Coenzyme Q10 purifying process

A technology of coenzyme and seed crystal, applied in quinone separation/purification, organic chemistry and other directions, can solve the problems of limited application, difficult preservation, low yield, etc., and achieve the effect of simple and practical process, easy recovery and application, and high purification efficiency

Inactive Publication Date: 2007-03-21
KUNMING TONGFA IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method starts with coenzyme Q 10 Microorganisms (Basidiomycetes, Fungi, Yeast and Bacteria) Extract Coenzyme Q 10 The cost of crude purification is too high, and the yield is extremely low; secondly, the treatment of the culture is more troublesome, difficult to control, difficult to store, and not suitable for chemical production
[0004] Chinese Patent Publication No. 1594260 introduces a crystallization method from coenzyme Q 10 The trans isomer is purified from the mixture of cis and trans isomers of the intermediate, and the crystallization operation of the trans isomer is complicated and difficult to control
[0005] In summary, although the above method can achieve higher purity, many problems exist that limit its application in industrial production

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

[0024] In a 500ml three-neck bottle, add 100g of coenzyme Q with a mass content of 80% 10 Add a mixed solution of 250ml of ethanol and 60ml of dimethyl ether to the crude raw material, heat to 40°C and stir to dissolve. After the dissolution is complete, slowly add 0.02g of ascorbic acid and 0.6g of activated carbon, heat to 55°C and stir for 2.5 hours to decolorize, then filter at a constant temperature to obtain Clear and transparent red filtrate, quickly cool down to 25°C, add 0.2g of seed crystals, stir at 35 rpm, keep the temperature for 30min, then cool at a cooling rate of 4°C / hour, when it drops to 10°C, Keep stirring at this temperature for 0.5 hours and then filter, recover the filtrate and use it again, wash the filter cake with 20% ethanol, filter, dry the wet filter cake, and finally obtain coenzyme Q 10 72.9g, the content is 99.62%, the isomer content is 0.2%, and the pure yield is: 90.78%.

example 2

[0026] In a 500ml three-neck bottle, add 100g of coenzyme Q with a mass content of 69.8% 10 Add 450ml of tert-butanol to the crude raw material, heat to 45°C and stir to dissolve. After the dissolution is complete, slowly add 0.02g of pyrogallic acid and 1.2g of activated carbon, and heat to 55°C to stir and decolorize for 3 hours, and filter at constant temperature to obtain a clear and transparent Red filtrate, quickly cool down to 40°C, add 0.2g of seed crystals, stir at 50 rpm, keep the temperature for 30 minutes, then cool at a cooling rate of 3°C / hour, when it drops to 28°C, keep the temperature After stirring for 0.5 hours, filter, recover the filtrate and use it again, wash the filter cake with 20% ethanol, filter, dry the wet filter cake, and finally obtain coenzyme Q 10 63.9g, the content is 99.53%, the isomer content is 0.26%, and the pure yield is: 91.12%.

example 3

[0028] In a 500ml three-necked bottle, add 100g of coenzyme Q with a mass content of 90% 10 Add a mixed solution of 650ml of isopropanol and 30ml of ethyl acetate to the crude raw material, heat to 45°C and stir to dissolve. After the dissolution is complete, slowly add 0.02g of ascorbic acid and 0.3g of activated carbon, and heat to 55°C and stir to decolorize for 2.5 hours, then filter at constant temperature. Obtain a clear and transparent red filtrate, quickly cool down to 34°C, add 0.2g of seed crystals, stir at 25 rpm, keep the temperature for 30min, then cool at a cooling rate of 4°C / hour, when it drops to 16°C , keep stirring at this temperature for 1 hour and then filter, recover the filtrate and use it again, wash the filter cake with 10% ethanol, filter, dry the wet filter cake, and finally get coenzyme Q 10 84.57g, the content is 99.71%, the isomer content is 0.18%, and the pure yield is: 93.69%.

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Abstract

The present invention provides one kind of simple and practical coenzyme Q10 purifying process suitable for industrial production. The process with crude coenzyme Q10 product with coenzyme Q10 content over 65 % as material includes dissolving in organic solvent, adding antioxidant and active carbon to decolorize, adding crystal seed to induce crystallization, filtering and washing, drying. The process can eliminate coenzyme Q7, Q8, Q9 and Q11 and coenzyme Q10 cis-isomer effectively and obtain coenzyme Q10 product with coenzyme Q10 content over 99.5 % and isomer content less than 0.5 %, and the product may be used in food, health product, beverage, cosmetics and medicine. The present invention has simple process, short production period, easy recovery and reuse of the solvent, high purifying efficiency and suitability for industrial production.

Description

technical field [0001] The invention relates to the technical field of medicinal chemistry. Concretely relate to a kind of purified coenzyme Q 10 Methods. Background technique [0002] coenzyme Q 10 It is widely used in the fields of medicine, health care products and cosmetics, such as in the field of medicine for the treatment of cardiovascular and cerebrovascular diseases, viral hepatitis, duodenal ulcer and cancer patients to reduce the side effects of chemotherapy, etc. There are significant auxiliary curative effects; in the field of health care products, coenzyme Q 10 It is used to prevent many diseases and slow down aging, etc. Coenzyme Q can be found in health care stores in most developed countries 10 capsules or tablets; in the field of cosmetics, coenzyme Q 10 It is used to remove spots and wrinkles, prevent skin aging, etc. It is the raw material of high-end cosmetics, such as L'Oreal (LOREAL), Nivea (NIVEA) and other famous brand cosmetics, many varieties ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C50/28C07C46/10
Inventor 申醒王国平朱锡英符涛
Owner KUNMING TONGFA IND
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