Sulfhydryl-functionalized polymeric compositions for medical devices

Patent metadata

Field	Value
Publication number	US-9616151-B2
Application number	US-201314438493-A
Country	US
Kind code	B2
Filing date	Oct 24, 2013
Priority date	Oct 24, 2012
Publication date	Apr 11, 2017
Grant date	Apr 11, 2017

Abstract

The present disclosure provides sulfhydryl-modified polymer foams, which may be used for wound dressing materials. For example, the modified materials can include free sulfhydryl group, which can serve as a linker to attach biologically active molecules. For example, sulfhydryl groups can be used to conjugate biologically active polypeptides and/or metals to foam polymers. Methods for using sulfhydryl-modified polymers, such as for wound dressings, are also provided.

First claim

What is claimed is:

1. An open cell foam comprising a sulfhydryl-functional polyurethane polymer comprising a sulfhydryl group available for chemical reaction wherein the sulfhydryl group is provided by an adapter covalently attached to the polyurethane polymer, wherein the adapter has the structure of formula (I):

wherein one or both of R1 and R2 forms a first covalent bond with the material and the other is OH, OCH3, O(CH2)1-4)CH3, or a covalent bond with the polymer; n is 1-30; and R 3 is H, further comprising a biologically active agent covalently attached to the sulfhydryl group or through a disulfide group derived from the sulfhydryl group.

2. The open cell foam of claim 1 , further comprising a crosslinker covalently attached to the adapter.

3. The open cell foam of claim 2 , further comprising a biologically active agent covalently attached to the crosslinker.

4. The open cell foam of claim 1 , wherein the biologically active agent is a therapeutic agent selected from the group consisting of a peptide, polypeptide, peptide matrix, protein matrix, carbohydrate, oligonucleotide, antimicrobial, small molecule, nanoparticle, nanobot, aliphatic hydrocarbon chain, surfactants, alginate, aptamer, and a combination thereof.

5. The open cell foam of claim 1 , wherein the biologically active agent comprises a metal cation in the +1, or +2 state.

6. The open cell foam of claim 1 , wherein the biologically active agent is a therapeutic agent selected from the group consisting of a peptide, polypeptide, peptide matrix, protein matrix, carbohydrate, oligonucleotide, antimicrobial, small molecule, nanoparticle, nanobot, aliphatic hydrocarbon chain, surfactants, alginate, aptamer, and a combination thereof.

7. The open cell foam of claim 2 , wherein the biologically active agent is a therapeutic agent selected from the group consisting of a peptide, polypeptide, peptide matrix, protein matrix, carbohydrate, oligonucleotide, antimicrobial, small molecule, nanoparticle, nanobot, aliphatic hydrocarbon chain, surfactants, alginate, aptamer, and a combination thereof.

8. A wound dressing comprising the foam of claim 1 .

9. A method for treating a wound comprising contacting a wound site with a wound dressing of claim 1 .

10. The method of claim 9 , wherein the method further comprises applying negative pressure to the wound site.

11. The method of claim 10 , wherein the method further comprises applying wound instillation solution to the wound site.

12. The method of claim 11 , wherein the instillation solution includes one or more agents that modulate the release of the biologically active agent.

Assignees

• Kci Licensing Inc

Inventors

• Hanson Douglas Philip
• Courage James

Classifications

• A61L2300/102

  Metals or metal compounds, e.g. salts such as bicarbonates, carbonates, oxides, zeolites, silicates · CPC title

• A61L15/26

  Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof {(A61L15/225 takes precedence)} · CPC title

• A61F2013/00174

  possibility of applying pressure · CPC title

• C08G18/834

  by compounds containing a thiol group · CPC title

• A61L15/425

  Porous materials, e.g. foams or sponges · CPC title