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US 2017/0246347 A1Published application
Materials with improved properties
AssigneesMassachusetts Institute of Technology, Children's Medical Center Corporation
InventorsArturo J. Vegas, Joshua C. Doloff, Omid Veiseh, Robert S. Langer, Daniel G. Anderson
Life of this patent
Estimating the term…
Abstract
Products, such as devices, prostheses, and materials, whose surfaces have been modified in order to impart beneficial properties to these products are disclosed. The surface-modified products have improved biocompatibility compared to a corresponding product that lacks the modification. Following implantation in a subject, the surface-modified products induce a lower foreign-body response, compared to a corresponding unmodified product.
Claims25
1-20. (canceled)
A macroscopic device comprising a cell that produces a therapeutically effective substance, wherein a surface of the macroscopic device is modified with a structure —X—R1, wherein:
- X is oxygen, sulfur, or NR2;
- R2 is hydrogen;
- R1 has the structure
- -A-B(—C)δ, Formula XII
- A is
- wherein R18 in A is —(CR19R19)p—;
- p is an integer from 0 to 5;
- each R19 is hydrogen;
- each Rd is independently alkyl, alkenyl, alkynyl, substituted alkyl, substituted alkenyl, substituted alkynyl, alkoxy, alkylamino, dialkylamino, hydroxy, aryl, substituted aryl, heteroaryl, substituted heteroaryl, substituted alkoxy, carboxyl, substituted carboxyl, amino, substituted amino, amido, substituted amido, C3-C20 cyclic, substituted C3-C20 cyclic, heterocyclic, or substituted heterocyclic;
- z is an integer from 0 to 11;
- R12, R13, R14, R15, R16, and R17 are independently C or N, wherein the bonds between adjacent R12 to R17 are double or single according to valency, and wherein R12 to R17 are bound to none, one, or two hydrogens according to valency;
- or
- wherein R21, R22, R23, R24, R25, R26, R27, and R28 in A are independently hydrogen, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, phenyl, substituted phenyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, arylalkyl, substituted arylalkyl, alkoxy, substituted alkoxy, aroxy, substituted aroxy, carbonyl, substituted carbonyl, carboxyl, substituted carboxyl, amino, substituted amino, amido, substituted amido, C3-C20 cyclic, substituted C3-C20 cyclic, heterocyclic, substituted heterocyclic, poly(ethylene glycol), or poly(lactic-co-glycolic acid);
- k is an integer from 0 to 20;
- each Xd is independently absent, O, or S;
- and Rc is B;
- B is
- wherein R18 in B is —(CR19R19)p—;
- p is an integer from 0 to 5;
- each R19 is hydrogen;
- each Rd is independently alkyl, alkenyl, alkynyl, substituted alkyl, substituted alkenyl, substituted alkynyl, alkoxy, alkylamino, dialkylamino, hydroxy, aryl, substituted aryl, heteroaryl, substituted heteroaryl, substituted alkoxy, carboxyl, substituted carboxyl, amino, substituted amino, amido, substituted amido, C3-C20 cyclic, substituted C3-C20 cyclic, heterocyclic, or substituted heterocyclic;
- w is an integer from 0 to 4;
- each R12, R13, R14, R15, and R16, are independently C or N, wherein the bonds between adjacent R12 to R16 are double or single according to valency, and wherein R12 to R16 are bound to none, one, or two hydrogens according to valency;
- C is
- wherein R18 in C is —(CR19R19)p— or —(CR19R19)p—Xb—(CR19R19)q—, wherein p and q are independently integers from 0 to 5;
- Xb is absent, —O—, —S—, —S(O)—, —S(O)2—, or NR20;
- each R19 is hydrogen;
- R20 is alkyl or substituted alkyl;
- Rd are independently alkyl, alkenyl, alkynyl, substituted alkyl, substituted alkenyl, substituted alkynyl, alkoxy, alkylamino, dialkylamino, hydroxy, aryl, substituted aryl, heteroaryl, substituted heteroaryl, substituted alkoxy, carboxyl, substituted carboxyl, amino, substituted amino, amido, substituted amido, C3-C20 cyclic, substituted C3-C20 cyclic, heterocyclic, or substituted heterocyclic;
- z is an integer from 0 to 11;
- wherein R12, R13, R14, R15, R16, and R17 are independently C, O, N, S, S(O), or S(O)2, wherein the bonds between adjacent R12 to R17 are double or single according to valency, and wherein R12 to R17 are bound to none, one, or two hydrogens according to valency;
- and
- wherein δ is 1.
30 more elements
A method of providing a therapeutically effective substance to a subject comprising implanting in the subject a macroscopic device comprising a cell that produces the therapeutically effective substance, wherein a surface of the macroscopic device is modified with a structure —X—R1, wherein:
- X is oxygen, sulfur, or NR2;
- R2 is hydrogen;
- R1 has the structure
- -A-B(—C)δ, Formula XII
- A is
- wherein R18 in A is —(CR19R19)p—;
- p is an integer from 0 to 5;
- each R19 is hydrogen;
- each Rd is independently alkyl, alkenyl, alkynyl, substituted alkyl, substituted alkenyl, substituted alkynyl, alkoxy, alkylamino, dialkylamino, hydroxy, aryl, substituted aryl, heteroaryl, substituted heteroaryl, substituted alkoxy, carboxyl, substituted carboxyl, amino, substituted amino, amido, substituted amido, C3-C20 cyclic, substituted C3-C20 cyclic, heterocyclic, or substituted heterocyclic;
- z is an integer from 0 to 11;
- R12, R13, R14, R15, R16, and R17 are independently C or N, wherein the bonds between adjacent R12 to R17 are double or single according to valency, and wherein R12 to R17 are bound to none, one, or two hydrogens according to valency;
- or
- wherein R21, R22, R23, R24, R25, R26, R27, and R28 in A are independently hydrogen, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, phenyl, substituted phenyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, arylalkyl, substituted arylalkyl, alkoxy, substituted alkoxy, aroxy, substituted aroxy, carbonyl, substituted carbonyl, carboxyl, substituted carboxyl, amino, substituted amino, amido, substituted amido, C3-C20 cyclic, substituted C3-C20 cyclic, heterocyclic, substituted heterocyclic, poly(ethylene glycol), or poly(lactic-co-glycolic acid);
- k is an integer from 0 to 20;
- each Xd is independently absent, O, or S;
- and Rc is B;
- B is
- wherein R18 in B is —(CR19R19)p—;
- p is an integer from 0 to 5;
- each R19 is hydrogen;
- each Rd is independently alkyl, alkenyl, alkynyl, substituted alkyl, substituted alkenyl, substituted alkynyl, alkoxy, alkylamino, dialkylamino, hydroxy, aryl, substituted aryl, heteroaryl, substituted heteroaryl, substituted alkoxy, carboxyl, substituted carboxyl, amino, substituted amino, amido, substituted amido, C3-C20 cyclic, substituted C3-C20 cyclic, heterocyclic, or substituted heterocyclic;
- w is an integer from 0 to 4;
- each R12, R13, R14, R15, and R16, are independently C or N, wherein the bonds between adjacent R12 to R16 are double or single according to valency, and wherein R12 to R16 are bound to none, one, or two hydrogens according to valency;
- C is
- wherein R18 in C is —(CR19R19)p— or —(CR19R19)p—Xb—(CR19R19)q—, wherein p and q are independently integers from 0 to 5;
- Xb is absent, —O—, —S—, —S(O)—, —S(O)2—, or NR20;
- each R19 is hydrogen;
- R20 is alkyl or substituted alkyl;
- Rd are independently alkyl, alkenyl, alkynyl, substituted alkyl, substituted alkenyl, substituted alkynyl, alkoxy, alkylamino, dialkylamino, hydroxy, aryl, substituted aryl, heteroaryl, substituted heteroaryl, substituted alkoxy, carboxyl, substituted carboxyl, amino, substituted amino, amido, substituted amido, C3-C20 cyclic, substituted C3-C20 cyclic, heterocyclic, or substituted heterocyclic;
- z is an integer from 0 to 11;
- wherein R12, R13, R14, R15, R16, and R17 are independently C, O, N, S, S(O), or S(O)2, wherein the bonds between adjacent R12 to R17 are double or single according to valency, and wherein R12 to R17 are bound to none, one, or two hydrogens according to valency;
- and
- wherein δ is 1.
30 more elements
Dependencies are inferred from the claim text.