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Preparation method of high-content troxerutin

A high-content, rutin technology, applied in the field of high-content troxerutin preparation, can solve the problems of cumbersome operation, unsuitable for industrialization promotion and application, high cost, and achieves the effect of being widely used

Active Publication Date: 2017-06-27
HENAN NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] In existing reports, the method in which the content of troxerutin reaches more than 98.0% only needs chromatography, which is cumbersome to operate, and the cost is too high, and it is not suitable for industrialization application

Method used

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  • Preparation method of high-content troxerutin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] (1) Add 264 g (6.6 mol) of sodium hydroxide into 30 L of distilled water, stir to dissolve, then add 2 Kg (3.3 mol) of crude rutin, stir at 90 °C until dissolved, add 100 g of diatomaceous earth, and pump while hot Filter to obtain a clear filtrate. The filtrate was adjusted to pH 5.0 with hydrochloric acid. Slowly cool down to room temperature, the cooling time is controlled at 3 h, stand at room temperature for 4 h, filter with suction, filter cake is rinsed with 4L water, yield 95.1%, purity 99.0%;

[0026] (2) Add 200 g of rutin and 10.0 g of natural polymer sodium alginate obtained in (1) into 800 g of anhydrous methanol, then add 80 g of ethylene oxide, seal the autoclave, and start heating and stirring , after heating to 80 °C, heat preservation reaction for 5.0 h, when the proportion of trihydroxyethyl rutin reached 86% as detected by HPLC, the temperature was rapidly lowered to terminate the reaction, the pH value of the reaction solution was adjusted to 5.0 w...

Embodiment 2

[0029] (1) Add 185 g (3.3 mol) of potassium hydroxide to 40 L of distilled water, stir to dissolve, then add 2 Kg (3.3 mol) of crude rutin, stir at 80 °C until dissolved, add 160 g of diatomaceous earth, and heat Suction filtration to obtain a clear filtrate. The filtrate was adjusted to pH 5.0 with hydrochloric acid. Slowly cool down to room temperature, the cooling time is controlled at 3 h, stand at room temperature for 4 h, filter with suction, and rinse the filter cake with 14 L of water. The yield is 95.2%, and the purity is 99.2%;

[0030](2) Add 200 g of rutin and 4.0 g of natural polymer sodium alginate obtained in (1) to 1000 g of anhydrous methanol, then add 80 g of ethylene oxide, seal the autoclave, and start heating and stirring , after heating to 70 °C, heat preservation reaction for 8.0 h, when the proportion of trihydroxyethyl rutin reached 86% as detected by HPLC, the temperature was rapidly lowered to terminate the reaction, hydrochloric acid was added to a...

Embodiment 3

[0033] (1) Add 132 g (3.3 mol) of sodium hydroxide into 50 L of distilled water, stir to dissolve, then add 2 Kg (3.3 mol) of crude rutin, stir at 100 °C until dissolved, add 40 g of diatomaceous earth, and heat Suction filtration to obtain a clear filtrate. The filtrate was adjusted to pH 3.0 with nitric acid. Slowly cool down to room temperature, the cooling time is controlled at 3 h, stand at room temperature for 4 h, suction filter, filter cake is rinsed with 20 L of water, the yield is 94.3%, and the purity is 99.3%;

[0034] (2) Take 200 g of rutin and 8.0 g of natural polymer sodium alginate obtained in (1) and add them to 800 g of anhydrous methanol, then add 100 g of ethylene oxide, seal the autoclave, and start heating and stirring , after heating to 60°C, keep the reaction for 5.5 h, and when the ratio of trihydroxyethyl rutin reaches 86% as detected by HPLC, quickly cool down to terminate the reaction, add hydrochloric acid to adjust the pH value of the reaction s...

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Abstract

The invention discloses a preparation method of high-content troxerutin and belongs to the technical field of medicinal chemistry. According to the technical scheme, the preparation method of the high-content troxerutin comprises the specific steps that a coarse raw material product rutin is purified and refined to obtain high-content rutin higher than 99.0%; the high-content rutin reacts under the catalytic action of a catalyst natural polymer sodium alginate to prepare troxerutin; the troxerutin is purified to obtain the high-content troxerutin with the content higher than 98.0%. The preparation method refines the raw material rutin, water is adopted as a solvent in the refining process, the method is green and environmentally friendly, and the purity of the obtained rutin can be up to 99.0% or above. In addition, during troxerutin preparation, the natural polymer sodium alginate and appropriate reaction condition are adopted to make reaction reach the best level, and the high-content troxerutin crude drug with content higher than 98.0% can be obtained only by simply purifying the obtained product.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry, and in particular relates to a preparation method of high-content troxerutin. Background technique [0002] Troxerutin, namely 7,3′,4′-trihydroxyethylrutin, this product is light yellow or light yellow green powder, molecular formula is C 33 h 42 o 19 , CAS No. 7085-55-4, molecular weight 742.68, melting point 168 - 176 ℃, its structural formula is as follows: [0003] [0004] Troxerutin is a class of anticoagulant and thrombolytic drugs, it can inhibit platelet aggregation, prevent thrombosis, and at the same time resist vascular damage caused by 5-hydroxytryptamine and bradykinin, and increase capillary resistance , reduce capillary permeability, prevent edema caused by increased vascular permeability, and have a significant protective effect on acute ischemic brain injury. [0005] Troxerutin is prepared by using rutin and ethylene oxide as raw materials, and undergoes Will...

Claims

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Application Information

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IPC IPC(8): C07H17/07C07H1/00
CPCC07H1/00C07H17/07
Inventor 姜玉钦李星张银贵张丹丹张玮玮徐桂清李伟
Owner HENAN NORMAL UNIV
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