity and a synthesis method thereof. Background technique [0002] Cisplatin, as an anti-tumor metal drug, has been successfully used clinically. However, due to the toxicity and drug resistance of cisplatin, the development of new transition metal complex anti-tumor drugs has attracted more and more attention. At the same time, copper, as a biologically essential trace element, plays a key role in aging and cancer and its associated DNA damage caused by endogenous oxidants, and copper is more toxic than non-essential trace elements such as platinum. Therefore, copper metal complexes are expected to maintain the antitumor activity of cisplatin while possessing low toxicity. Copper metal complexes are generally obtained through the chelation of small organic molecule ligands containing nitrogen atoms or oxygen atoms and copper ion...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F1/08A61P35/00
CPCC07F1/005C07F1/08
Inventor 谭明雄申文英张焱
Owner YULIN NORMAL UNIVERSITY
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