Biomaterials and a method for making and using same

• US 9,884,121 B2
• Filed: 12/22/2015
• Issued: 02/06/2018
• Est. Priority Date: 01/31/2007
• Status: Active Grant

• Current Assignee: Alumend LLC
• Original Assignee: Alumend LLC
• Inventors: Utecht, Ronald E., Kloster, Kaia L., Downey, Therese M., Haberer, Barbara R.
• Primary Examiner(s): Wax, Robert A
• Assistant Examiner(s): CRAIGO, WILLIAM A
• Application Number:
  US14/978,512
• Publication Number:
  US 20160175449A1
• Time in Patent Office: 777 Days
• Field of Search: None
• CPC Class Codes: A61K 31/407 condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
• CPC Class Codes: A61K 31/5575 having a cyclopentane, e.g. prostaglandin E2, prostaglandin F2-alpha
• CPC Class Codes: A61K 31/573 substituted in position 21, e.g. cortisone, dexamethasone, prednisone or aldosterone
• CPC Class Codes: A61K 47/36 Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
• CPC Class Codes: A61K 47/61 the organic macromolecular compound being a polysaccharide or a derivative thereof
• CPC Class Codes: 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
• CPC Class Codes: A61K 9/0048 Eye, e.g. artificial tears
• CPC Class Codes: A61L 2300/404 Biocides, antimicrobial agents, antiseptic agents
• CPC Class Codes: A61L 24/08 Polysaccharides A61L24/043 takes precedence
• CPC Class Codes: A61L 2430/16 for reconstruction of eye parts, e.g. intraocular lens, cornea
• CPC Class Codes: A61L 27/20 Polysaccharides
• CPC Class Codes: A61P 27/02 Ophthalmic agents
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: C08B 37/003 Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
• CPC Class Codes: C08L 5/08 Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof

Abstract

Biomaterials are disclosed having unique properties that make it a useful material in adhesives, local drug delivery applications and as filler or bulking material. The biomaterials are strong, safe and easily used as a surgical adhesive. Treated chitosan, modified chitosan or modified and treated chitosan compositions are disclosed displaying strengths suitable for general surgical applications. The materials can be used as a drug delivery vehicle which allows for the localization of the delivered drug as well as a programmable tether which allows for the release of the drug on a timed basis or in response to a physiological state such as the release of proteolytic enzymes. The materials of this invention can also be modified and treated to optimize the retention of water, thereby serving as a useful filler or bulking material.

Claims

1. A composition comprising chitosan covalently modified with octane sulfonic acid via a sulfonamide linkage, wherein the chitosan is not covalently linked to an ocular drug.

2. The composition of claim 1, further comprising an effective amount of a topically applied therapeutic agent or a cosmetic agent.

3. The composition of claim 1, further comprising at least one member selected from the group consisting of buffers, vehicles, additives, preservatives, excipients and adjuvants.

4. The composition of claim 3, wherein the vehicle comprises a solvent.

5. The composition of claim 4, when the solvent is present in the composition in an amount between about 90% and 99.99% v/v.

6. The composition of claim 4, wherein the vehicle comprises water, and wherein the composition is in the form of a hydrogel.

7. The composition of claim 1, further comprising at least one member selected from the group consisting of a biocompatible filler, an anti-oxidant, a water retention additive, an adhesive augmenting agent, or a combination of two or more thereof.

8. The composition of claim 1, wherein the composition is in the form of a liquid, a solid, a thin film, a dispersion, a suspension, a particle, a shaped structure, or a nanoparticle.

9. A method for treating skin comprising administering to skin with a need the composition of claim 2.

10. A process for making a delivery composition comprising:

mixing a composition comprising chitosan covalently modified with octane sulfonic acid via a sulfonamide linkage, with an effective amount of one or more pharmaceutical or biological agents under conditions sufficient to form a substantially uniform delivery composition,

wherein the chitosan is not covalently linked to an ocular drug.

11. The process of claim 10, wherein said one or more biological agents comprises a topically applied therapeutic agent or cosmetic agent.