# US 8,785,598 B2 · Coenzyme Q10 nanoparticles, preparation method thereof and composition containing said nanoparticles

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- Number: US 8,785,598 B2
- Document ID: US8785598B2
- Status: Granted
- Kind: B2
- Application number: 13/263,296
- Filed: 2010-04-06
- Published: 2012-02-16
- Granted: 2014-07-22
- Earliest claimed: 2009-04-06
- Assignees: Korea Research Institute of Bioscience and Biotechnology
- Applicants: Bong Hyun Chung; Jung Hyun Han
- Inventors: Bong Hyun Chung; Jung Hyun Han
- Web page: https://patentgrep.com/patent/US8785598B2

## CPC

- A61K 31/122: having the oxygen directly attached to a ring, e.g. quinones, vitamin K1, anthralin
- A23L 33/15: Vitamins
- A61K 9/145: {with organic compounds}
- A61K 9/146: {with organic macromolecular compounds}
- A61P 1/02: Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
- A61P 3/02: Nutrients, e.g. vitamins, minerals
- A61P 9/04: Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
- A61P 9/12: Antihypertensives
- A61P 17/18: Antioxidants, e.g. antiradicals (preparations for protection against sunlight A61Q17/00)
- A61P 29/00: Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A61P 37/04: Immunostimulants
- A61P 39/06: Free radical scavengers or antioxidants
- A23V 2002/00: Food compositions, function of food ingredients or processes for food or foodstuffs
- A61K 9/0014: {Skin, i.e. galenical aspects of topical compositions (non-active ingredients are additionally classified in A61K47/00; A61K9/0009, A61K9/0021, A61K9/7015, A61K9/7023 take precedence; cosmetic preparations A61K8/00, A61Q; preparations for wound dressings or bandages A61L26/00)}
- A61K 9/127: Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
- A61K 47/10: Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
- 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)
- A23L: FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF (preservation thereof A23B)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A23V: INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION

## Abstract

Provided are a coenzyme Q10 nanoparticle, a method of preparing the same and a composition having the nanoparticle. According to the present invention, Coenzyme Q10 may be dissolved in only a water-miscible organic solvent, and easily made into a nano-sized particle and solubilized under a low energy condition, for example, by simple stirring. The coenzyme Q10 may be dispersion-stabilized by an amino acid or protein. The coenzyme Q10 is formed in a nano-sized particle and solubilized, an absorption rate may be increased and simultaneously deliver the amino acid and protein with the nanoparticle. Thus, the coenzyme Q10 nanoparticle can be effectively used in food, cosmetics and medicine.

## Claims

### Claim 1

A method of preparing a solubilized coenzyme Q10 nanoparticle, comprising:
1) preparing a coenzyme Q10-dissolved mixed solution by dissolving coenzyme Q10 in a water-miscible organic solvent;
2) producing a coenzyme Q10 nanoparticle binding to at least one or two components selected from the group consisting of amino acids and proteins by adding the mixed solution prepared in step 1) to an aqueous solution including at least one or two components selected from the group consisting of the amino acids and the proteins and stirring the resulting mixture; and
3) removing the water-miscible organic solvent,
wherein the amino acid is at least one selected from the group consisting of cysteine and serine;
wherein the protein is at least one selected from the group consisting of gelatin, albumin, fibrinogen, lysozyme, silk fibroin, sericin, trypsinogen and pepsin; and
wherein a concentration of the aqueous solution including at least one or two components selected from the group consisting of amino acids and the proteins is 0.001 to 50%.

### Claim 2 (depends on 1)

The method according to claim 1, wherein the water-miscible organic solvent is at least one selected from the group consisting of dimethylformamide (DMF), dimethylacetamide (DMAc), N-methylpyrrolidone, pyrrolidone, 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU), hexamethyl phosphoramide (HMPA), acetone and acetonitrile.

### Claim 3 (depends on 1)

The method according to claim 1, wherein the removing of the water-miscible organic solvent is performed by solvent evaporation by stifling, solvent evaporation under a reduced pressure, freeze-drying or using a cut-off membrane filter.

### Claim 4 (depends on 1)

The method according to claim 1, wherein the amino acid further comprises a water-soluble amino acid.

### Claim 5 (depends on 4)

The method according to claim 4, wherein the water-soluble amino acid is at least one selected from the group consisting of methionine, arginine, glycine, glutamine, threonine, proline, isoleucine, alanine, lysine and glutamic acid.

### Claim 6 (depends on 1)

The method according to claim 1, wherein the protein further comprises a water-soluble protein.

### Claim 7 (depends on 1)

The method according to claim 1, wherein a content of the amino acid is 0.5 to 100 parts by weight with respect to 1 part by weight of coenzyme Q10.

### Claim 8 (depends on 1)

The method according to claim 1, wherein a content of the protein is 0.5 to 100 parts by weight with respect to 1 part by weight of coenzyme Q10.