Sutures and surgical staples for anastamoses, wound closures, and surgical closures

• US 8,016,881 B2
• Filed: 09/07/2004
• Issued: 09/13/2011
• Est. Priority Date: 07/31/2002
• Status: Active Grant

• Current Assignee: Mirus LLC
• Original Assignee: ICON Interventional Systems, Inc.
• Inventors: Furst, Joseph G.
• Primary Examiner(s): Bui; Vy Q
• Application Number:
  US10/935,516
• Publication Number:
  US 20050038472A1
• Time in Patent Office: 2,562 Days
• Field of Search: 623/1.46, 623/1.47, 623/1.48, 623/1.49, 424/468, 424/486, 424/354, 428/423.1, 428/423.7, 428/424.8
• US Class Current: 623/1.46
• CPC Class Codes: A61L 17/005 containing a biologically active substance, e.g. a medicament or a biocide
• CPC Class Codes: A61L 17/145 Coating
• CPC Class Codes: A61L 2300/416 Anti-neoplastic or anti-proliferative or anti-restenosis or anti-angiogenic agents, e.g. paclitaxel, sirolimus
• CPC Class Codes: A61L 2300/602 Type of release, e.g. controlled, sustained, slow
• CPC Class Codes: A61L 31/10 Macromolecular materials
• CPC Class Codes: A61L 31/16 Biologically active materials, e.g. therapeutic substances A61L31/047 takes precedence
• CPC Class Codes: C08L 65/04 Polyxylenes
• CPC Class Codes: Y10T 428/31551 Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]

Abstract

The invention relates to sutures and surgical staples useful in anastomoses. Various aspects of the invention include wound closure devices that use amphiphilic copolymer or parylene coatings to control the release rate of an agent, such as a drug or a biological material, polymerizing a solution containing monomers and the agent to form a coating, using multiple cycles of swelling a polymer with a solvent-agent solution to increase loading, microparticles carrying the agent, biodegradable surgical articles with amphiphilic copolymer coatings, and sutures or surgical staples the deliver a drug selected from the group consisting of triazolopyrimidine, paclitaxol, sirolimus, derivatives thereof, and analogs thereof to a wound site.

Claims

1. A surgical article, comprising:

a surgical joining device selected from the group consisting of sutures and surgical staples said surgical joining device formed of a biostable or bioabsorbable polymer;

a coating over a surface of said device, said coating including amphiphilic copolymer; and

an agent carried by said coating or said device such that said coating controls a release rate of said agent;

wherein said agent present in a functional amount with a function selected from the group consisting of preventing scarring, preventing infection, or preventing an adverse reaction to a procedure for installing said device; and

said amphiphilic copolymer comprising a network including both hydrophobic and hydrophilic polymer chains that are able to swell in both hydrophobic and hydrophilic solvents, said hydrophobic polymer chain including polyolefin or polysiloxane, said hydrophilic polymer chain including poly(alkylene glycol), polyacrylate, or aminoalkyl acrylate, said network including PEG, PIB, PDMS, and combinations thereof.

2. The surgical article of claim 1, wherein the device carries a functional amount of the agent.

3. The surgical article of claim 1, wherein the polymer carries a function amount of the agent.

4. The surgical article claim 1, wherein the agent is a drug selected from the group consisting of triazolopyrimidine, derivatives of triazolopyrimidine, paclitaxol, derivatives of paclitaxol, sirolimus, and derivatives of sirolimus.

5. The surgical article of claim 4, wherein the agent is GM-CSF.

6. The surgical article as defined in claim 4, including microparticles in said coating, said microparticles carrying an effective amount of said agent, said microparticles including hydrogel or parylene, said microparticles having a size of about 10 nm to 200 μ

m, said microparticles located in interstices in said surgical joining device or in said coating over said outer surface of said surgical joining device.

7. The surgical article of claim 1, wherein the agent is selected from the group consisting of stem cells, antibodies, genetic materials, and lymphokines.

8. The surgical article of claim 7, wherein the agent is stem cells.

9. The surgical article of claim 1, wherein the polymer is an amphiphilic copolymer that can be redesigned by changes selected from the group consisting of varying lengths of the hydrophobic and hydrophilic polymer chains, ratios between chains, and/or extent of cross-linking to carry any of the drugs triazolopyrimidine, paclitaxol, and sirolimus and to control the release rate of the drug whereby at least 10 percent of the drug releases within seven days of installation of the surgical article beneath the skin of a mammal.

10. The surgical article of claim 1, wherein the polymer is an amphiphilic copolymer that can be redesigned by changes selected from the group consisting of varying lengths of the hydrophobic and hydrophilic polymer chains, ratios between chains, and/or extent of cross-linking to carry any agent selected from a group consisting of a stem cell, an antibody, a genetic material, and a lymphokine and to control the release rate of the agent whereby at least 10 percent of the agent releases within seven days of installation of the surgical article beneath the skin of a mammal.

11. The surgical article of claim 1, wherein the amphiphilic copolymer comprises poly(alkylene glycol) chains and poly(olefin) chains.

12. The surgical article of claim 11, wherein the amphiphilic copolymer further comprises polysiloxane chains.

13. The surgical article as defined in claim 12, including microparticles in said coating, said microparticles carrying an effective amount of said agent, said microparticles including hydrogel or parylene, said microparticles having a size of about 10 nm to 200 μ

m, said microparticles located in interstices in said surgical joining device or in said coating over said outer surface of said surgical joining device.

14. The surgical article as defined in claim 13, wherein said microparticles include parylene.

15. The surgical article as defined in claim 13, wherein said microparticles include hydrogel, said hydrogel including a compound selected from the group consisting of polymalic acid, polyamino acids, polyacrylic acids, polyalkylene glycol, polyalkyene oxide, polyvinylpyrrolidone, polyester, polyvinyl alcohols, hydrophilic polyurethanes, polyglutarunic acid, poly 2-hydroxyethyl methacrylate, collagen, NO-carboxymethyl chitosan, albumin, gelatin, starch, celluloses, dextran, polymalic acid, polyamino acids, polysaccharides, sodium alginate, karaya gum, gelatin, guar gum, agar, algin, carrageenans, pectin, locust bean gums.

16. The surgical article as defined in claim 11, wherein said surgical joining device is a polymeric suture;

and said amphiphilic copolymer coating on a surface of said polymeric suture.

17. The surgical article as defined in claim 16, including microparticles in said coating, said microparticles carrying an effective amount of said agent, said microparticles including hydrogel or parylene, said microparticles having a size of about 10 nm to 200 μ

m, said microparticles located in interstices in said surgical joining device or in said coating over said outer surface of said surgical joining device.

18. The surgical article as defined in claim 17, wherein said surgical joining device is bioabsorbable.

19. The surgical article of claim 1, wherein the surgical article once installed under the skin of a mammal releases at least 10 percent of the agent within seven days.

20. A method of treating a living human being, comprising, treating a patient with a surgical article according to claim 1;

and administering the agent to the patient either orally, intravenously, or topically.

21. A surgical staple according to claim 1, wherein the device is a surgical staple.

22. The surgical article as defined in claim 1, including microparticles in said coating, said microparticles carrying an effective amount of said agent, said microparticles including hydrogel or parylene, said microparticles having a size of about 10 nm to 200 μ

m, said microparticles located in interstices in said surgical joining device or in said coating over said outer surface of said surgical joining device.

23. The surgical article as defined in claim 22, wherein said microparticles include parylene.

24. A surgical article, comprising:

a surgical joining device selected from the group consisting of sutures and surgical staples, said surgical joining device formed of a biostable or bioabsorbable polymer;

microparticles carried by the device, said microparticles including a hydrogel, said microparticles have a size of about 10 nm to 200 μ

m, said hydrogel including a compound selected from the group consisting of polymalic acid, polyamino acids, polyacrylic acids, polyalkylene glycol, polyalkyene oxide, polyvinylpyrrolidone, polyester, polyvinyl alcohols, hydrophilic polyurethanes, polyglutarunic acid, poly 2-hydroxyethyl methacrylate, collagen, NO-carboxymethyl chitosan, albumin, gelatin, starch, celluloses, dextran, polymalic acid, polyamino acids, polysaccharides, sodium alginate, karaya gum, gelatin, guar gum, agar, algin, carrageenans, pectin, locust bean gums, xanthan, starch-based gums, hydroxyalkyl, ethyl ethers of cellulose, and sodium carboxymethylcellulose; and

an effective amount of an agent carried by said microparticles;

wherein said agent has an effect selected from the group consisting of preventing scarring, preventing infection, or preventing an adverse reaction to a procedure for installing the device; and

said microparticles located in interstices in said device or in a coating over a surface of said device.

25. The device of claim 24, wherein the microparticles are carried by a coating over the device.

26. The device of claim 25, wherein the coating comprises collagen.

27. A suture according to claim 24, wherein the surgical joining device is a suture;

and the suture comprises multiple filaments and said microparticles are trapped between said filaments.

28. The device of claim 24, wherein the agent is selected from the group consisting of triazolopyrimidine, derivatives of triazolopyrimidine, paclitaxol, derivatives of paclitaxol, sirolimus, and derivatives of sirolimus.

29. The device of claim 28, wherein the agent is triazolopyrimidine, a derivative thereof.

30. The device of claim 29, wherein the agent includes GM-CSF.

31. The device of claim 24, wherein the agent is selected from the group consisting of stem cells, antibodies, genetic materials, and lymphokines.

32. The device of claim 31, wherein the agent is stem cells.

33. A surgical article comprising:

a surgical joining device selected from the group consisting of sutures and surgical staples, said surgical joining device formed of a biostable or bioabsorbable polymer;

a coating over an outer surface of said device, said coating including amphiphilic copolymer, said amphiphilic copolymer comprising a network including both hydrophobic and hydrophilic polymer chains that are able to swell in both hydrophobic and hydrophilic solvents, said hydrophobic polymer chain including polyolefin or polysiloxane, said hydrophilic polymer chain including poly(alkylene glycol), polyacrylate, or aminoalkyl acrylate, said network including PEG, PIB, PDMS, and combinations thereof;

an agent located in interstices in said device or carried by said coating, said coating controlling a release rate of said agent from said surgical joining device whereby at least 10 percent of said agent releases from said surgical joining device within seven days of installation of said from said surgical joining device beneath skin of a mammal, said agent present in a functional amount with a function selected from the group consisting of preventing scarring, preventing infection, or preventing an adverse reaction to a procedure for installing said device; and

,

microparticles included in said coating, said microparticles carrying an effective amount of said agent, said microparticles including hydrogel or parylene, said microparticles having a size of about 10 nm to 200 μ

m, said microparticles located in interstices in said surgical joining device or in said coating over said outer surface of said surgical joining device.

34. The surgical article as defined in claim 33, wherein said amphiphilic copolymer includes poly(alkylene glycol) chains, poly(olefin) chains and polysiloxane chains.

35. The surgical article as defined in claim 34, wherein said agent includes a compound selected from the group consisting of antimicrobial agent, anticoagulant, antithrombotic agent, antiplatelet agent, antiproliferative agent, anti-inflammatory agent, lipid-lowering drug, specific growth factor antagonist, antioxidant, genetic material, angiogenic growth factor, antihypertension drug, radioactive compound, lymphokine, and colony stimulating factor.

36. The surgical article as defined in claim 35, wherein said agent includes a compound selected from the group consisting of triazolopyrimidine, derivatives of triazolopyrimidine, paclitaxol, derivatives of paclitaxol, sirolimus, and derivatives of sirolimus.

37. The surgical article as defined in claim 35, wherein said surgical joining device is bioabsorbable.

38. The surgical article as defined in claim 33, wherein said amphiphilic copolymer includes macromolecular mers of polyethylene glycol, poly(isobutylene), and poly(dimethylsiloxane).

39. The surgical article as defined in claim 33, wherein said agent includes a compound selected from the group consisting of antimicrobial agent, anticoagulant, antithrombotic agent, antiplatelet agent, antiproliferative agent, anti-inflammatory agent, lipid-lowering drug, specific growth factor antagonist, antioxidant, genetic material, angiogenic growth factor, antihypertension drug, radioactive compound, lymphokine, and colony stimulating factor.

40. The surgical article as defined in claim 39, wherein said agent includes a compound selected from the group consisting of triazolopyrimidine, derivatives of triazolopyrimidine, paclitaxol, derivatives of paclitaxol, sirolimus, and derivatives of sirolimus.

41. The surgical article as defined in claim 33, wherein said surgical joining device is bioabsorbable.