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Organic vanadium complexes with insulin mimetic activity, and preparation method thereof

A technology of vanadium complexes and insulin, which is applied in the fields of complex synthesis and medicinal chemistry, and can solve problems such as death, changes in renal function, and high toxicity

Inactive Publication Date: 2018-10-09
SHANDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] After many studies, it has been found that although inorganic vanadium compounds have a significant effect on treating diabetes, they have also found that their side effects are very large, such as high toxicity, which can cause death, weight loss, and changes in renal function, which limit their application.

Method used

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  • Organic vanadium complexes with insulin mimetic activity, and preparation method thereof
  • Organic vanadium complexes with insulin mimetic activity, and preparation method thereof
  • Organic vanadium complexes with insulin mimetic activity, and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Example 1: Preparation of vanadium complex (complex 1) with (E)-N'-(2-hydroxybenzylidene)-3-methoxybenzohydrazide and ethyl maltol as ligands .

[0017] Salicylaldehyde (1.0 mmol) and 3-methylbenzohydrazide (1.0 mmol) were respectively dissolved in 20 mL of methanol and stirred at room temperature for 30 minutes to obtain a colorless solution. Ethyl maltol (1.0 mmol) and vanadyl(IV) acetylacetonate (1.0 mmol) were then added thereto, and stirring was continued for 30 minutes to obtain a brown solution. The solvent was slowly evaporated from the solution at room temperature, and a dark brown bulk single crystal was obtained after one week. Structural testing was carried out by X-ray single crystal diffraction, and the crystal structure diagram is shown in the attached figure figure 1 As shown, the crystal data are shown in Table 1, and the molecular formula is C 22 h 19 N 2 o 6 V, the structural formula is as follows.

[0018] .

[0019] After analysis, the...

Embodiment 2

[0020] Example 2: Preparation of a vanadium complex (complex 2) using (E)-N'-(2-hydroxybenzylidene)-3,5-dimethoxybenzohydrazide as a ligand.

[0021] Salicylaldehyde (1.0 mmol) and 3,5-dimethoxybenzohydrazide (1.0 mmol) were respectively dissolved in 20 mL of methanol and stirred at room temperature for 30 minutes to obtain a colorless solution. Vanadyl(IV) acetylacetonate (1.0 mmol) was then added thereto and stirring was continued for 30 minutes to obtain a brown solution. The solvent was slowly evaporated from the solution at room temperature, and a dark brown bulk single crystal was obtained after one week. Structural testing was carried out by X-ray single crystal diffraction, and the crystal structure diagram is shown in the attached figure figure 2 As shown, the crystal data are shown in Table 1, and the molecular formula is C 18 h 21 N 2 o 7 V, the structural formula is as follows.

[0022] .

[0023] After analysis, the molecular structure of the complex...

Embodiment 3

[0024] Embodiment three: take (E)-N'-(2-ethoxybenzylidene)-3,5-dimethoxybenzoic hydrazide and ethyl maltol as the vanadium complex of ligand (complex Preparation of object 3).

[0025] 3-Ethoxysalicylaldehyde (1.0 mmol) and 3,5-dimethoxybenzohydrazide (1.0 mmol) were respectively dissolved in 20 mL of methanol and stirred at room temperature for 30 minutes to obtain a colorless solution. Ethyl maltol (1.0 mmol) and vanadyl(IV) acetylacetonate (1.0 mmol) were then added thereto, and stirring was continued for 30 minutes to obtain a brown solution. The solvent was slowly evaporated from the solution at room temperature, and a dark brown bulk single crystal was obtained after one week. Structural testing was carried out by X-ray single crystal diffraction, and the crystal structure diagram is shown in the attached figure image 3 As shown, the crystal data are shown in Table 1, and the molecular formula is C 25 h 25 N 2 o 9 V, the structural formula is as follows.

[0...

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Abstract

The invention relates to three organic vanadium complexes with insulin mimetic activity, and preparation method thereof, and belongs to the technical field of complex synthesis and medicine chemistry.Vanadium ions are taken as the center ions of the three complexes. (E)-N'-(2-hydroxybenzylidene)-3-methoxybenzhydrazide and ethyl maltol are taken as the ligands of a complex 1; (E)-N'-(2-hydroxybenzylidene)-3, 5-dimethoxybenzoyl hydrazine and methanol are taken as the ligands of a complex 2; and (E)-N'-(3-ethoxy-2-hydroxybenzylidene)-3,5-dimethoxybenzhydrazide and ethyl maltol are taken as the ligands of a complex 3. The three complexes are of sole-core structures, and hexa-coordinate octahedral coordination configurations are adopted. It is found in tests that the complexes 1, 2, and 3 possess relatively high insulin mimetic activity, are capable of reducing blood sugar of type I diabetes Kunming mouse obviously, and can be used for preparing hypoglycemic drugs.

Description

technical field [0001] The invention relates to three organic vanadium complexes with insulin-like activity and a preparation method thereof, and belongs to the technical field of complex synthesis and medicinal chemistry. Background technique [0002] Diabetes Mellitus (Diabetes Mellitus) is a chronic, endocrine and metabolic disease caused by genetic factors, immune dysfunction, microbial infection and its toxins, free radical toxins, mental factors, etc. A series of metabolic disorder syndromes caused by sugar, protein, fat, water and electrolyte. Due to the increasing scale of diabetic patients, the increasing mortality rate, and the increasingly obvious trend of younger onset, diabetes has received unprecedented attention, and more and more related researches have been done. [0003] Vanadium has many biological activities, and its insulin-like activity is the most noteworthy among them. As early as the 19th century, it was discovered that sodium metavanadate effectiv...

Claims

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Application Information

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IPC IPC(8): C07F9/00A61P3/10
CPCA61P3/10C07B2200/13C07F9/005
Inventor 盛桂华王天睿高翔马正周泉城
Owner SHANDONG UNIV OF TECH
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