UV cured gel and method of making

• US 8,962,023 B2
• Filed: 09/28/2005
• Issued: 02/24/2015
• Est. Priority Date: 09/28/2004
• Status: Expired due to Fees

• Current Assignee: Atrium Medical Corporation (Getinge AB)
• Original Assignee: Atrium Medical Corporation (Getinge AB)
• Inventors: Labrecque, Roger, McNamara, Philip, Ferraro, Joseph, Rogers, Lisa, Martakos, Paul, Karwoski, Theodore, Herweck, Steve A., Faucher, Keith, Swanick, Thomas M.
• Primary Examiner(s): Blanchard, David J
• Assistant Examiner(s): GREENE, IVAN A
• Application Number:
  US11/236,943
• Publication Number:
  US 20060067975A1
• Time in Patent Office: 3,436 Days
• Field of Search: None
• US Class Current: 424/484
• CPC Class Codes: A61F 13/02 Adhesive bandages or dressings
• CPC Class Codes: A61F 13/023 wound covering film layers without a fluid retention layer
• CPC Class Codes: A61F 2/06 Blood vessels
• CPC Class Codes: A61F 2250/0067 Means for introducing or releasing pharmaceutical products into the body
• CPC Class Codes: A61K 31/225 Polycarboxylic acids
• CPC Class Codes: A61K 31/355 Tocopherols, e.g. vitamin E
• CPC Class Codes: A61K 35/60 Fish, e.g. seahorses; Fish eggs
• CPC Class Codes: A61K 38/13 Cyclosporins
• CPC Class Codes: A61K 47/12 Carboxylic acids; Salts or anhydrides thereof
• CPC Class Codes: A61K 47/14 Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
• CPC Class Codes: 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
• CPC Class Codes: A61K 9/06 Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels composition of ointments, creams or gels A61K47/00
• CPC Class Codes: A61L 2/07 Steam
• CPC Class Codes: A61L 2/081 Gamma radiation
• CPC Class Codes: A61L 2/087 Particle radiation, e.g. electron-beam, alpha or beta radiation
• CPC Class Codes: A61L 2/206 Ethylene oxide
• CPC Class Codes: A61L 2/208 Hydrogen peroxide
• CPC Class Codes: A61L 2202/24 Medical instruments, e.g. endoscopes, catheters, sharps
• CPC Class Codes: A61L 2300/22 Lipids, fatty acids, e.g. prostaglandins, oils, fats, waxes
• CPC Class Codes: A61L 2300/252 Polypeptides, proteins, e.g. glycoproteins, lipoproteins, cytokines
• CPC Class Codes: A61L 2300/404 : Biocides, antimicrobial agents, antiseptic agents
• CPC Class Codes: A61L 2300/41 : Anti-inflammatory agents, e.g. NSAIDs
• CPC Class Codes: A61L 2300/414 : Growth factors
• CPC Class Codes: A61L 2300/42 : Anti-thrombotic agents, anticoagulants, anti-platelet agents
• CPC Class Codes: A61L 2300/602 : Type of release, e.g. controlled, sustained, slow
• CPC Class Codes: A61L 27/36 : containing ingredients of undetermined constitution or reaction products thereof , e.g. transplant tissue, natural bone, extracellular matrix isolated natural compounds, e.g. collagen A61L27/24
• CPC Class Codes: A61L 27/3604 : characterised by the human or animal origin of the biological material, e.g. hair, fascia, fish scales, silk, shellac, pericardium, pleura, renal tissue, amniotic membrane, parenchymal tissue, fetal tissue, muscle tissue, fat tissue, enamel
• CPC Class Codes: A61L 27/52 : Hydrogels or hydrocolloids
• CPC Class Codes: A61L 27/54 : Biologically active materials, e.g. therapeutic substances A61L27/227 takes precedence
• CPC Class Codes: A61L 31/005 : Ingredients of undetermined constitution or reaction products thereof
• CPC Class Codes: A61L 31/10 : Macromolecular materials
• CPC Class Codes: A61L 31/145 : Hydrogels or hydrocolloids
• CPC Class Codes: B05D 3/067 : Curing or cross-linking the coating

Abstract

A method of UV curing and corresponding resulting non-polymeric cross-linked gel are provided. The cross-linked gel can be combined with a medical device structure. The cross-linked gel can provide anti-adhesion characteristics, in addition to improved healing and anti-inflammatory response. The cross-linked gel is generally formed of a naturally occurring oil, or an oil composition formed in part of a naturally occurring oil, that is at least partially cured forming a cross-linked gel derived from at least one fatty acid compound. In addition, the oil composition can include a therapeutic agent component, such as a drug or other bioactive agent. The curing method can vary the application of UV light in both intensity and duration to achieve a desired amount of cross-linking forming the gel.

Claims

1. An ultraviolet (UV) light cured gel, the gel comprising:

fish oil, wherein the fish oil comprises unsaturated fatty acids;

wherein the fish oil is in a state of having been cured by application of UV light to cross link the unsaturated fatty acids by ester bonds in a substantially random configuration to form the gel;

wherein the gel is bioabsorbable;

wherein the gel further comprises a therapeutic agent; and

wherein the amount of curing is controlled by the application of the UV light in such a way that the gel is configured to provide controlled release of the therapeutic agent.

2. An ultraviolet (UV) light cured gel, the gel comprising:

fish oil, wherein the fish oil comprises unsaturated fatty acids;

wherein the fish oil is in a state of having been cured by application of UV light to cross link the unsaturated fatty acids by ester bonds in a substantially random configuration to form the gel;

wherein the gel is bioabsorbable;

wherein the gel further comprises a therapeutic agent; and

wherein following implantation of the gel in a patient, the gel degrades and thereby releases the therapeutic agent.

3. The gel of claim 2, wherein the fish oil comprises at least a partially cured oil or oil composition.

4. The gel of claim 2, wherein the gel is configured to release the therapeutic agent over at least about seven days following implantation.

5. The gel of claim 4, wherein the gel is formed with application of UV light at 252 nm.

6. The gel of claim 4, wherein the gel is formed with application of UV light for 48 hours.

7. The gel of claim 4, wherein the gel is formed with application of UV light at 252 nm for 48 hours.

8. The gel of claim 2, wherein the gel is configured to provide controlled release of the therapeutic agent.

9. The gel of claim 2, wherein the gel exhibits at least one property selected from the group consisting of anti-inflammatory properties, non-inflammatory properties, and wound healing properties.

10. The gel of claim 2, wherein the gel has been sterilized with a method of sterilization selected from the group of methods of sterilization consisting of ethylene oxide, gamma radiation, e-beam, steam, gas plasma, and vaporized hydrogen peroxide (VHP).

11. The gel of claim 2, wherein the gel is configured as a coating on a medical device or as a stand-alone film.

12. The gel of claim 2, wherein the fish oil is pre-treated to increase viscosity prior to curing.

13. The gel of claim 2, further comprising vitamin E.

15. The gel of claim 2, wherein the therapeutic agent is selected from the group consisting of antioxidants, anti-inflammatory agents, anti-coagulant agents, drugs to alter lipid metabolism, anti-proliferatives, anti-neoplastics, tissue growth stimulants, functional proteins, anti-infective agents, imaging agents, anesthetic agents, chemotherapeutic agents, tissue absorption enhancers, anti-adhesion agents, germicides, analgesics, and antiseptics.

14. An ultraviolet (UV) light cured gel, the gel comprising:

fish oil, wherein the fish oil comprises unsaturated fatty acids;

wherein the fish oil is in a state of having been cured by application of UV light to cross link the unsaturated fatty acids by ester bonds in a substantially random configuration to form the gel;

wherein the gel is bioabsorbable;

wherein the gel further comprises an anti-proliferative agent; and

wherein following placement of the gel in a 0.01M PBS solution, the gel degrades and thereby releases the anti-proliferative agent.