Method of porducing reduced coenzyme Q10 using solvent with high oxidation-protective effect

An oxidized coenzyme, reduced technology, applied in chemical instruments and methods, biochemical equipment and methods, preparation of organic compounds, etc., to achieve the effect of protecting oxidation

An oxidized coenzyme, reduced technology, applied in chemical instruments and methods, biochemical equipment and methods, preparation of organic compounds, etc., to achieve the effect of protecting oxidation

CN1527807AInactive Publication Date: 2004-09-08KANEKA CORP
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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0111] At 25°C, the oxidized coenzyme Q 10 (100g; Contains 0.40% oxidized coenzyme Q 9 , purity 99.4%) was dissolved in 1000g heptane. While stirring (power required for stirring: 0.3kW / m 3 ), gradually add an aqueous solution prepared by dissolving 100 g of sodium thiosulfate (purity: at least 75%)—as a reducing agent—in 1000 ml of water, and carry out a reduction reaction at 25° C. and pH 4-6. After 2 hours, the aqueous phase was removed from the reaction mixture, and the heptane phase was washed 6 times with 1000 g of degassed saturated aqueous sodium chloride solution to obtain a mixture containing 100 g of reduced coenzyme Q 10 (contains 0.40% reduced coenzyme Q 9 ) of the heptane phase. The heptane phase was cooled to 2° C. while stirring (power required for stirring: 0.3 kW / m 3 ), a white slurry was obtained. All the above manipulations were carried out under nitrogen atmosphere. The resulting slurry was filtered under reduced pressure, and the wet crystals were ...

Embodiment 2 and comparative example 1

[0113] At 25°C, 1 g of the reduced coenzyme Q obtained in Example 1 10 Dissolve in 20 g of each of the different solvents shown in Table 1. After stirring in air at 25°C for 24 hours, the reduced coenzyme Q in each solution was determined 10 / oxidized coenzyme Q 10 weight ratio. The obtained results are shown in Table 1, and are stored under the above-mentioned same conditions with the gained crystals (with 1g reduced coenzyme Q 10 Stored in air at 25°C for 24 hours) for comparison.

[0114] R

[0115] R: reduced coenzyme Q 10 / oxidized coenzyme Q 10 weight ratio

Embodiment 3 and comparative example 2

[0117] At 35°C, 1 g of the reduced coenzyme Q obtained in Example 1 10 Dissolve in 100 g of each of the different solvents shown in Table 2. After stirring in air at 35°C for 24 hours, the reduced coenzyme Q in each solution was determined 10 / oxidized coenzyme Q 10 weight ratio. The obtained results are shown in Table 2.

[0118] solvent

[0119] R: reduced coenzyme Q 10 / oxidized coenzyme Q 10 weight ratio

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Abstract

The present invention relates to a method of conveniently and efficiently producing reduced coenzyme Q 10 having excellent qualities which is useful in foods, functional nutritive foods, specific health foods, nutritional supplements, nutrients, drinks, feeds, animal drugs, cosmetics, medicines, remedies, preventive drugs, etc. This method is suitable for industrial production thereof. In a method of synthesizing reduced coenzyme Q 10 by reducing oxidized coenzyme Q 10 , followed by crystallization, at least one species selected from among hydrocarbons, fatty acid esters, ethers and nitriles is used as a solvent. Thus, the reduced coensyme Q 10 can be protected from oxidation, and as a result, the formation of the oxidized coenzyme Q 10 as a by-product can be minimized, thereby giving reduced coenzyme Q 10 having excellent qualities.

Description

technical field [0001] The present invention relates to the synthesis of reduced coenzyme Q 10 Method and method for making reduced coenzyme Q 10 method of crystallization. oxidized coenzyme Q 10 Compared to reduced coenzyme Q 10 A compound that exhibits a high level of oral absorbability and can be used as an ingredient in foods, functional nutritional foods, specific health foods, nutritional supplements, nutritional supplements, beverages, feeds, animal drugs, cosmetics, pharmaceuticals, therapeutic drugs, and preventive drugs . Background technique [0002] oxidized coenzyme Q 10 Is a benzoquinone derivative widely distributed in the biological world, also known as vitamin Q due to its vitamin-like function, in restoring weakened cell activity to its healthy condition, and in restoring the body Acts as an ingredient in a nutritional supplement. On the other hand, reduced coenzyme Q 10 oxidized coenzyme Q 10 Derived from the reduction of two electrons, it is a wh...

Claims

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Application Information

Patent Timeline
08 Sep 2004
Publication
CN1527807A
IPC
C07C41/26; C07C43/23
CPC
C07C41/46; C07C41/26; Y10S435/816; C07C43/23
Inventors
植田尚宏; 北村志郎