# US 8,541,016 B2 · Cell-adhesive, enzymatically crosslinked flavonoid hydrogels and methods for making same

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- Number: US 8,541,016 B2
- Document ID: US8541016B2
- Status: Granted
- Kind: B2
- Application number: 13/375,097
- Filed: 2010-05-17
- Published: 2012-03-22
- Granted: 2013-09-24
- Earliest claimed: 2009-05-29
- Assignees: Agency for Science, Technology and Research
- Applicants: Motoichi Kurisawa; Fan Lee; Joo Eun Chung; Pui Yik Chan
- Inventors: Motoichi Kurisawa; Fan Lee; Joo Eun Chung; Pui Yik Chan
- Web page: https://patentgrep.com/patent/US8541016B2

## CPC

- A61K 31/353: 3,4-Dihydrobenzopyrans, e.g. chroman, catechin
- A61K 9/0024: {Solid, semi-solid or solidifying implants, which are implanted or injected in body tissue (compositions for intravenous administration, normal injectable solutions or dispersions for, e.g. subcutaneous administration A61K9/0019; brain implants A61K9/0085; (coated) prostheses, catheters or stents A61L)}
- A61K 31/015: carbocyclic
- A61K 31/738: Cross-linked polysaccharides
- A61K 47/61: the organic macromolecular compound being a polysaccharide or a derivative thereof
- A61K 47/6903: {the form being semi-solid, e.g. an ointment, a gel, a hydrogel or a solidifying gel}
- A61L 27/54: Biologically active materials, e.g. therapeutic substances {(A61L27/227 takes precedence)}
- A61P 3/06: Antihyperlipidemics
- A61P 9/00: Drugs for disorders of the cardiovascular system
- A61P 29/00: Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A61P 31/04: Antibacterial agents
- A61P 31/12: Antivirals
- A61P 35/00: Antineoplastic agents
- C08J 3/075: Macromolecular gels
- C12P 17/06: containing a six-membered hetero ring, e.g. fluorescein
- C12P 19/26: Preparation of nitrogen-containing carbohydrates
- C08J 2397/00: Characterised by the use of lignin-containing materials
- 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)
- A61L: METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES (preservation of bodies or disinfecting characterised by the agents employed A01N; preserving, e.g. sterilising, food or foodstuffs A23; preparations for medical, dental or toiletry purposes A61K)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- 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)}

## Abstract

There are provided methods for producing a hydrogel that is capable of adhesion of cells and which comprises enzymatically cross-linked conjugates of a hydrogel forming agent and a flavonoid, formed from a reaction using peroxide and peroxidase. Hydrogels produced by such methods and methods of using the hydrogels are also provided.

## Claims

### Claim 1

A method for producing a hydrogel that is capable of adhesion of cells and which comprises enzymatically cross-linked conjugates of a hydrogel forming agent and a flavonoid, the method comprising combining:
(i) from about 0.1 mg/ml to about 500 mg/ml of conjugates of the hydrogel forming agent and the flavonoid;
(ii) from about 0.001 mM to about 50 mM peroxide; and
(iii) from about 0.001 units/ml to about 10 units/ml peroxidase;
thereby producing the hydrogel.

### Claim 2 (depends on 1)

The method of claim 1, wherein the flavonoid is a catechin-based flavonoid.

### Claim 3 (depends on 1)

The method of claim 1, wherein the flavonoid is epigallocatechin gallate.

### Claim 4 (depends on 1)

The method of claim 1, wherein the hydrogel forming agent is a polymer.

### Claim 5 (depends on 1)

The method of claim 1, wherein the hydrogel forming agent is hyaluronic acid.

### Claim 6 (depends on 1)

The method of claim 1, further comprising combining a bioactive agent with said conjugates, peroxide and peroxidase.

### Claim 7 (depends on 6)

The method of claim 6, wherein the bioactive agent is an anti-cancer agent.