Biodegradable hydrophobic polysaccharide-based coatings

a technology of hydrophobic polysaccharide and biodegradable coating, which is applied in the field of biodegradable coatings, can solve the problems of increasing the risk of complications, patient discomfort, and limitations of drug injection, and achieves the effects of prolonging the in vivo life, slowing down the erosion or degradation of the structural portion, and improving the biocompatibility of the articl

Inactive Publication Date: 2007-09-20
SURMODICS INC
View PDF10 Cites 81 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0043]In another aspect of the invention, the coating can be formed on a surface of the device without a bioactive agent. The coating can be used as a degradable barrier that temporarily prevents contact of body fluids or tissues with the structural material of the implantable medical article. In some cases this can improve the biocompatibility of the article by shielding its surface.
[0044]In other cases the coating is formed on the surface of an implantable medical article that is formed from a material that erodes or degrades in the body. The coating of the invention therefore functions to slow the erosion or degradation of the structural portion of the implantable medical article, and lengthen its in vivo lifetime. The coated article can be completely erodable or degradable in vivo, and therefore not require removal after implantation and a period of treatment. In some aspects the coatings of the invention are formed on the surface of an erodable or degradable stent formed of a metal, such as magnesium, or formed of a polymer.

Problems solved by technology

Injection of drugs can have limitations, for example, by requiring multiple administrations, increasing risk of complications (such as infection), and patient discomfort.
However, the molecular weight, porosity of the polymer, a greater percentage of coating exposed on the medical device, and the thickness of the polymer coating can contribute to adverse reactions to the medical device.
These types of biodegradable materials, however, have the potential to degrade into products that cause unwanted side effects in the body by virtue of their presence or concentration in vivo.
These unwanted side effects can include immune reactions, toxic buildup of the degradation products in the body, or the initiation or provocation of other adverse effects on cells or tissue in the body.
Several other challenges confront the use of medical devices or articles that release bioactive agents into a patient's body.
For example, treatment may require release of the bioactive agent(s) over an extended period of time (for example, weeks, months, or even years), and it can be difficult to sustain the desired release rate of the bioactive agent(s) over such long periods of time.
While advances in site-specific implantable drug delivery systems have been made, many systems do not release drug in a desired manner following implantation in a patient.
For example, in many systems the majority of the drug present in the article is released from the device in an initial burst, resulting in premature depletion of the drug.
If drug is prematurely released from the implant, or not released until later, the duration of treatment or the rate of release may not be as long as desired.
This can cause the implant to be therapeutically less effective.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Biodegradable hydrophobic polysaccharide-based coatings
  • Biodegradable hydrophobic polysaccharide-based coatings
  • Biodegradable hydrophobic polysaccharide-based coatings

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0218]11 g of dried maltodextrin (GPC, Grain Processing Corporation, Muscatine, Iowa) was dissolved in 100 mls of dimethyl sulfoxide with stirring. When the solution was complete, 20 g (0.244 moles, 19.32 mls, Sigma-Aldrich) of 1-methylimidizole followed by 50 g (0.32 moles, 52 mls, Sigma-Aldrich, Milwaukee, Wis.) of butyric anhydride were added with stirring at room temperature. The reaction solution was stirred for one hour and was then quenched with deionized water. The taffy-like material that precipitated from the quenched reaction mixture was placed in 1,000 MWCO dialysis tubing and dialyzed vs. continuous flow deionized water for three days. After this time the solid product was lyophilized. 23.169 g of a white powdery solid was obtained. The theoretical degree of substitution (DS) was 2.5.

example 2

[0219]10 g of dried MD was dissolved in 100 mls of dimethyl sulfoxide with stirring. When the solution was complete, 23.7 g (0.29 moles, 22.9 mls) of 1-methylimidizole followed by 29.34 g (0.29 moles, 27.16 mls) of acetic anhydride (Sigma-Aldrich, Milwaukee, Wis.) were added with stirring at room temperature. The reaction solution was stirred for one hour and was then slowly add to 750 mls of deionized water in a Waring blender. The precipitated solid was collected via filtration, re-suspended in 1 L of deionized water and stirred for one hour. The solid was collected via filtration and dried in vacuo. 15.92 g of a yellow powdery solid was obtained. The theoretical DS was 2.5

example 3

[0220]10 g of dried MD was dissolved in 100 mls of dimethyl sulfoxide with stirring. When the solution was complete, 9.49 g (0.11 moles, 9.17 mls) of 1-methylimidizole followed by 18.19 g (0.11 moles, 18.81 mls) of butyric anhydride were added with stirring at room temperature. The reaction solution was stirred for one hour and was then slowly add to 750 mls of deionized water in a Waring blender. The precipitated solid was collected via filtration, re-suspended in 1 L of deionized water and stirred for one hour. The solid was collected via filtration and dried in vacuo. 16.11 g of a white powdery solid was obtained. The theoretical DS was 1.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

PropertyMeasurementUnit
molecular weightaaaaaaaaaa
molecular weightaaaaaaaaaa
molecular weightaaaaaaaaaa
Login to view more

Abstract

Implantable medical articles having a coating formed of hydrophobic derivatives of natural biodegradable polysaccharides are described. The coatings can include a bioactive agent, and demonstrate desirable bioactive agent release profiles and can be prepared to have high drug loading. The coated implantable medical articles can be used to treat medical conditions, such as those requiring prolonged administration of the bioactive agent at a target location in the body.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS [0001]The present non-provisional Application claims the benefit of commonly owned provisional Application having Ser. No. 60 / 782,957, filed on Mar. 15, 2006, and entitled HYDROPHOBIC DERIVATIVES OF NATURAL BIODEGRADABLE POLYSACCHARIDES; and commonly owned provisional Application having Ser. No. 60 / 900,853, filed on Feb. 10, 2007, and entitled BIODEGRADABLE HYDROPHOBIC POLYSACCHARIDE-BASED DRUG DELIVERY IMPLANTS; which Applications are incorporated herein by reference in their entirety.TECHNICAL FIELD [0002]The present invention relates to biodegradable coatings for implantable medical articles. The method also relates to methods for treating medical conditions by releasing a bioactive agent from the coatings to a subject.BACKGROUND [0003]Coatings formed on the surface of medical devices have been shown to be beneficial as they can improve the properties of the device in one or more ways. As examples, coatings can provide the surface of implan...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Applications(United States)
IPC IPC(8): A61F2/06
CPCA61F2/14A61K9/0024C08L3/02C08B30/18A61L2300/606A61K9/0051A61L27/20A61L27/54A61L31/10A61L31/148A61L31/16A61L2300/222A61L2300/41A61L2300/604C08L5/16A61F9/0017
Inventor CHUDZIK, STEPHEN J.MISSLING, JEFFREY J.
Owner SURMODICS INC
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products