# US 2020/0399667 A1 · Method for extracting coenzyme q10 and phospholipid from coenzyme q10 fermentation bacterial powder > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2020/0399667 A1 - Document ID: US20200399667A1 - Status: Published application - Kind: A1 - Application number: 16/957,797 - Filed: 2018-05-23 - Published: 2020-12-24 - Earliest claimed: 2017-12-25 - Assignees: Zhejiang Nhu Company Ltd.; Zhejiang University; Heilongjiang Nhu Biotechnology Company Ltd.; Shangyu Nhu Biological Chemical Co., Ltd. - Applicants: Zhejiang Nhu Company Ltd.; Zhejiang University; Heilongjiang Nhu Biotechnology Company Ltd.; Shangyu Nhu Biological Chemical Co., Ltd. - Inventors: Shenfeng YUAN; Yang YOA; Yi MIN; Baishan HU; Zhaofeng CHEN; Yong LI; Qichuan LI; Yunxuan LUO; Jinyang ZHANG; Xuguang LI; Shichun TU - Web page: https://patentgrep.com/patent/US20200399667A1 ## CPC - C12P 7/66: containing the quinoid structure - A61K 31/685: one of the hydroxy compounds having nitrogen atoms, e.g. phosphatidylserine, lecithin - C07C 46/10: Separation; Purification; Stabilisation; Use of additives - C07C 2601/16: the ring being unsaturated - C12P: FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE {(brewing of beer C12C; producing vinegar C12J; producing specific peptides or proteins C07K; producing enzymes C12N9/00; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; measuring or testing processes involving enzymes or microorganisms C12Q; measuring or testing processes involving nucleic acid amplification reactions C12Q1/6844; fermentation processes to form a food composition, A21 or A23; compounds in general, see the relevant compound class, e.g. C01, C07)} - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS ## Abstract The present application relates to a method for extracting coenzyme Q10 and a phospholipid from a coenzyme Q10 fermentation bacterium powder. The method is characterized in that the fermentation bacterium powder of a coenzyme Q10 production strain is subjected to extraction with a mixed solvent of which the three-dimensional Hansen solubility parameter is between 21 and 23 (J/cm3)1/2 and the hydrogen bonding solubility parameter thereof is between 10 and 12 (J/cm3)1/2. The present invention can efficiently extract two products, namely coenzyme Q10 and a phospholipid, from the coenzyme Q10 fermentation bacterium powder; the process thereof is highly operable, easy to be industrialized, and can provide a product with high purity and yield, having great economic benefit. ## Claims ### Claim 1 A method for extracting coenzyme Q10 and a phospholipid from a coenzyme Q10 fermentation bacterium powder, wherein a fermentation bacterium powder of a coenzyme Q10 production strain is subjected to extraction with a mixed solvent of which a three-dimensional Hansen solubility parameter is between 21 and 23 (J/cm3)1/2 and a hydrogen bonding solubility parameter thereof is between 10 and 12 (J/cm3)1/2. ### Claim 2 (depends on 1) The method according to claim 1, wherein the mixed solvent is a mixed solvent formed by a solvent (a) and a solvent (b), the solvent (a) is at least one of tetrahydrofuran, ethyl acetate, diethyl ether, butanone, dichloromethane, chloroform, n-pentane, n-hexane, n-heptane and cyclohexane, and the solvent (b) is at least one of methanol, ethanol, n-propanol and isopropanol. ### Claim 3 (depends on 2) The method according to claim 2, wherein the mixed solvent is tetrahydrofuran-methanol, ethyl acetate-methanol, ethyl acetate-ethanol, chloroform-methanol, chloroform-ethanol, n-hexane-methanol, n-hexane-ethanol, or n-hexane-n-propanol. ### Claim 4 (depends on 1) The method according to claim 1, wherein a using amount of the mixed solvent is 3 to 10 times the weight of the coenzyme Q10 fermentation bacterium powder. ### Claim 5 (depends on 1) The method according to claim 1, wherein the extraction is one of immersion extraction, percolation extraction, reflux extraction, decoction extraction and ultrasonic-assisted extraction. ### Claim 6 (depends on 1) The method according to claim 1, wherein an extraction liquor obtained after carrying out the extraction is subjected to separation by the following method, in said method, 1) the extraction liquor is concentrated to dryness, the resultant is dissolved with a low-polarity solvent, filtered to remove insoluble substances, concentrated again to a weight which is 30% to 90% of the weight of the coenzyme Q10 fermentation bacterium powder, and then added into acetone; after being completely mixed and dissolved, the resultant is subjected to cooling and crystallization, and filtered to obtain a filter cake and a filtrate; the filter cake is washed with acetone, and a phospholipid is obtained after drying; and 2) the filtrate and a washing liquid obtained in step 1) are combined, the resultant is concentrated to dryness, n-hexane is added thereto for dissolving, and then the resultant is washed with a lower alcohol aqueous solution; and the solution obtained after washing is concentrated to dryness, ethanol is added thereto for dissolving, and then the resultant is subjected to cooling and crystallization to obtain a coenzyme Q10 crude product. ### Claim 7 (depends on 6) The method according to claim 6, wherein the low-polarity solvent in the step 1) is one of pentane, hexane and petroleum ether. ### Claim 8 (depends on 6) The method according to claim 6, wherein the using amount of acetone used in the step 1) is 2 to 8 times the weight of the coenzyme Q10 fermentation bacterium powder; and the using amount of n-hexane used in step 2) is 0.5 to 4 times the weight of the coenzyme Q10 fermentation bacterium powder. ### Claim 9 (depends on 6) The method according to claim 6, wherein the lower alcohol aqueous solution in the step 2) is one of methanol aqueous solution, ethanol aqueous solution and isopropanol aqueous solution. ### Claim 10 (depends on 6) The method according to claim 6, wherein a temperature for the crystallization in the step 2) is 0 to 20° C. ### Claim 11 (depends on 6) The method according to claim 6, wherein in the step 2), a decolorizing agent is added before crystallization to perform a decolorizing treatment. ### Claim 12 (depends on 6) The method according to claim 6, wherein the coenzyme Q10 crude product obtained in the step 2) is subjected to silica gel column chromatography to obtain a high-purity coenzyme Q10. ### Claim 13 (depends on 4) The method according to claim 4, wherein a temperature of the extraction is 10 to 60° C., and the extraction is carried out 2 to 5 times. ### Claim 14 (depends on 5) The method according to claim 5, wherein the extraction is the immersion extraction. ### Claim 15 (depends on 7) The method according to claim 7, wherein a using amount of the low-polarity solvent is 1 to 5 times the weight of the coenzyme Q10 fermentation bacterium powder. ### Claim 16 (depends on 9) The method according to claim 9, wherein the lower alcohol therein has a mass percentage of 50% to 95%. ### Claim 17 (depends on 9) The method according to claim 9, wherein the using amount of the lower alcohol aqueous solution is 1 to 8 times the weight of the coenzyme Q10 fermentation bacterium powder. ### Claim 18 (depends on 10) The method according to claim 10, wherein the using amount of ethanol is 0.2 to 0.8 times the weight of the coenzyme Q10 fermentation bacterium powder. ### Claim 19 (depends on 11) The method according to claim 11, wherein the decolorizing agent is one of activated carbon, white clay, and adsorbent resin.