CA2464329A1 - Stent coatings containing hmg-coa reductase inhibitors - Google Patents
Stent coatings containing hmg-coa reductase inhibitors Download PDFInfo
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- CA2464329A1 CA2464329A1 CA002464329A CA2464329A CA2464329A1 CA 2464329 A1 CA2464329 A1 CA 2464329A1 CA 002464329 A CA002464329 A CA 002464329A CA 2464329 A CA2464329 A CA 2464329A CA 2464329 A1 CA2464329 A1 CA 2464329A1
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
- A61F2/00—Filters implantable into blood vessels; Prostheses, i.e. artificial substitutes or replacements for parts of the body; Appliances for connecting them with the body; Devices providing patency to, or preventing collapsing of, tubular structures of the body, e.g. stents
- A61F2/82—Devices providing patency to, or preventing collapsing of, tubular structures of the body, e.g. stents
- A61F2/86—Stents in a form characterised by the wire-like elements; Stents in the form characterised by a net-like or mesh-like structure
- A61F2/90—Stents in a form characterised by the wire-like elements; Stents in the form characterised by a net-like or mesh-like structure characterised by a net-like or mesh-like structure
- A61F2/91—Stents in a form characterised by the wire-like elements; Stents in the form characterised by a net-like or mesh-like structure characterised by a net-like or mesh-like structure made from perforated sheet material or tubes, e.g. perforated by laser cuts or etched holes
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- 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
- A61L31/12—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material
- A61L31/125—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material having a macromolecular matrix
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- A61F2/00—Filters implantable into blood vessels; Prostheses, i.e. artificial substitutes or replacements for parts of the body; Appliances for connecting them with the body; Devices providing patency to, or preventing collapsing of, tubular structures of the body, e.g. stents
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- 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
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- 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
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- 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
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- 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
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- A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
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- 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
- A61L2300/416—Anti-neoplastic or anti-proliferative or anti-restenosis or anti-angiogenic agents, e.g. paclitaxel, sirolimus
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- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
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Abstract
Stents with coatings comprising a combination of a restenosis inhibitor comprising an HMG-CoA reductase inhibitor and a carrier. Also provided are methods of coating stents with a combination of an HMG-CoA reductase inhibitor and a carrier. A preferred example of a restenosis inhibitor is cerivastatin.
The stent coatings have been shown to release restenosis inhibitors in their active forms.
The stent coatings have been shown to release restenosis inhibitors in their active forms.
Claims (78)
1. A coated stent comprising:
a) a stent and b) a coating composition comprising:
1) an HMG-CoA reductase inhibitor in an amount affective to inhibit proliferation of smooth muscle cells in a body lumen of a patient, and
a) a stent and b) a coating composition comprising:
1) an HMG-CoA reductase inhibitor in an amount affective to inhibit proliferation of smooth muscle cells in a body lumen of a patient, and
2) a carrier.
2. The coated stent of claim 1 wherein the carrier is a nonpolymeric carrier.
2. The coated stent of claim 1 wherein the carrier is a nonpolymeric carrier.
3. The coated stent of claim 1 wherein the carrier is a polymeric carrier.
4. The coated stent of claim 1 wherein the carrier is a liquid at body temperature.
5. The coated stent of claim 4 wherein the carrier is a solid at room temperature.
6. The coated stent of claim 1 wherein the carrier is polymeric and the HMG-CoA reductase inhibitor is physically bound to the carrier.
7. The coated stent of claim 1 wherein the carrier is polymeric and the HMG-CoA reductase inhibitor is chemically bound to the carrier.
8. The coated stent of claim 1 wherein the coating composition is a liquid at body temperature.
9. The coated stent of claim 8 wherein the coating composition is a solid at room temperature.
10. The coated steal of claim 1 wherein the coating composition further comprises: a. a solvent and wherein the coating composition is a liquid at body temperature.
11. The coated stent of claim 1 wherein the coating composition is a solid at body temperature.
12. The coated stent of claim 1 wherein the coating composition comprises from about 1 wt % to about 50 wt % HMG-CoA reductase inhibitor, based on the total weight of the coating composition.
13. The coated stent of claim 1 wherein the coating composition comprises from about 5 wt % to about 30 wt % HMG-CoA reductase inhibitor, based an the total weight of the coating composition.
14. The coated stent of claim 1 wherein the coating composition comprises from about 10 wt % to about 20 wt % HMG-CoA reductase inhibitor, based on the total weight of the coating composition.
15. The coated stent of claim 1 wherein the HMG-CoA reductase inhibitor is selected from the group consisting of cerivastatin, atorvastatin, simvastatin, fluvastatin, lovastatin, and pravastatin.
16. The coated stent of claim 1 wherein the HMG-CoA reductase inhibitor is cerivastatin.
17. The coated stent of claim 1 wherein the coating composition further comprises; a) a restenosis inhibitor which is not an HMG-CoA reductase inhibitor.
18. The coated stent of claim 1 wherein the carrier is non-reactive with the HMG-CoA reductase inhibitor.
19. The coated stent of c]aim 1 wherein the carrier comprises a polymer having no functional group that is reactive with the HMG-CoA reductase inhibitor.
20. The coated stent of claim 1 wherein the carrier comprises a biodegradable polymer.
21. The coated stent of claim 1 wherein the carrier comprises a polymer selected from the group consisting of polyhydroxy acids, polyanhydrides, polyphosphazenes, polyalkylene oxalates, biodegradable polyamides, polyorthoesters, polyphosphoesters, polyorthocarbonates, and blends or copolymers thereof.
22. The coated stent of claim 1 wherein the carrier comprises a biostable polymer.
23. The coated stent of claim 1 wherein the carrier comprises a polymer selected from the group consisting of polyurethanes, silicones, acrylates, polyesters, polyalkylene oxides, polyalcohols, polyolefins, polyvinyl chlorides, cellulose and its derivatives, fluorinated polymers, biostable polyamides, and blends or copolymers thereof.
24. A method of coating a stent comprising: a) providing a stent; b) providing a coating composition comprising 1) an HMG-CoA reductase inhibitor in an amount effective to inhibit proliferation of smooth muscle cells in a body lumen of a patient; and 2) a carrier; and c) applying the coating composition to the stent.
25. The method of claim 24, wherein said step of providing the coating composition comprises mixing the HMG-CoA reductase inhibitor, the carrier, and a solvent under conditions such that the HMG-CoA reductase inhibitor does not chemically react to any substantial degree with the carrier.
26. The method of claim 24, wherein said step of providing the coating composition comprises mixing the HMG-CoA reductase inhibitor, the carrier, and a solvent at a temperature of from about 20° C. to about 30° C.
27. The method of claim 24, further comprising: a) expanding the stent before applying the coating composition to the stent.
28. The method of claim 24, wherein said step of applying comprises spraying the coating composition onto the stent.
29. The method of claim 24, wherein said step of applying comprises immersing the stent in the coating composition.
30. The method of claim 24, further comprising: a) drying the stent after the coating composition is applied to the stent.
31. The method of claim 24, wherein said step of providing comprises forming the coating composition into a film, and said step of applying comprises wrapping the film around the stent.
32. The method of claim 24, further comprising: a) drying the stent after the coating composition is applied to the stent and b) applying a second coating composition comprising a polymer to the dried stent.
33. The method of claim 24, further comprising: a) drying the stent after the coating composition is applied to the stent; and b) applying a second coating composition comprising a polymer and a substantially unreacted HMG-CoA
reductase inhibitor to the dried stent.
reductase inhibitor to the dried stent.
34. The method of claim 24, wherein said step of providing comprises mixing the HMG-CoA reductase inhibitor, a polymer carrier, and a solvent.
35. The method of claim 24, wherein said step of providing comprises providing said HMG-CoA reductase inhibitor at from about 1 wt % to about 50 wt %, based on the total weight of the coating composition.
36. The method of claim 24, wherein the carrier is nonreactive with the HMG-CoA reductase inhibitor.
37. The method of claim 24, wherein the carrier comprises a biodegradable polymer.
38. The method of claim 24, wherein the polymer includes a biostable polymer.
39. The method of claim 24, wherein the HMG-CoA reductase inhibitor is selected from the group consisting of cerivastatin, atorvastatin, simvastatin, fluvastatin, lovastatin, and pravastatin.
40. The method of claim 24, wherein the HMG-CoA reductase inhibitor is cerivastatin.
41. A method of treating restenosis, comprising a) providing a coated stent comprising 1) a stent, and 2) a coating composition, coupled to said stent, comprising an HMG-CoA reductase inhibitor and a carrier, b) delivering said coating stent to an occluded body lumen, and c) expanding said stent to provide support to said body lumen.
42. A coated stent comprising a stent and a coating composition comprising an effective amount, of about 50 wt-%, of a biologically active component and a polymeric carrier component.
43. The coated stent of claim 42 wherein the polymeric carrier comprises a biostable carrier component.
44. The coated stent of claim 42 wherein the coating comprises about 40 to 60 wt % of a biologically active component and about 60 to 40 wt-% of a biodegradable carrier component.
45. The coated stent of claim 42 wherein the coating comprises two or more layers.
46. The coated stent of claim 45 wherein coating comprises a first layer in contact with the stent and a second layer, the first layer comprising the biologically active component and the biodegradable carrier component.
47. The coated stent of claim 42 wherein the second layer comprises a layer external to the first layer and the second layer comprises the biodegradable carrier component
48. The coated stent of claim 42 wherein the coating comprises two or more biologically active substances.
49. The coated stent of claim 45 comprising three or more layers wherein at least two layers comprise a different biologically active substance.
50. The coated stent of claim 42, further comprising a catheter wherein the catheter and the coated stent can be coupled to form a treatment assembly.
51. The coated stent of claim 42 wherein the biodegradable carrier comprises a polyhydroxy acid, a polylactone, a polycaprolactone, a polyglycolide, a polyhydroxyvalerate, a polyhydroxybutyrate, a polytrimethylene carbonate, or mixtures thereof.
52. The coated stent of claim 42 wherein the biodegradable component comprises polypara-dioxanone, poly (42,4-dioxepan-2-one), poly(42,5-dioxepan-2-one), Poly(6,6-dimethyl-42,4-dioxan-2-one) or mixtures thereof.
53. The coated stent of claim 42 wherein the biodegradable component comprises a poly D-lactic acid, a poly L-lactic acids, poly DL-lactic acids, polyglycolic acids and a copolymer or mixtures thereof.
54. The coated stent of claim 42 wherein the biodegradable carrier component comprises a polylactide, a homopolymer or copolymer thereof.
55. The coated stent of claim 54 wherein the carrier comprises a lactide made from a stereo isomer of lactic acid comprising D-lactic acid, L-lactic acid, D-L-lactic acid, meso lactic acid and mixtures thereof.
56. The coated stent of claim 42 wherein the carrier comprises a polylactone comprising a poly(lambda-caprolactone), a poly(delta-valerolactone), poly(lambda-butyrolactone) or a copolymer or mixtures thereof.
57. The coated stent of claim 43 wherein the coating comprises a combination of a biodegradable polymer and a biostable polymer in a matrix.
58. The coated stent of claim 57 wherein the biostable polymer comprises a polyurethane, a poly silicone, a polyacrylate, a polyester, a polyalkylene oxide, a polyalcohol, a polyolefin, a polyvinyl chloride, a cellulosic polymer, a fluorinated polymer, a polyamides, or mixtures or copolymers thereof.
59. The coated stent of claim 42 wherein the biodegradable carrier has a melting point of from about 35 to 50°C.
60. The coated stent of claim 42 wherein the coating composition has a viscosity of from about 0.42 to about 425000 cP as measured by a Brookfield viscometer using ASTM D2983-87.
61. The coated stent of claim 42 wherein the mating comprises about equal parts by weight of the biologically active component and biodegradable carrier component.
62. The coated stent of claim 42 wherein the coating composition is hydrophobic.
63. The coated stent of claim 42 wherein the biodegradable carrier is hydrophilic.
64. The coated stent of claim 42 wherein the biodegradable carrier is biocompatible.
65. The coated stent of claim 42 wherein the concentration of the polymer in the coating is less than the concentration of the biologically active component.
66. The coated stent of claim 42 wherein the biologically active component comprises a rapamycin compound.
67. The coated stent of claim 42 wherein the biodegradable carrier comprises a non polymeric small molecule.
68. The coated stent of claim 42 wherein the biodegradable component comprises a vitamin.
69. The coated stent of claim 42 wherein the biodegradable component comprises a water-soluble vitamin.
70. The coated stent of claim 42 wherein the biodegradable component comprises a lipid soluble vitamin.
71. The coated stent of claim 42 wherein the biodegradable carrier comprises a vitamin B salt.
72. The coated stent of claim 42 wherein the biodegradable carrier comprises vitamin E succinate, vitamin E acetate or mixtures thereof.
73. The coated stent of claim 67 wherein the biodegradable carrier is selected from the group of small molecules consisting of oleic acid, peanut ail, and cottonseed oil.
74. The coated stent of claim 42 wherein the biologically active component is selected from the group consisting of paclitaxel, actinomycin D, rapamycin, cerivastatin, fluvastatin, simvastatin, lovastatin, atorvastatin, pravastatin and mixtures thereof.
75. The coated stent of claim 42 wherein the biologically active component is selected from the group of inhibitor compounds consisting of analogs of paclitaxel, actinomycin D, rapamycin, cerivastatin, fluvastatin, simvastatin, lovastatin, atorvastatin, pravastatin and mixtures thereof.
76. The coated stent of claim 42 wherein the stent comprises at least one shut and each strut comprises a surface area-enhancing feature.
77. The coated stent of claim 76 wherein the stent has at least one strut and at least one of an enhanced feature consisting essentially of a capillary, a groove, a channel or a selection or combination thereof.
78. The coated stent of claim 76 wherein each surface enhancing feature contains at least some of the coating composition.
78. A method of coating a stent comprising the steps of coating a stent with a coating composition comprising an effective amount, of about 50 wt-%, of a biologically active component and a polymeric carrier component.
80. The method of claim 79 wherein the coating comprises about 40 to 60 wt-% of a biologically active component and about 60 to 40 wt-% of a biodegradable carrier component.
81. The method of claim 79 wherein the biodegradable carrier comprises a polylactide and the biologically active component composes rapamycin or analog thereof.
82. The method of claim 79 wherein the coating comprises about equal parts by weight of the biologically active component and biodegradable carrier component.
83. The method of claim 79 wherein the concentration of the polymer in the coating is less than the concentration of the biologically active component.
84. The method of claim 79 further comprising the step of expanding the stent to an increased diameter before applying the coating composition to the stent.
85. The method of claim 79 wherein applying the canting composition comprises spraying or painting the coaxing composition onto the stent, or immersing the stent in the coating composition.
86. A method of coating a stent comprising coating a stent with a coating composition comprising an effective amount, of about 50 wt-%, of a biologically active component and a polymeric carrier component.
87. The method of claim 86 wherein the coating comprises about 45 to 65 wt-% of a biodegradable active component and about 65 to 45 wt % of a biodegradable carrier component, the coating having a viscosity of from about 0.42 to about 425000 cP as measured by a Brookfield viscometer using ASTM D 2903-87.
88. A method of treating restenosis comprising placing a coated stent into a body lumen of a patient, the coated scent comprising a coating composition comprising an effective amount, of about 50 wt.-%, of a biologically active component and a polymeric carrier component.
89. The method of claim 88 wherein the coating composition comprising about 40 to 60 wt-% of a biologically active component and about 60 to 40 wt-% of a biodegradable carrier component.
90. The method of claim 88 Wherein the biodegradable carrier comprises a poly lactide and the biologically active component comprises rapamycin or a rapamycin analog.
91. the method of claim 88 wherein the biodegradable carrier has a melting point of from about 35 to 50°C.
92. The method of claim 88 wherein the coating comprises about equal parts by weight of the biologically active component and biodegradable carrier component.
78. A method of coating a stent comprising the steps of coating a stent with a coating composition comprising an effective amount, of about 50 wt-%, of a biologically active component and a polymeric carrier component.
80. The method of claim 79 wherein the coating comprises about 40 to 60 wt-% of a biologically active component and about 60 to 40 wt-% of a biodegradable carrier component.
81. The method of claim 79 wherein the biodegradable carrier comprises a polylactide and the biologically active component composes rapamycin or analog thereof.
82. The method of claim 79 wherein the coating comprises about equal parts by weight of the biologically active component and biodegradable carrier component.
83. The method of claim 79 wherein the concentration of the polymer in the coating is less than the concentration of the biologically active component.
84. The method of claim 79 further comprising the step of expanding the stent to an increased diameter before applying the coating composition to the stent.
85. The method of claim 79 wherein applying the canting composition comprises spraying or painting the coaxing composition onto the stent, or immersing the stent in the coating composition.
86. A method of coating a stent comprising coating a stent with a coating composition comprising an effective amount, of about 50 wt-%, of a biologically active component and a polymeric carrier component.
87. The method of claim 86 wherein the coating comprises about 45 to 65 wt-% of a biodegradable active component and about 65 to 45 wt % of a biodegradable carrier component, the coating having a viscosity of from about 0.42 to about 425000 cP as measured by a Brookfield viscometer using ASTM D 2903-87.
88. A method of treating restenosis comprising placing a coated stent into a body lumen of a patient, the coated scent comprising a coating composition comprising an effective amount, of about 50 wt.-%, of a biologically active component and a polymeric carrier component.
89. The method of claim 88 wherein the coating composition comprising about 40 to 60 wt-% of a biologically active component and about 60 to 40 wt-% of a biodegradable carrier component.
90. The method of claim 88 Wherein the biodegradable carrier comprises a poly lactide and the biologically active component comprises rapamycin or a rapamycin analog.
91. the method of claim 88 wherein the biodegradable carrier has a melting point of from about 35 to 50°C.
92. The method of claim 88 wherein the coating comprises about equal parts by weight of the biologically active component and biodegradable carrier component.
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PCT/US2002/024897 WO2003035134A1 (en) | 2001-10-22 | 2002-08-06 | STENT COATINGS CONTAINING HMG-CoA REDUCTASE INHIBITORS |
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EP (2) | EP2077127B1 (en) |
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2002
- 2002-08-06 DE DE60233243T patent/DE60233243D1/en not_active Expired - Lifetime
- 2002-08-06 WO PCT/US2002/024897 patent/WO2003035134A1/en active Search and Examination
- 2002-08-06 ES ES09155994.8T patent/ES2441600T3/en not_active Expired - Lifetime
- 2002-08-06 EP EP09155994.8A patent/EP2077127B1/en not_active Expired - Lifetime
- 2002-08-06 AT AT02763417T patent/ATE438425T1/en not_active IP Right Cessation
- 2002-08-06 ES ES02763417T patent/ES2331412T3/en not_active Expired - Lifetime
- 2002-08-06 CA CA2464329A patent/CA2464329C/en not_active Expired - Fee Related
- 2002-08-06 EP EP02763417A patent/EP1438084B1/en not_active Expired - Lifetime
-
2003
- 2003-05-27 US US10/446,916 patent/US7622135B2/en not_active Expired - Fee Related
-
2006
- 2006-04-04 US US11/397,778 patent/US20070244549A1/en not_active Abandoned
-
2007
- 2007-12-19 US US11/959,889 patent/US7829111B2/en not_active Expired - Fee Related
-
2010
- 2010-09-28 US US12/891,953 patent/US8449905B2/en not_active Expired - Fee Related
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2013
- 2013-03-15 US US13/835,370 patent/US8900618B2/en not_active Expired - Fee Related
-
2014
- 2014-11-12 US US14/539,148 patent/US9333279B2/en not_active Expired - Lifetime
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US20030083740A1 (en) | 2003-05-01 |
EP1438084A1 (en) | 2004-07-21 |
US20150140061A1 (en) | 2015-05-21 |
ES2331412T3 (en) | 2010-01-04 |
US20140106060A1 (en) | 2014-04-17 |
US7622135B2 (en) | 2009-11-24 |
US20030077310A1 (en) | 2003-04-24 |
US20070244549A1 (en) | 2007-10-18 |
ATE438425T1 (en) | 2009-08-15 |
ES2441600T3 (en) | 2014-02-05 |
US8449905B2 (en) | 2013-05-28 |
US7829111B2 (en) | 2010-11-09 |
US7323189B2 (en) | 2008-01-29 |
US8900618B2 (en) | 2014-12-02 |
EP2077127A3 (en) | 2010-06-02 |
DE60233243D1 (en) | 2009-09-17 |
WO2003035134A1 (en) | 2003-05-01 |
EP2077127B1 (en) | 2013-10-09 |
EP1438084B1 (en) | 2009-08-05 |
US20060165752A1 (en) | 2006-07-27 |
EP2077127A2 (en) | 2009-07-08 |
US9333279B2 (en) | 2016-05-10 |
US20110064868A1 (en) | 2011-03-17 |
US20090012608A1 (en) | 2009-01-08 |
CA2464329C (en) | 2010-12-14 |
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