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Vanadium coordination compound using aminotriacetic acid derivative as ligand, and preparation method and application thereof

A technology of aminotriacetic acid and coordination compounds, which is applied in the field of vanadium coordination compounds and antidiabetic drugs, can solve the problems of free radicals, oxidative stress, etc., and achieve low toxicity, lower blood sugar, and small molecular weight Effect

Inactive Publication Date: 2015-09-09
PEKING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, all vanadium compounds are toxic, and a large number of experimental studies have shown that their toxicity is mainly due to the easy generation of free radicals, resulting in oxidative stress.

Method used

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  • Vanadium coordination compound using aminotriacetic acid derivative as ligand, and preparation method and application thereof
  • Vanadium coordination compound using aminotriacetic acid derivative as ligand, and preparation method and application thereof
  • Vanadium coordination compound using aminotriacetic acid derivative as ligand, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] The preparation of compound B (VOphpada), the chemical structural formula of compound B (VOphpada) is as follows:

[0031]

[0032] A kind of preparation method of the vanadium coordination compound (VOphpada) taking aminotriacetic acid derivative as ligand, concrete steps are as follows:

[0033] Step 1, take 19g of aminotriacetic acid, dissolve it in 200ml of pyridine, raise the temperature to 60°C, stir for 0.5h, then add 20ml of acetic anhydride, react at a temperature of 70-75°C for 4h, and concentrate under reduced pressure to obtain a brown solid Substance 3. Add anhydrous diethyl ether to the above solid substance 3, grind, filter out diethyl ether, repeat several times to obtain yellow-brown compound 1, and its synthesis reaction equation is as follows:

[0034]

[0035] The chemical characteristic parameters of compound 1 are: ESI-MS m / z 191 [M-1].

[0036] Step 2, weigh 4.0g of compound 1, dissolve it in 50ml of anhydrous N,N-dimethylformamide, add 2....

Embodiment 2

[0049] The preparation of compound B (VOmhpada), the chemical structural formula of compound B (VOmhpada) is as follows:

[0050]

[0051] A kind of preparation method that is the vanadium coordination compound (VOmhpada) of ligand with aminotriacetic acid derivative, concrete steps are as follows:

[0052] Step 1, take 19g of aminotriacetic acid, dissolve it in 200ml of pyridine, raise the temperature to 50°C, stir for 0.5h, then add 20ml of acetic anhydride, control the temperature at 70-75°C for 4h, and concentrate under reduced pressure to obtain a brown solid Substance 3. Add anhydrous diethyl ether to the above solid substance 3, grind, filter out diethyl ether, repeat several times to obtain yellow-brown compound 1, and its synthesis reaction equation is as follows:

[0053]

[0054] The chemical characteristic parameters of compound 1 are: ESI-MS m / z 191 [M-1].

[0055] Step 2, weigh 1mmol of compound 1, dissolve it in 50ml of anhydrous N,N-dimethylformamide, the...

Embodiment 3

[0068] The preparation of compound B (VOohpada), the chemical structural formula of compound B (VOohpada) is as follows:

[0069]

[0070] A kind of preparation method of the vanadium coordination compound (VOohpada) with aminotriacetic acid derivative as ligand, concrete steps are as follows:

[0071] Step 1, take 19g of aminotriacetic acid, dissolve it in 200ml of pyridine, raise the temperature to 70°C, stir for 0.5h, then add 20ml of acetic anhydride, control the temperature at 70-75°C for 4h, and concentrate under reduced pressure to obtain a brown solid Substance 3. Add anhydrous ether to the above-mentioned solid substance 3, grind, filter out the ether, repeat several times to obtain dark yellow compound 1, and its synthesis reaction equation is as follows:

[0072]

[0073] The chemical characteristic parameters of compound 1 are: ESI-MS m / z 191 [M-1].

[0074] Step 2, weigh 1mmol of compound 1, dissolve it in 50ml of anhydrous N,N-dimethylformamide, then add ...

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Abstract

The invention relates to a vanadium coordination compound using aminotriacetic acid derivative as a ligand, and a preparation method and application thereof. The preparation method comprises the following steps: 1. reacting aminotriacetic acid in anhydrous pyridine to obtain a compound 1; 2. reacting the compound 1 with aminophenol or hydroxyaniline to obtain a compound A; 3. dissolving vanadyl sulfate in water, and regulating the pH value with NaOH to obtain a compound 2; and 4. dissolving the compound A in water, and reacting with the compound 2 to obtain a compound B. The compound is used in preparing antidiabetic drugs. The animal experiment proves that compared with the vanadyl compound using kojic acid as the ligand, the vanadyl coordination compound using aminotriacetic acid as the ligand has the advantages of lower molecular weight, higher water solubility, higher bioavailability and simpler preparation method.

Description

technical field [0001] The invention relates to a vanadium coordination compound, a preparation method and its application, in particular to a vanadium coordination compound with an aminotriacetic acid derivative as a ligand, its preparation method and its application in antidiabetic drugs. Background technique [0002] Diabetes mellitus is a group of metabolic diseases characterized by abnormal glucose and lipid metabolism. It is mainly divided into type Ⅰ diabetes mellitus, namely insulin-dependent diabetes mellitus (IDDM) and type Ⅱ diabetes mellitus, i.e. non-insulin-dependent diabetes mellitus (NIDDM). Insulin therapy, type 2 diabetes is mainly treated with oral hypoglycemic drugs. According to the latest statistics of the International Diabetes Federation in 2013, about 8.3% of the world's population suffers from diabetes, and 90% to 95% of diabetic patients belong to type Ⅱ diabetes. At present, the number of diabetic patients in China ranks first among all countries...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/00A61K31/28A61P3/10
Inventor 王娜杨晓达
Owner PEKING UNIV
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