Silane-functionalized hydrophobic α(1→4)glucopyranose polymers and polymeric matrices for implantation or injection
AssigneeSurModics, Inc.
InventorsAleksey V. Kurdyumov, Nathan A. Lockwood, Joram Slager, Dale G. Swan, Robert Hergenrother
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Abstract
Silane-functionalized hydrophobic α(1→4)glucopyranose polymers and polymeric matrices are described. Biodegradable matrices can be formed from hydrophobic α(1→4)glucopyranose polymers with reactive pendent silyl ether groups. Reaction of the silyl ether groups provides improved matrix formation through bonding to a device surface of a device, polymer-polymer crosslinking, or both. Biodegradable matrices can be used for the preparation of implantable and injectable medical devices, including those that release a bioactive agent.
Claims10
An implantable or injectable biomedical article comprising a polymeric matrix formed from a composition comprising a hydrophobic derivative of a natural biodegradable polysaccharide comprising:
- a poly-α(1→4)glucopyranose portion comprising a monomeric unit according formula IIa as follows:
- wherein R5 is —(CH2)xCH3, and x is an integer in the range of 0-11;
- and
- and wherein R6 and/or R7 is
- wherein R8 is S or O, R9 is C, O, N, or a covalent bond, y is an integer in the range of 2-8, wherein R1 , R2, and R3, are independently selected from R4 or OR4, wherein R4 is a C1-C6-containing hydrocarbon group, with the proviso that at least one of R1, R2, or R3 is OR4, and if R6 or R7 is not as defined above, then R6 or R7 is H.
An implantable or injectable biomedical article comprising a polymeric matrix formed from a composition comprising a hydrophobic derivative of a natural biodegradable polysaccharide comprising:
- a poly-α(1→4) glucopyranose portion comprising a monomeric unit according formula IVa as follows:
- wherein R10 is
- wherein R11 is C, O, N, or a covalent bond, y is an integer in the range of 2-8, and wherein R1, R2, and R3 are independently selected from R4 or OR4, wherein R4 is a C1-C6-containing hydrocarbon group, with the proviso that at least one of R1, R2, or R3 is OR4.
A hydrophobic derivative of a natural biodegradable polysaccharide comprising:
- a poly-α(1→4)glucopyranose portion;
- first groups pendent from the poly-α(1→4)glucopyranose portion having the formula:
- wherein R8 is S or O, R9 is C, O, N, or a covalent bond, y is an integer in the range of 2-8, wherein R1, R2, and R3, are independently selected from R4 or OR4, wherein R4 is a C1-C6-containing hydrocarbon group, with the proviso that at least one of R1, R2, or R3 is OR4, and if R6 or R7 is not as defined above, then R6 or R7 is H;
- and
- second groups pendent from the poly-α(→4)glucopyranose portion, the second groups having the formula
- wherein R5 is a C2-C10 linear or branched hydrocarbon group, and wherein the ester group in the formula is formed by reaction of a hydroxyl group of the poly-α(1→4)glucopyranose portion.
Dependencies are inferred from the claim text.