Medical device with inflammatory response-reducing coating

Abstract

Implantable non-bioabsorbable medical devices have an amphiphilic coating for reducing the inflammatory response to the device after implantation.

1 - 2 . (canceled) 
     
     
         3 . A method of providing a medical device with an amphiphilic coating comprising functionalizing at least a portion of a surface of a non-bioabsorbable polymeric medical device with a first click reactive member and reacting the surface of the non-bioabsorbable polymeric medical device functionalized with the first click reactive member with an amphiphilic compound having a hydrophobic portion and a hydrophilic portion, the hydrophobic portion functionalized with a second click reactive member that is complimentary to the first click reactive member, wherein the hydrophobic portion of the amphiphilic compound is covalently bonded to the surface of the non-bioabsorbable polymeric medical device via a click chemistry reaction. 
     
     
         4 . The method of  claim 3 , wherein the non-bioabsorbable polymeric medical device comprises a material selected from the group consisting of polyethylene terephthalate, polypropylene, polytetrafluoroethylene, nylons, polyamides, polyurethanes, silicones, ultra high molecular weight polyethylene, polybutesters, polyaryletherketone, copolymers and combinations thereof. 
     
     
         5 . The method of  claim 3 , wherein the non-bioabsorbable polymeric medical device comprises polyethylene terephthalate. 
     
     
         6 . The method of  claim 3 , wherein the non-bioabsorbable polymeric medical device comprises polypropylene. 
     
     
         7 . The method of  claim 3 , wherein the hydrophilic portion of the amphiphilic compound comprises a material selected from the group consisting of polyamides, polyethylene oxide, hydrophilic polyurethanes, polylactones, polyimides, polylactams, poly-vinyl-pyrrolidone, polyvinyl alcohols, polyacrylic acid, polymethacrylic acid, poly(hydroxyethyl methacrylate), gelatin, dextran, chitosan, hyaluronic acid, alginate, chondroitin sulfate, mixtures and combinations thereof. 
     
     
         8 . The method of  claim 3 , wherein the hydrophobic portion of the amphiphilic compound comprises a material selected from the group consisting of polyethylene, polypropylene, hydrophobic polyurethanes, polyacrylates, polymethacrylates, fluoropolymers, polycaprolactone, polylactide, polyglycolide, phospholipids, polyureas, poly(ethylene/-vinyl acetate), polyvinylchloride, polyesters, polyamides, polycarbonate, polystyrenes, polytetrafluoroethylene, silicones, siloxanes, fatty acids, chitosan having high degrees of acetylation and mixtures and combinations thereof. 
     
     
         9 . The method of  claim 3 , wherein the hydrophobic portion of the amphiphilic compound is derived from a fatty acid. 
     
     
         10 . The method of  claim 9 , wherein the fatty acid is selected from the group consisting of butanoic acid, pentanoic acid, hexanoic acid, octanoic acid, nonanoic acid, decanoic acid, dodecanoic acid, tetradecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, eicosanoic acid, docosanoic acid, tetracosanoic acid, hexacosanoic acid, heptacosanoic acid, and octacosanoic acid. 
     
     
         11 . The method of  claim 3 , wherein the hydrophobic portion of the amphiphilic compound comprises a material selected from the group consisting of polycaprolactone, polylactide, polyglycolide, and mixtures and combinations thereof. 
     
     
         12 . The method of  claim 3 , wherein the first click reactive member comprises an alkyne and the second complimentary click reactive member comprises an azide. 
     
     
         13 . The method of  claim 3 , wherein the first click reactive member comprises an azide and the second complimentary click reactive member comprises an alkyne. 
     
     
         14 . The method of  claim 3 , wherein the medical device is a monofilament. 
     
     
         15 . The method of  claim 3 , wherein the medical device is a multifilament. 
     
     
         16 . The method of  claim 3 , wherein the medical device is a surgical mesh. 
     
     
         17 . The method of  claim 3 , wherein the hydrophilic portion of the amphiphilic compound is positioned away from the substrate and provides an environment favorable for cellular attachment. 
     
     
         18 . The method of  claim 17 , wherein the hydrophobic portion of the amphiphilic compound prevents cellular migration nearest the substrate thereby reducing an inflammatory response and improving the long term performance of the device. 
     
     
         19 . The method of  claim 3 , wherein reacting the surface of the non-bioabsorbable polymeric medical device with the amphiphilic compound further comprises adding a catalyst. 
     
     
         20 . The method of  claim 19 , wherein the catalyst is selected from the group consisting of a pH modifier, a metal catalyst, heat, and UV radiation. 
     
     
         21 . The method of  claim 19 , wherein the catalyst is a metal catalyst. 
     
     
         22 . The method of  claim 3 , wherein the click chemistry reactions is selected from the group consisting of Huisgen cycloaddition, Diels-Alder reactions, thiol-alkene reactions, and maleimide-thiol reactions. 
     
     
         23 . A method of providing a medical device with an amphiphilic coating comprising functionalizing at least a portion of a surface of a non-bioabsorbable polymeric medical device with a first click reactive member and reacting the surface of the non-bioabsorbable polymeric medical device functionalized with the first click reactive member with an amphiphilic compound having a hydrophobic polymer comprising a fatty acid and a hydrophilic polymer, the hydrophobic polymer functionalized with a second click reactive member that is complimentary to the first click reactive member, wherein the hydrophobic polymer of the amphiphilic compound is covalently bonded to the surface of the non-bioabsorbable polymeric medical device via a Huisgen cycloaddition reaction between the first and second click reactive members and the medical device is a fiber.