CA2499466A1 - Antimicrobial fatty acid containing suture coating - Google Patents

Antimicrobial fatty acid containing suture coating Download PDF

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Publication number
CA2499466A1
CA2499466A1 CA002499466A CA2499466A CA2499466A1 CA 2499466 A1 CA2499466 A1 CA 2499466A1 CA 002499466 A CA002499466 A CA 002499466A CA 2499466 A CA2499466 A CA 2499466A CA 2499466 A1 CA2499466 A1 CA 2499466A1
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CA
Canada
Prior art keywords
lactylate
fatty acid
oleyl
palmityl
barium
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002499466A
Other languages
French (fr)
Other versions
CA2499466C (en
Inventor
Mark Roby
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Covidien LP
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2499466A1 publication Critical patent/CA2499466A1/en
Application granted granted Critical
Publication of CA2499466C publication Critical patent/CA2499466C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L17/00—Materials for surgical sutures or for ligaturing blood vessels ; Materials for prostheses or catheters
    • A61L17/06—At least partially resorbable materials
    • A61L17/10—At least partially resorbable materials containing macromolecular materials
    • A61L17/105—Polyesters not covered by A61L17/12
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B17/00—Surgical instruments, devices or methods, e.g. tourniquets
    • A61B17/04—Surgical instruments, devices or methods, e.g. tourniquets for suturing wounds; Holders or packages for needles or suture materials
    • A61B17/06—Needles ; Sutures; Needle-suture combinations; Holders or packages for needles or suture materials
    • A61B17/06166—Sutures
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L17/00—Materials for surgical sutures or for ligaturing blood vessels ; Materials for prostheses or catheters
    • A61L17/14—Post-treatment to improve physical properties
    • A61L17/145—Coating
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/08—Materials for coatings
    • A61L31/10—Macromolecular materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A61L31/16—Biologically active materials, e.g. therapeutic substances
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B17/00—Surgical instruments, devices or methods, e.g. tourniquets
    • A61B17/04—Surgical instruments, devices or methods, e.g. tourniquets for suturing wounds; Holders or packages for needles or suture materials
    • A61B17/06—Needles ; Sutures; Needle-suture combinations; Holders or packages for needles or suture materials
    • A61B17/06004—Means for attaching suture to needle
    • A61B2017/06028—Means for attaching suture to needle by means of a cylindrical longitudinal blind bore machined at the suture-receiving end of the needle, e.g. opposite to needle tip
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
    • A61L2300/22—Lipids, fatty acids, e.g. prostaglandins, oils, fats, waxes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/404—Biocides, antimicrobial agents, antiseptic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/60—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a special physical form
    • A61L2300/606—Coatings

Abstract

Compositions with antimicrobial properties contain a metal salt of a fatty acid mixed a bioabsorbable copolymer. These compositions are useful in formi ng coatings for surgical articles, including multifilament sutures.

Claims (26)

1. A coating for a surgical article comprising:
a) a copolymer having a predominant amount of epsilon-caprolactone and a minor amount of at least one other bioabsorbable copolymerizable monomer; and b) an effective antimicrobial amount of a metal salt of a fatty acid selected from the group consisting of fatty acid salts of lithium, rubidium, cesium, francium, beryllium, magnesium, strontium, barium, radium, aluminum, tin, lead, bismuth, transition metal and mixtures thereof.
2. The coating for a surgical article of claim 1 wherein the metal salt of a fatty acid is silver stearate.
3. The coating for a surgical article of claim 1 further including a fatty acid ester.
4. The coating for a surgical article coating of claim 3 wherein the fatty acid ester is selected from the group consisting of calcium stearoyl lactylate, 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 oleyl lactylate, magnesium oleyl lactylate, aluminum oleyl lactylate, barium oleyl lactylate, zinc oleyl lactylate and mixtures thereof.
5. The coating for a surgical article of claim 3 wherein the fatty acid ester is calcium stearoyl lactylate.
6. The coating for a surgical article of claim 1 wherein the metal salt of a fatty acid ranges from about 0.3 to about 10 percent by weight of the coating composition.
7. The coating for a surgical article of claim 3 wherein the fatty acid ester ranges from about 30 to about 70 percent by weight of the coating composition.
8. The coating for a surgical article of claim 1 wherein the surgical article is a suture.
9. A surgical suture having one or more filaments of bioabsorbable material coated with a composition comprising a copolymer having a predominant amount of epsilon-caprolactone and a minor amount of at least one other bioabsorbable copolymerizable monomer and an effective antimicrobial amount of a metal salt of a fatty acid selected from the group consisting of fatty acid salts of lithium, rubidium, cesium, francium, beryllium, magnesium, strontium, barium, radium, aluminum, tin, lead, bismuth, transition metal and mixtures thereof.
10. The surgical suture of claim 9 wherein the suture is a braided suture.
11. The surgical suture of claim 9 wherein the metal salt of a fatty acid is silver stearate.
12. The surgical suture of claim 9 wherein the composition further includes a fatty acid ester.
13. The surgical suture of claim 12 wherein the fatty acid ester is selected from the group consisting of calcium stearoyl lactylate, 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 oleyl lactylate, magnesium oleyl lactylate, aluminum oleyl lactylate, barium oleyl lactylate, zinc oleyl lactylate and mixtures thereof.
14. The surgical suture of claim 12 wherein the fatty acid ester is calcium stearoyl lactylate.
15. The surgical suture of claim 11 wherein calcium stearoyl lactylate is combined with the silver stearate.
16. The surgical suture of claim 9 wherein the copolymer contains from about to about 95 percent by weight epsilon-caprolactone.
17. A method of suturing a wound comprising:
a) providing a sterilized needled suture, said suture coated with a composition that is a mixture of:
1) a copolymer that is the reaction product obtained by polymerizing a predominant amount of epsilon-caprolactone and a minor amount of at least one other bioabsorbable copolymerizable monomer selected from the group consisting of alkylene carbonates, dioxanones, dioxepanones, absorbable cyclic amides, absorbable cyclic ether-esters derived from crown ethers, hydroxyacids capable of esterification and mixtures thereof; and 2) an effective antimicrobial amount of a metal salt of a fatty acid selected from the group consisting of fatty acid salts of lithium, rubidium, cesium, francium, beryllium, magnesium, strontium, barium, radium, aluminum, tin, lead, bismuth, transition metal and mixtures thereof; and b) passing the needled suture through tissue to create wound closure.
18. The method of claim 17 wherein the metal salt of a fatty acid is silver stearate.
19. The method of claim 17 wherein the composition further contains a fatty acid ester.
20. The method of claim 18 wherein the fatty acid ester is selected from the group consisting of calcium stearoyl lactylate, 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 oleyl lactylate, magnesium oleyl lactylate, aluminum oleyl lactylate, barium oleyl lactylate, zinc oleyl lactylate and mixtures thereof.
21. The method of claim 17 wherein calcium stearoyl lactylate is combined with the metal salt of a fatty acid.
22. An implantable medical device having a coating comprising a mixture of:
a) a copolymer containing a predominant amount of epsilon-caprolactone and a minor amount of glycolide; and b) an effective antimicrobial amount of a metal salt of a fatty acid, the metal salt of a fatty acid selected from the group consisting of fatty acid salts of lithium, rubidium, cesium, francium, beryllium, magnesium, strontium, barium, radium, aluminum, tin, lead, bismuth, transition metal and mixtures thereof.
23. The implantable medical device of claim 22 wherein the coating further comprises a fatty acid ester.
24. The implantable medical device of claim 23 wherein the fatty acid ester is selected from the group consisting of calcium stearoyl lactylate, 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 oleyl lactylate, magnesium oleyl lactylate, aluminum oleyl lactylate, barium oleyl lactylate, zinc oleyl lactylate and mixtures thereof.
25. The implantable medical device of claim 23 wherein the coating includes calcium stearoyl lactylate and silver stearate.
26. The implantable medical device of claim 22 wherein the medical device is selected from the group consisting of clips, staples, pins, screws, prosthetic devices, anastomosis rings, and growth matrices.
CA2499466A 2002-12-13 2003-12-04 Antimicrobial fatty acid containing suture coating Expired - Fee Related CA2499466C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US43352802P 2002-12-13 2002-12-13
US60/433,528 2002-12-13
PCT/US2003/038442 WO2004054503A2 (en) 2002-12-13 2003-12-04 Antimicrobial fatty acid containing suture coating

Publications (2)

Publication Number Publication Date
CA2499466A1 true CA2499466A1 (en) 2004-07-01
CA2499466C CA2499466C (en) 2011-06-07

Family

ID=32595208

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2499466A Expired - Fee Related CA2499466C (en) 2002-12-13 2003-12-04 Antimicrobial fatty acid containing suture coating

Country Status (5)

Country Link
US (1) US20040153125A1 (en)
EP (1) EP1569562A4 (en)
AU (1) AU2003293347A1 (en)
CA (1) CA2499466C (en)
WO (1) WO2004054503A2 (en)

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Also Published As

Publication number Publication date
EP1569562A2 (en) 2005-09-07
US20040153125A1 (en) 2004-08-05
CA2499466C (en) 2011-06-07
AU2003293347A1 (en) 2004-07-09
AU2003293347A8 (en) 2004-07-09
WO2004054503A2 (en) 2004-07-01
WO2004054503A3 (en) 2004-10-14
EP1569562A4 (en) 2010-11-03

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