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Zinc compounds adopting 2,6-diacetyl pyridine thiosemicarbazone as a ligand, a synthetic method of the compounds and applications of the compounds

A technology of diacetylpyridine thiosemicarbazide, zinc compound, applied in zinc organic compound, drug combination, organic chemistry and other directions, can solve the problem of no antitumor effect and the like

Inactive Publication Date: 2018-02-16
GUANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, in the prior art, aminoaniline groups are used as ligands to react with metal ion zinc to synthesize zinc compounds, but the zinc compounds are only used as ring-opening polymerization catalysts for cyclic lactones and have no antitumor effect.

Method used

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  • Zinc compounds adopting 2,6-diacetyl pyridine thiosemicarbazone as a ligand, a synthetic method of the compounds and applications of the compounds
  • Zinc compounds adopting 2,6-diacetyl pyridine thiosemicarbazone as a ligand, a synthetic method of the compounds and applications of the compounds
  • Zinc compounds adopting 2,6-diacetyl pyridine thiosemicarbazone as a ligand, a synthetic method of the compounds and applications of the compounds

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Experimental program
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Effect test

Embodiment 1

[0042] Embodiment 1: the synthesis of C1 zinc compound

[0043] The specific synthesis method is:

[0044] (1) Dissolve 10mmol of 2,6-diacetylpyridine in 20mL of ethanol, stir at 60°C for 15min to obtain a solution, drop the above solution into 20mL of ethanol solution added with 10mmol of thiosemicarbazide, Reflux and stir at 60°C for 12 hours, cool to room temperature, pour into a beaker for volatilization, filter the light yellow crystals obtained above and wash with absolute ethanol 3 times to obtain the ligand (L1);

[0045] (2) will contain ZnCl 2 Add (136.30mg, 1mmol) 20mL methanol solution dropwise to 10mL ethanol solution containing 1mmol 2,6-diacetylpyridine thiosemicarbazone ligand, reflux and stir at 60°C for 2h, filter the reacted solution into a 50mL beaker , and sealed with plastic wrap, needle-punched 10 holes and volatilized at room temperature for several days to obtain light yellow crystals (C1), whose single crystal structure is as follows figure 1 shown...

Embodiment 2

[0047] Embodiment 2: the synthesis of C2 zinc compound

[0048] The specific synthesis method is:

[0049] (1) Dissolve 10mmol of 2,6-diacetylpyridine in 20mL of ethanol, stir at 60°C for 15min to obtain a solution, drop the above solution into 20mL of ethanol with 10mmol of 4-methylthiosemicarbazide In the solution, reflux and stir at 60°C for 12 hours, cool to room temperature, pour into a beaker for volatilization, filter the light yellow crystals obtained above, and wash with absolute ethanol 3 times to obtain the ligand (L2);

[0050] (2) will contain ZnCl 2 (136.30 mg, 1 mmol) 20 mL of methanol solution was added dropwise to 10 mL of ethanol solution containing 1 mmol of the above-mentioned L2 ligand, stirred at reflux at 60°C for 2 h, filtered the reacted solution into a 50 mL beaker, sealed with plastic wrap, and pricked with a needle 10 holes were volatilized at room temperature for several days to obtain pale yellow crystals (C2), whose single crystal structure is...

Embodiment 3

[0052] Embodiment 3: the synthesis of C3 zinc compound

[0053] The specific synthesis method is:

[0054] (1) Dissolve 10mmol of 2,6-diacetylpyridine in 20mL of ethanol, stir at 60°C for 15min to obtain a solution, add the above solution dropwise to 20mL with 10mmol of 4,4-diethylthio In the ethanol solution of semicarbazide, reflux and stir at 60°C for 12 hours, cool to room temperature, pour into a beaker to volatilize, filter the light yellow crystals obtained above, wash 3 times with absolute ethanol, and dry to obtain the ligand (L3 ),;

[0055] (2) will contain ZnCl 2 (136.30 mg, 1 mmol) 20 mL of methanol solution was added dropwise to 10 mL of ethanol solution containing 1 mmol of the above-mentioned L3 ligand, stirred at reflux at 60°C for 2 h, filtered the reacted solution into a 50 mL beaker, sealed with plastic wrap, and pricked with a needle Ten holes were volatilized at room temperature for several days to obtain orange-yellow crystals (C3), whose single crys...

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Abstract

Zinc compounds adopting 2,6-diacetyl pyridine thiosemicarbazone as a ligand, a synthetic method of the compounds and applications of the compounds are disclosed. The zinc compounds are six Zn complexes adopting 2,6-diacetyl pyridine thiosemicarbazone as the ligand. The zinc compounds are subjected to antitumor activity experiments and are proved to have antitumor functions. A double-function mechanism of a metal active center and compounds having antitumor activity is reasonably utilized to innovatively develop efficient multi-target antitumor metal medicines. Compared with a common antitumormedicine that is cisplatin, the zinc complexes have more efficient activity, the zinc complexes have low activity on human embryonic lung fibroblast WI38, and zinc can adjust a plurality of cell processes, is adopted as an activity center of coenzymes and proteins, and is essential for more than 3000 enzymes and a plurality of macromolecule compounds.

Description

technical field [0001] The invention relates to the synthesis of zinc compounds, in particular to the zinc compound with 2,6-diacetylpyridine thiosemicarbazone as a ligand, its synthesis method and application. Background technique [0002] Studies have shown that: 1) Many anti-tumor active compounds and metal ions interact to show positive synergistic effects, that is, the anti-tumor activity of their metal compounds is better than that of individual anti-tumor active compounds; Kill tumor cells. These studies provide ideas for how to synthesize new anti-tumor metal drugs. [0003] At present, in the prior art, aminoaniline groups are used as ligands to react with zinc metal ions to synthesize zinc compounds, but the zinc compounds are only used as catalysts for ring-opening polymerization of cyclic lactones and have no antitumor effect. Contents of the invention [0004] The purpose of the present invention is to provide a zinc compound with 2,6-diacetylpyridine thiose...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/53C07F3/06A61K31/555A61P35/00
CPCC07D213/53C07F3/06
Inventor 杨峰于萍王俊梁宏
Owner GUANGXI NORMAL UNIV
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