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Synthesis method and application of binuclear zinc complex

A technology of zinc complexes and synthesis methods, applied in the fields of zinc organic compounds, organic chemical methods, 2/12 group organic compounds without C-metal bonds, etc. , low cost, mild reaction effect

Pending Publication Date: 2021-02-09
GUANGXI NORMAL UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] At present, there are many studies on the synthesis of thiosemicarbazone metal complexes, but there are few reports on the use of natural aldehyde thiosemicarbazone zinc complexes, and it is rarely used in the treatment of tumor drug resistance.

Method used

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  • Synthesis method and application of binuclear zinc complex
  • Synthesis method and application of binuclear zinc complex
  • Synthesis method and application of binuclear zinc complex

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Embodiment 1

[0033] A method for synthesizing a binuclear zinc complex, that is, a method for synthesizing a zinc complex of o-vanillin condensed 4,4-dimethyl-3-thiosemicarbazide, the reaction route of which is as follows:

[0034]

[0035] Concrete reaction steps are as follows:

[0036] 1) Dissolve 5 mmol of o-vanillin and 5 mmol of 4,4-dimethyl-3-thiosemicarbazide in 50 mL of methanol, and stir until dissolved;

[0037] 2) The above mixed solution was refluxed and stirred at 70°C for 6 hours to obtain a light yellow solution;

[0038] 3) The yellow solution was rotary evaporated under reduced pressure to obtain a light yellow powder, washed three times with a small amount of saturated sodium bicarbonate solution, and dried to obtain the ligand. Yield: 91.1%, mass spectrometry, ESI+m / z: C 11 h 15 N 3 o 2 S, 254.09[M+H] + ;

[0039] 4) Weigh 0.1mmol of ligand and 0.1mmol of zinc chloride and dissolve in 20mL of methanol, and continue stirring under reflux for 4h;

[0040] 5) Aft...

Embodiment 2

[0047] A kind of synthetic method of binuclear zinc complex, namely a kind of synthetic method of o-vanillin condensed 4,4-dimethyl-3-thiosemicarbazide zinc complex, its synthetic method reaction route is the same as embodiment 1, specific reaction Proceed as follows:

[0048] 1) Dissolve 4mmol of o-vanillin and 4mmol of 4,4-dimethyl-3-thiosemicarbazide in 45mL of methanol, and stir until dissolved;

[0049] 2) The above mixed solution was refluxed and stirred at 65°C for 8 hours to obtain a light yellow solution;

[0050] 3) The yellow solution was rotary evaporated under reduced pressure to obtain a light yellow powder, washed three times with a small amount of saturated sodium bicarbonate solution, and dried to obtain the ligand. Yield: 91.0%, mass spectrometry, ESI+m / z: C 11 h 15 N 3 o 2 S, 254.09[M+H] + ;

[0051] 4) Weigh 0.08mmol of ligand and 0.12mmol of zinc chloride and dissolve in 18mL of methanol, and continue stirring under reflux for 3h;

[0052] 5) After ...

Embodiment 3

[0055] A kind of synthetic method of binuclear zinc complex, namely a kind of synthetic method of o-vanillin condensed 4,4-dimethyl-3-thiosemicarbazide zinc complex, its synthetic method reaction route is the same as embodiment 1, specific reaction Proceed as follows:

[0056] 1) Dissolve 6 mmol of o-vanillin and 4 mmol of 4,4-dimethyl-3-thiosemicarbazide in 55 mL of methanol, and stir until dissolved;

[0057] 2) The above mixed solution was refluxed and stirred at 75°C for 4 hours to obtain a light yellow solution;

[0058] 3) The yellow solution was rotary evaporated under reduced pressure to obtain a light yellow powder, washed three times with a small amount of saturated sodium bicarbonate solution, and dried to obtain the ligand. Yield: 90.3%, mass spectrometry, ESI+m / z: C 11 h 15 N 3 o 2 S, 254.09[M+H] + ;

[0059] 4) Weigh 0.12mmol of ligand and 0.08mmol of zinc chloride and dissolve in 22mL of methanol, and continue to reflux and stir for 5h;

[0060] 5) After ...

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Abstract

The invention discloses a synthesis method and application of a binuclear zinc complex, which comprises the following steps: synthesizing a Schiff base ligand by using o-vanillin and 4, 4-dimethyl-3-thiosemicarbazide as raw materials, and reacting the ligand with zinc chloride to obtain the zinc complex. The synthesized zinc complex has good inhibitory activity on a human lung cancer cell strain A549, has good inhibitory activity on a human lung cancer cell cis-platinum drug-resistant strain A549cisR, and is suitable for preparing efficient antitumor drugs.

Description

【Technical field】 [0001] The invention belongs to the technical field of chemical synthesis, and relates to a synthesis method of a binuclear zinc complex and its application, that is, a zinc complex of o-vanillin 4,4-dimethyl-3-thiosemicarbazide and its application . 【Background technique】 [0002] Lung cancer is one of the most common cancers in the human body, which seriously endangers people's health. Using cisplatin as a chemotherapeutic drug is prone to drug resistance and causes toxic and side effects to the liver, kidney and other organs. Therefore, people turn to find new metal-based drugs to reduce toxic side effects. [0003] Zinc metal is one of the essential trace elements for the human body and plays a vital role in the growth and development of the human body. Chinese patent application 201710234177, an anticancer drug 5-bromosalicylaldehyde-2-bromo-6-hydrazinopyridine Schiff base zinc complex and its synthesis method, discloses an anticancer drug 5-bromosa...

Claims

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Application Information

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IPC IPC(8): C07F3/06A61P35/00
CPCC07F3/003A61P35/00C07B2200/13
Inventor 江名盖爽爽覃逸明蒋才云
Owner GUANGXI NORMAL UNIV OF SCI & TECH
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