Sutures and coatings made from therapeutic absorbable glass

• US 6,881,766 B2
• Filed: 02/07/2003
• Issued: 04/19/2005
• Est. Priority Date: 08/17/2000
• Status: Expired due to Fees

• Current Assignee: Covidien LP (Medtronic Plc)
• Original Assignee: Tyco Healthcare Group LP (Medtronic Plc)
• Inventors: Hain, Matthew
• Primary Examiner(s): Moore, Margaret G.
• Application Number:
  US10/361,913
• Publication Number:
  US 20040162580A1
• Time in Patent Office: 802 Days
• Field of Search: 424/426, 424/443, 424/444, 424/446, 523/105, 523/122, 606/230, 606/231
• US Class Current: 523/105
• CPC Class Codes: A61B 17/06166 Sutures suture materials A61L17/00; manufacture of artificial threads D01D; treatment of threads D06M
• CPC Class Codes: A61B 2017/00526 Methods of manufacturing
• CPC Class Codes: A61B 2017/0406 Pledgets
• CPC Class Codes: A61B 2017/06052 Needle-suture combinations in which a suture is extending inside a hollow tubular needle, e.g. over the entire length of the needle hollow suture needles A61B2017/061
• CPC Class Codes: A61B 2017/06057 Double-armed sutures, i.e. sutures having a needle attached to each end
• CPC Class Codes: A61K 47/02 Inorganic compounds
• CPC Class Codes: A61K 47/34 Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers A61K47/10 takes precedence
• CPC Class Codes: A61K 9/70 Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug hollow drug-filled fibres A61K9/0092
• CPC Class Codes: A61L 17/005 containing a biologically active substance, e.g. a medicament or a biocide
• CPC Class Codes: A61L 17/06 At least partially resorbable materials
• CPC Class Codes: A61L 17/145 Coating
• CPC Class Codes: A61L 2300/104 Silver, e.g. silver sulfadiazine
• 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 2300/416 Anti-neoplastic or anti-proliferative or anti-restenosis or anti-angiogenic agents, e.g. paclitaxel, sirolimus
• CPC Class Codes: A61L 2300/606 Coatings
• CPC Class Codes: A61L 31/06 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds A61L31/041 takes precedence
• CPC Class Codes: A61L 31/088 Other specific inorganic materials not covered by A61L31/084 or A61L31/086
• CPC Class Codes: A61L 31/16 Biologically active materials, e.g. therapeutic substances A61L31/047 takes precedence
• CPC Class Codes: C08L 67/04 : Polyesters derived from hydroxycarboxylic acids, e.g. lactones C08L67/06 takes precedence

Abstract

Sutures fabricated from and/or coated with compositions including water-soluble glass are described herein. Pledgets containing water-soluble glass within the interstices of the pledget and/or coated with compositions including water-soluble glass are also described herein. The water-soluble glass optionally includes a therapeutic agent, e.g., silver to promote wound repair.

Claims

1. A coating composition for a surgical device comprising:

therapeutic water-soluble glass and a biocompatible polymer selected from the group consisting of

bioabsorbable polymers and non-bioabsorbable polymers, wherein the coating composition is adapted to coat the surgical device.

2. A coating composition according to claim 1 wherein the therapeutic water-soluble glass contains a therapeutic agent selected from the group consisting of antimicrobial agent, growth factor, anti-inflammatory agent, analgesic, immunosuppressant and combinations thereof.

3. A coating composition according to claim 2 wherein the antimicrobial agent is a metal compound selected from the group consisting of copper, silver, zinc, magnesium, cerium, manganese, bismuth, selenium, boron and combinations thereof.

4. A coating composition according to claim 2 wherein the antimicrobial agent is a silver compound.

5. A coating composition according to claim 4 wherein the silver compound is selected from the group consisting of silver oxide, silver nitrate and silver orthophosphate.

6. A coating composition according to claim 1 wherein the biocompatible polymer is a bioabsorbable polymer comprising:

a) a copolymer including a predominant amount of epsilon-caprolactone and a minor amount of at least one other copolymerizable monomer; and

b) a salt of a lactylate ester of a C₁₀ or greater fatty acid selected from the group consisting of magnesium stearoyl lactylate, aluminum stearoyl lactylate, barium stearoyl lactylate, zinc stearoyl lactylate, calcium palmityl lactylate, magnesium palmityl lactylate, aluminum palmityl lactylate, barium palmityl lactylate, zinc palmityl lactylate, calcium olelyl lactylate, magnesium olelyl lactylate, aluminum olelyl lactylate, barium olelyl lactylate, calcium stearoyl lactylate and zinc olelyl lactylate.

7. A coating composition according to claim 6 wherein the salt of the lactylate ester is calcium stearoyl lactylate.

8. A coating composition according to claim 6 wherein the coating includes from about 5 to about 95 percent by weight of the copolymer component, the remainder being the salt of a lactylate ester of a C₁₀ or greater fatty acid.

9. A coating composition according to claim 1 wherein the water-soluble glass includes phosphorus pentoxide as a glass former.

10. A coating composition according to claim 9 wherein the water-soluble glass further includes sodium oxide and calcium oxide.

11. A coating composition according to claim 1 wherein the polymer is a non-bioabsorbable polymer selected from the group consisting of silicon polymers, waxes and combinations thereof.

12. A coating composition according to claim 11 wherein the non-bioabsorbable polymer is a silicon polymer.

13. A coating composition according to claim 12 wherein the silicon polymer includes a crosslinking agent.

14. A coating composition according to claim 6 wherein the water-soluble glass includes phosphorus pentoxide, sodium oxide, calcium oxide and silver.

15. A coating composition according to claim 12 wherein the water-soluble glass includes phosphorous pentoxide, sodium oxide, calcium oxide and silver.

16. A coating composition according to claim 1 wherein the coating composition further includes a solvent.

74. A suture coated with a coating composition according to claim 1.

75. A pledget coated with a coating composition according to claim 1.

17. A suture coated with a coating composition, the coating composition comprising therapeutic water-soluble glass and a biocompatible polymer selected from the group consisting of bioabsorbable polymers and non-bioabsorbable polymers.

18. A suture coated with a coating composition according to claim 17 wherein the therapeutic water-soluble glass contains an antimicrobial agent.

19. A coating composition according to claim 18 wherein the antimicrobial agent is silver.

20. A suture coated with a coating composition according to claim 17 wherein the biocompatible polymer is a bioabsorbable polymer comprising:

a) a copolymer including a predominant amount of epsilon-caprolactone and a minor amount of at least one other copolymerizable monomer; and

b) a salt of a lactylate ester of a C₁₀ or greater fatty acid selected from the group consisting of magnesium stearoyl lactylate, aluminum stearoyl lactylate, barium stearoyl lactylate, zinc stearoyl lactylate, calcium palmityl lactylate, magnesium palmityl lactylate, aluminum palmityl lactylate, barium palmityl lactylate or zinc palmityl lactylate, calcium olelyl lactylate, magnesium olelyl lactylate, aluminum olelyl lactylate, barium olelyl lactylate, calcium stearoyl lactylate and zinc lactylate.

21. A suture coated with a coating composition according to claim 17 wherein the suture is a multifilament suture.

22. A suture coated with a coating composition according to claim 21 wherein the multifilament suture is a braided suture.

23. A suture coated with a coating composition according to claim 17 wherein the suture is a monofilament suture.

24. A suture coated with a coating composition according to claim 17 wherein the suture includes a material selected from the group consisting of bioabsorbable polymer, nylon, linen, silk, cotton, polyester, polypropylene and polyethylene.

25. A suture coated with a coating composition according to claim 24 wherein the bioabsorbable polymer is derived from bioabsorbable monomers selected from the group consisting of glycolic acid, glycolide, lactic acid, lactide, dioxanone, trimethylene carbonate and combinations thereof.

26. A monofilament suture comprising therapeutic water-soluble glass and a polymer selected from the group consisting of biocompatible bioabsorbable polymer and biocompatible non-bioabsorbable polymer.

27. A monofilament suture according to claim 26 wherein the therapeutic water-soluble glass includes phosphorus pentoxide.

28. A monofilament suture according to claim 27 wherein the therapeutic water-soluble glass further includes sodium oxide and calcium oxide.

29. A monofilament suture according to claim 26 wherein the therapeutic water-soluble glass contains at least one antimicrobial agent.

30. A monofilament suture according to claim 29 wherein the antimicrobial agent is silver.

31. A multifilament suture comprising filaments fabricated from biocompatible therapeutic water-soluble glass.

32. A multifilament suture according to claim 31 further comprising filaments of a polymer selected from the group consisting of biocompatible bioabsorbable polymer and biocompatible non-bioabsorbable polymer.

33. A multifilament suture according to claim 31 wherein the multifilament suture is a braided suture.

34. A multifilament suture according to claim 31 wherein the individual filaments are made of a combination of water-soluble glass and a polymer selected from the group consisting of biocompatible bioabsorbable polymer and biocompatible non-bioabsorbable polymer.

35. A multifilament suture according to claim 31 wherein the therapeutic water-soluble glass contains an antimicrobial agent and wherein the antimicrobial agent is silver.

36. A method for preparing a suture having therapeutic activity comprising:

applying to the suture a coating composition including therapeutic water-soluble glass containing a therapeutically effective amount of a therapeutic agent.

37. A method for preparing a suture according to claim 36 wherein the water-soluble glass includes phosphorus pentoxide, sodium oxide and calcium oxide.

38. A method for preparing a suture according to claim 36 wherein the therapeutic agent is silver.

39. A method for preparing a suture according to claim 36 wherein the coating composition includes a biocompatible bioabsorbable polymer.

40. A method for preparing a suture according to claim 39 wherein the bioabsorbable polymer includes:

a) a copolymer including a predominant amount of epsilon-caprolactone and a minor amount of at least one other copolymerizable monomer; and

b) a salt of a lactylate ester of a C₁₀ or greater fatty acid selected from the group consisting of magnesium stearoyl lactylate, aluminum stearoyl lactylate, barium stearoyl lactylate, zinc stearoyl lactylate, calcium palmityl lactylate, magnesium palmityl lactylate, aluminum palmityl lactylate, barium palmityl lactylate, zinc palmityl lactylate, calcium olelyl lactylate, magnesium olelyl lactylate, aluminum olelyl lactylate, barium olelyl lactylate, calcium stearoyl lactylate and zinc olelyl lactylate.

41. A method for preparing a suture according to claim 36 wherein the coating composition includes a biocompatible non-bioabsorbable silicon polymer and a crosslinking agent.

42. A method for preparing a suture according to claim 41 further comprising heating the coated suture at a temperature sufficient to cause polymerization of the coating on the suture.

50. A method of preparing a coating composition according to claim 41 wherein the surgical device is a suture or a pledget.

43. A method of preparing a coating composition for a surgical device comprising dispersing therapeutic water-soluble glass and a polymer selected from the group consisting of biocompatible bioabsorbable polymer or biocompatible non-bioabsorbable polymer in a suitable solvent, wherein the coating composition is adapted to coat the surgical device.

44. A method of preparing a coating composition according to claim 43 wherein the non-bioabsorbable polymer is selected from the group consisting of a silicon polymer, a wax and combinations thereof.

45. A method of preparing a coating composition according to claim 43 wherein the non-bioabsorbable polymer is a silicon polymer.

46. A method of preparing a coating composition according to claim 45 wherein silicon polymer further includes a crosslinking agent.

47. A method of preparing a coating composition according to claim 43 wherein the polymer is a bioabsorbable polymer comprising:

a) a copolymer including a predominant amount of epsilon-caprolactone and a minor amount of at least one other copolymerizable monomer; and

b) a salt of a lactylate ester of a C₁₀ or greater fatty acid selected from the group consisting of magnesium stearoyl lactylate, aluminum stearoyl lactylate, barium stearoyl lactylate, zinc stearoyl lactylate, calcium palmityl lactylate, magnesium palmityl lactylate, aluminum palmityl lactylate, barium palmityl lactylate, zinc palmityl lactylate, calcium olelyl lactylate, magnesium olelyl lactylate, aluminum olelyl lactylate, barium olelyl lactylate calcium stearoyl lactylate and zinc olelyl lactylate.

48. A method of preparing a coating composition according to claim 47 wherein the therapeutic water-soluble glass contains a silver compound.

49. A method of preparing a coating composition according to claim 48 wherein the silver compound is selected from the group consisting of silver oxide, silver nitrate and silver orthophosphate.

51. A pledget comprising therapeutic water-soluble glass.

52. A pledget according to claim 51 wherein the therapeutic water-soluble glass is contained within the pledget.

53. A pledget according to claim 52 wherein the therapeutic water-soluble glass is coated onto the pledget.

54. A pledget according to claim 51 which is coated with a coating composition comprising a therapeutic water-soluble glass.

55. A pledget according to claim 54 wherein the coating composition further includes a bioabsorbable or non-bioabsorbable polymer.

56. A pledget according to claim 55 wherein the coating composition includes:

a) a copolymer including a predominant amount of epsilon-caprolactone and a minor amount of at least one other copolymerizable monomer; and

b) a salt of a lactylate ester of a C₁₀ or greater fatty acid selected from the group consisting of magnesium stearoyl lactylate, aluminum stearoyl lactylate, barium stearoyl lactylate, zinc stearoyl lactylate, calcium palmityl lactylate, magnesium palmityl lactylate, aluminum palmityl lactylate, barium palmityl lactylate, zinc palmityl lactylate, calcium olelyl lactylate, magnesium olelyl lactylate, aluminum olelyl lactylate, barium olelyl lactylate, calcium stearoyl lactylate and zinc olelyl lactylate.

57. A pledget according to claim 56 wherein the therapeutic water-soluble glass includes phosphorus pentoxide.

58. A pledget according to claim 57 wherein the therapeutic water-soluble glass further includes sodium oxide and calcium oxide.

59. A pledget according to claim 54 wherein the therapeutic water-soluble glass contains a silver compound.

60. A pledget according to claim 59 wherein the silver compound is selected from the group consisting of silver oxide, silver nitrate and silver orthophosphate.

61. A pledget according to claim 54 wherein the water-soluble glass includes phosphorus pentoxide, sodium oxide, calcium oxide, and a silver compound selected from the group consisting of silver oxide, silver nitrate and silver orthophosphate.

62. A pledget according to claim 54 wherein the pledget comprises a non-woven fabric including fibers of a biocompatible bioabsorbable polymer or a biocompatible nonbioabsorbable polymer.

63. A pledget according to claim 62 wherein the biocompatible bioabsorbable polymer is selected from the group consisting of homopolymers and copolymers of glycolic acid, glycolide, lactide, lactic acid, dioxanone, epsilon-caprolactone, trimethylene carbonate and mixtures thereof.

64. A pledget according to claim 62 wherein the biocompatible non-bioabsorbable polymer is polytetrafluoroethylene.

65. A pledget according to claim 54 wherein the pledget is attached to a suture.

66. A method for preparing a pledget having therapeutic activity comprising:

providing therapeutic water-soluble glass;

providing a pledget; and

incorporating the therapeutic water-soluble glass into the pledget.

67. A method for preparing a pledget according to claim 66 wherein the water-soluble glass includes phosphorus pentoxide, sodium oxide and calcium oxide.

68. A method for preparing a pledget according to claim 66 wherein the therapeutic agent is silver.

69. A method for preparing a pledget according to claim 66 wherein the pledget is coated with a coating composition, the coating composition including a biocompatible bioabsorbable polymer or a biocompatible non-bioabsorbable polymer.

70. A method for preparing a pledget according to claim 69 wherein the coating composition includes:

a) a copolymer including a predominant amount of epsilon-caprolactone and a minor amount of at least one other copolymerizable monomer; and

b) a salt of a lactylate ester of a C₁₀ or greater fatty acid selected from the group consisting of magnesium stearoyl lactylate, aluminum stearoyl lactylate, barium stearoyl lactylate, zinc stearoyl lactylate, calcium palmityl lactylate, magnesium palmityl lactylate, aluminum palmityl lactylate, barium palmityl lactylate, zinc palmityl lactylate, calcium olelyl lactylate, magnesium olelyl lactylate, aluminum olelyl lactylate, barium olelyl lactylate, calcium stearoyl lactylate and zinc olelyl lactylate.

71. A method for preparing a pledget according to claim 69 wherein the coating composition comprises a silicon polymer.

72. A method according to claim 66 wherein the therapeutic water-soluble glass is incorporated into the pledget by dipping the pledget in a suspension containing therapeutic water-soluble glass and at least one solvent;

and removing the solvent from the pledget.

73. A method according to claim 72 wherein the solvent is selected from the group consisting of methylene chloride, hexanes, ethanol and mixtures thereof.