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A kind of preparation method of Schiff base vanadyl complex crystal with biological activity

A Schiff base vanadyl and biological activity technology, which is applied in the preparation of imino compounds, compounds of Group 5/15 elements of the periodic table, drug combinations, etc. and other problems, to achieve the effect of good anti-diabetic activity, simple method and easy operation

Inactive Publication Date: 2016-05-04
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Inorganic vanadate has high toxicity, low fat solubility, low bioavailability, and large dosage, so its absorption and utilization rate in organisms is low, and a large amount of use has great toxic and side effects, thus affecting its use in medicine. Wide range of applications in the field

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] The first step is to dissolve 0.6532g of 3-chloropropylamine hydrochloride in 30ml of anhydrous methanol solvent, add 0.7647g of o-vanillin, stir until dissolved, add 1ml of 5mol / L NaOH aqueous solution to the system, and reflux at 65°C for 3.5 hours Finally, 30 ml of chloroform was added to the system to obtain a yellow turbid mixture.

[0016] The second step is to filter the yellow turbid mixture obtained in the first step, add 10ml of methanol solution containing 0.6624g of vanadyl acetylacetonate to the filtrate, stir and reflux at 55°C for 2.5 hours, then filter, and leave the filtrate at room temperature for 8 days to precipitate yellow Green crystals.

[0017] The third step is to take out the crystals in the reaction vessel, wash them with methanol three times, then wash them with absolute ethanol and ether three times, place them in a desiccator, and obtain dry and pure crystals after 1 hour, that is, biologically active Schiff base oxygen. Vanadium complex c...

Embodiment 2

[0020] The first step is to dissolve 0.6530g of 3-chloropropylamine hydrochloride solid in 30ml of anhydrous methanol solvent, add 0.7635g of o-vanillin, stir until dissolved, add 1ml of 5mol / L NaOH aqueous solution to the system, and reflux at 70°C After reacting for 4 hours, 30 ml of chloroform was added to the system to obtain a yellow turbid mixture.

[0021] The second step is to filter the yellow clear and transparent solution obtained in the first step, add 10ml of methanol solution containing 0.6665g of vanadyl acetylacetonate to the filtrate, stir and reflux at 60°C for 3 hours and then filter, and the filtrate is placed at room temperature for 9 days to precipitate Yellow-green crystals.

[0022] The third step is to take out the crystals at the bottom of the container, wash them with methanol three times, then wash them with absolute ethanol and ether three times respectively, place them in a desiccator, and obtain dry and pure crystals after 1 hour, that is, the bi...

Embodiment 3

[0025] The first step is to dissolve 0.6553g of 3-chloropropylamine hydrochloride solid in 30ml of anhydrous methanol solvent, add 0.7649g of o-vanillin, stir until dissolved, add 1ml of 5mol / L NaOH aqueous solution to the system, and reflux at 65°C After reacting for 4 hours, 30 ml of chloroform was added to the system to obtain a yellow turbid mixture.

[0026] The second step is to filter the yellow turbid mixture obtained in the first step, add 10ml of methanol solution containing 0.6677g of vanadyl acetylacetonate to the filtrate, stir and reflux at 58°C for 3 hours and then filter, and leave the filtrate at room temperature for 7 days to precipitate yellow Green rhombohedral crystals.

[0027] The third step is to take out the crystals in the reaction vessel, wash them with methanol three times, then wash them with absolute ethanol and ether three times, place them in a desiccator, and obtain dry and pure crystals after 1 hour, that is, biologically active Schiff base ox...

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Abstract

The invention discloses a method for preparing a biologically active Schiff base vanadyl complex crystal. The method uses vanadyl acetylacetonate as a vanadium source and reacts 3-chloropropylamine hydrochloride solid with o-vanillin in one step. Schiff base was used as a ligand, and crystals were grown at room temperature; the test results showed that the crystals showed biological activity, and the average inhibition rate of PTP1B enzyme was 83.68%, IC50=0.87 μg / ml (dimethyl sulfoxide as solvent). The present invention adopts one-step synthesis and uses a mixed solvent and placed at room temperature to obtain complex crystals with very good crystal form and high activity; the method is simple, easy to operate, and takes a short time; compared with similar compounds, the synthesized crystals have good anti-diabetic properties active.

Description

technical field [0001] The invention relates to a method for preparing crystals using a mixed solvent method, in particular to a method for preparing biologically active Schiff base vanadyl complex crystals. Background technique [0002] Vanadium is an essential trace element in some animals and plays a very important potential role in the metabolism of glucose. Studies have found that some complexes of inorganic vanadate and vanadium organic ligands have good insulin-like activity, and a few vanadium compounds have been put into clinical trials. Inorganic vanadate has high toxicity, low fat solubility, low bioavailability, and large dosage, so its absorption and utilization rate in organisms is low, and a large amount of use has great toxic and side effects, thus affecting its use in medicine. wide range of applications in the field. In view of this, it is very important to increase the bioavailability of vanadium compounds and reduce their toxicity. A common method to so...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/00C07C251/24C07C249/02A61P3/10
Inventor 张其颖李秀彩
Owner EAST CHINA NORMAL UNIV
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