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Pyridoxal thiosemicarbazone copper complex as well as synthesis method and application thereof

A technology of copper complexes and synthesis methods, applied in copper organic compounds, drug combinations, anti-tumor drugs, etc., can solve the problem of low anti-tumor activity, overcome the low anti-tumor activity, improve bioavailability and biological activity, The effect of improving water solubility

Inactive Publication Date: 2020-04-17
PINGDINGSHAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Aiming at the deficiencies in the prior art, the present invention proposes a pyridoxal thiosemicarbazone copper complex (and its synthesis method), which is applied to the preparation of antitumor drugs and overcomes the shortcomings of low antitumor activity of platinum-based drugs

Method used

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  • Pyridoxal thiosemicarbazone copper complex as well as synthesis method and application thereof
  • Pyridoxal thiosemicarbazone copper complex as well as synthesis method and application thereof
  • Pyridoxal thiosemicarbazone copper complex as well as synthesis method and application thereof

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Embodiment 1

[0018] The invention provides a pyridoxal thiosemicarbazone copper complex. A kind of chlorine pyridoxal nitrate acetal 4-cyclohexyl-4-methyl-3-thiosemicarbazide copper complex, its pharmaceutically acceptable compound structure is shown in following formula (I):

[0019]

Embodiment 2

[0021] This embodiment is a synthesis method of 4-cyclohexyl-4-methyl-3-thiosemicarbazide copper complex of monochloropyridoxal nitrate, comprising the following steps:

[0022] 1) Take pyridoxal and 4-cyclohexyl-4-methyl-3-thiosemicarbazide, use alcohol as a solvent, add 1mmol hydrochloric acid dropwise, and react, and a yellow precipitate is formed;

[0023] 2) collect and react to generate precipitate, wash, obtain pyridoxal acetal 4-cyclohexyl-4-methyl-3-thiosemicarbazide hydrochloride ligand;

[0024] 3) Take the obtained ligand and dissolve it in dichloromethane, transfer it to a test tube, slowly inject the aqueous solution of copper nitrate into the test tube, so that the water phase and the dichloromethane phase are clearly separated, let it stand, and crystals are precipitated at the layered place, collect Crystals, that is, a chlorinated pyridoxal acetal 4-cyclohexyl-4-methyl-3-thiosemicarbazide copper complex.

Embodiment 3

[0026] Chlorine pyridoxal acetal 4-cyclohexyl-4-methyl-3-thiosemicarbazide copper complex synthesis method of the present embodiment is different from Example 2 in that in step 3), the ligand The ratio of the amount of substance of pyridoxal acetal 4-cyclohexyl-4-methyl-3-thiosemicarbazide and copper nitrate is that stoichiometric ratio is 1:1.2; The consumption of described solvent can dissolve the raw material that participates in reaction It is appropriate. Usually, 1 mmol of ligand pyridoxal acetal 4-cyclohexyl-4-methyl-3-thiosemicarbazide hydrochloride is dissolved with 2-10 mL of solvent; Methyl chloride, 1 mmol of ligand pyridoxal acetal 4-cyclohexyl-4-methyl-3-thiosemicarbazide or copper nitrate are dissolved in 2-10 mL of solvent.

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Abstract

The invention relates to a pyridoxal thiosemicarbazone copper complex and a synthesis method thereof. The synthesis method of pyridoxal-thiose micarbazone 4-cyclohexyl-4-methyl-3-thiosemicarbazide copper complex comprises the following steps: taking pyridoxal and 4-cyclohexyl-4-methyl-3-thiosemicarbazide, taking an alcohol substance and hydrochloric acid as solvents, and carrying out a reaction togenerate a yellow precipitate; collecting a precipitate generated by the reaction, and washing the precipitate to obtain a pyridoxal 4-cyclohexyl-4-methyl-3-thiosemicarbazide hydrochloride ligand; dissolving the obtained ligand into chloromethane, transferring into a reactor / container, slowly injecting a copper nitrate water solution, enabling a water phase and chloromethane to be obviously layered, performing standing, separating out crystals at the layering part, and collecting the crystals so as to obtain the product. The antitumor drug prepared by using the compound as an active componenthas high bioavailability and biological activity, and overcomes the defect of low antitumor activity of platinum drugs.

Description

technical field [0001] The invention relates to a copper complex and a synthesis method thereof, in particular to a synthesis method of a 4-cyclohexyl-4-methyl-3-thiosemicarbazide copper complex of monochloropyridoxal nitrate and Its application in the preparation of antitumor drugs. Background technique [0002] The widespread use of cisplatin in the clinical treatment of various types of tumors has made metal-based coordination chemistry an important field in the fight against cancer. Although cisplatin is very effective in the treatment of various cancers, it is still limited by low antitumor activity, side effects or drug resistance. These issues stimulate researchers to develop pharmacological metal-based drugs for different tumors. Copper is an important building block of proteins and enzymes in the body. Because tumor cells proliferate faster than normal cells, their demand for copper is usually higher than normal cells. In recent years, copper-based complexes hav...

Claims

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Application Information

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IPC IPC(8): C07F1/08A61P35/00
CPCA61P35/00C07F1/08
Inventor 齐金旭王福安夏西超卢耀鹏赵卫萍赵薇王瑞雅
Owner PINGDINGSHAN UNIVERSITY
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