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US 8,283,432 B2Granted
Siloxane polymer containing tethered fluoroquinolone
AssigneeNDSU Research Foundation
InventorsShane Jeremy Stafslien, Bret Ja Chisholm, Alex J. Kugel
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Abstract
A polymer that is a polysiloxane polymer has fluoroquinolone antibiotic groups, or pharmaceutically acceptable salts thereof, attached via linkers. The linkers may be hydrolytically labile thereby providing a manner of releasing the fluoroquinolone antibiotic from the polymer.
Claims25
A polymer formed by
- (a) reaction of a polyhydrosiloxane of general formula
- R1R2R3SiO—(SiR4R5—O)y(SiR6H—O)x(SiR7R8—O)zSiR9R10R11
- with a reactive compound to provide a functionalized polysiloxane, wherein the reactive compound comprises (1) a first reactive group, which is capable of reacting with an Si—H group, at one end, and (2) a second reactive group, which is capable of reacting with a fluoroquinolone antibiotic, at its other end;
- and
- the first reactive group comprises a vinylic group;
- and the second reactive group comprises an epoxy group or an anhydride group;
- (b) reaction of the functionalized polysiloxane with a fluoroquinolone antibiotic or a pharmaceutically acceptable salt thereof to provide a fluoroquinolone-functionalized polysiloxane;
- wherein R1, R2, R3, R4, R5, R6, R8, R9, R10, and R11 are independently C1-C20 alkyl, benzyl, tolyl, xylyl, or phenyl;
- R7 is a C1-C20 alkyl, benzyl, tolyl, xylyl, phenyl, texturizing moiety, a cross-linkable group, or a combination thereof;
- x is 1 to 100;
- y is 0 to 100;
- z is 0 to 100;
- at least one of y and z is greater than 0;
- and
- the polymer contains at least one fluoroquinolone group.
12 more elements
A fluoroquinolone-functionalized polysiloxane comprising at least one fluoroquinolone group, wherein the polysiloxane polymer is formed by a process which includes reaction of a reactive compound with a fluoroquinolone antibiotic and a polyhydrosiloxane of general formula
- R1R2R3SiO—(SiR4R5—O)y(SiR6H—O)x(SiR7R8—O)nSiR9R10R11
- wherein R1, R2, R3, R4, R5, R6, R8, R9, R10, and R11 are independently C1-C20 alkyl;
- R7 is a C1-C20 alkyl, texturizing moiety, a cross-linkable group, or a combination thereof;
- x is 1 to 100;
- y is 0 to 100;
- z is 0 to 100;
- and
- at least one of y and z is greater than 0;
- wherein the reactive compound comprises (1) a first reactive group, which is capable of reacting with an Si—H group, at one end, and (2) a second reactive group, which is capable of reacting with a fluoroquinolone antibiotic, at its other end;
- and
- the first reactive group is a vinylic group, and the second reactive group is an epoxy group or an anhydride group.
8 more elements
Dependencies are inferred from the claim text.