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Copper complex with pyridinone thiocarbohydrazone as ligand and synthesis method and application thereof

A technology of pyridyl ketone thiocarbazone and pyridyl ketone thiocarbazone, which is applied in the field of copper complexes and their synthesis, can solve the problem of rare multi-dentate ligand research reports and no anti-tumor activity research applications Report and other issues, to achieve excellent anti-tumor activity, good inhibitory activity

Inactive Publication Date: 2018-04-20
GUANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there are relatively few reports on self-assembled rectangular compounds based on the octahedral configuration or tetragonal pyramid of such metal centers, and the research reports on multidentate ligands are particularly rare.
[0004] At present, there are very few reports on compounds of this type of structure, and there are no reports on the research and application of their anti-tumor activity.

Method used

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  • Copper complex with pyridinone thiocarbohydrazone as ligand and synthesis method and application thereof
  • Copper complex with pyridinone thiocarbohydrazone as ligand and synthesis method and application thereof

Examples

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Effect test

Embodiment 1

[0030] Embodiment 1: the synthesis of C1 copper complex

[0031] The specific synthesis method is:

[0032] 1) Dissolve 20 mmol of isopropyl-2-pyridinyl ketone in 15 ml of methanol, stir at 60°C for 15 minutes to obtain a solution, drop the above solution into 15 ml of thiocarbazide added with 10 mmol Add 0.5 mL of glacial acetic acid and 5 mL of acetonitrile to the methanol solution, and react at reflux at 65°C for 24 h to obtain a brownish-yellow precipitate. After filtering the obtained brown-yellow precipitate, wash with anhydrous methanol for 3 times and dry to obtain the ligand iso Propyl-2-pyridyl ketone thiocarbazone (L1);

[0033] 2) Dissolve CuCl with 2mL of ethanol solution 2 (2 mmol), dropwise added to 15 mL ethanol solution containing 1 mmol of isopropyl-2-pyridyl ketone thiocarbazone (L1) ligand, refluxed and stirred at 65°C for 2 h, and filtered the reacted solution Add 5 mL of acetonitrile to the beaker, seal it with plastic wrap, prick 10 holes, and volatil...

Embodiment 2

[0041] Embodiment 2: the synthesis of C2 copper complex

[0042] The specific synthesis method is:

[0043] 1) Dissolve 20 mmol of 2-phenylpyridinyl ketone in 15 ml of methanol, stir at 65°C for 15 min to obtain a solution, drop the above solution into 15 ml of thiocarbazide added with 10 mmol Add 0.5 mL of glacial acetic acid and 5 mL of acetonitrile to methanol solution, reflux and stir at 65°C for 24 h to obtain a brownish-yellow precipitate, filter the obtained brown-yellow precipitate, wash with absolute ethanol three times, and dry to obtain Ligand 2 - phenylpyridyl ketone thiocarbazone (L2);

[0044] 2) Add CuCl2 (2 mmol) dissolved in 2 mL of methanol solution dropwise to 15 ml of methanol solution containing 1 mmol of 2-phenylpyridyl ketone thiocarbazone (L2) ligand, and reflux at 65 °C Stir the reaction for 2 h, filter the reaction solution into a beaker, add 5 mL of acetonitrile, seal it with plastic wrap, prick 10 holes, and volatilize at room temperature for seve...

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Abstract

The invention discloses a copper complex with pyridinone thiocarbohydrazone as a ligand and a synthesis method and an application thereof. The copper complex is specifically a copper (II) metal complex with 2-phenylpyridinone thiocarbohydrazone and isopropyl-2-pyridinone thiocarbohydrazone as multi-tooth ligands, an antitumor activity experiment is performed on the copper complex, and the copper complex is proved to have the anti-tumor activity. By design and synthesis of the copper complex, the antitumor activity of the pure thiocarbohydrazone compound is greatly improved, and the copper complex has relatively low toxicity to normal human liver cells, and a new reference is provided for research of antitumor drugs.

Description

technical field [0001] The invention relates to the synthesis of copper complexes, in particular to a copper complex with pyridyl ketone thiocarbazone as a ligand, its synthesis method and application. Background technique [0002] Although cisplatin is widely used as an anticancer drug to treat various cancers, the serious side effects caused by long-term treatment and the resistance of cancer cells have greatly stimulated researchers to find metals that can replace cisplatin to avoid drug resistance. drug. At the same time, hydrazide compounds have attracted extensive attention due to their good anti-tumor activity. It is also of high research value to use such compounds to combine transition metals to construct transition metal complexes to improve the anti-cancer activity of drugs. . [0003] Since the 1990s, some researchers have designed many rectangular molecular complexes based on rectangular planar coordination metal centers. In transition metal complexes, the 90...

Claims

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Application Information

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IPC IPC(8): C07F1/08A61P35/00
Inventor 杨峰张振雷王俊梁宏
Owner GUANGXI NORMAL UNIV
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