Synthesis of novel poly(ester urea)s for drug delivery
AssigneeMassachusetts Institute of Technology
InventorsBradley D. Olsen, Hursh Vardhan Sureka, Katharina Fransen
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Abstract
Disclosed are poly(ester urea)s containing two or more units containing two amino acid monomers linked by a linker. At least two units of the poly(ester urea)s are covalently bonded via a urea bond. Suitable amino acid monomers are lysine, arginine, aspartic acid, phenylalanine, or a side chain protected derivative thereof, and suitable linkers are selected from a 1,4-butane diol group, a 1,6-hexane diol group, diethylene glycol group, a triethylene glycol group, or an N-methyl diethanolamine group. The poly(ester urea)s are used to form polyplexes for the improved complexation and delivery of drugs to a subject in need thereof.
Claims17
A poly(ester urea) comprising two or more units having a structure:
- [(AA1)p-linker-(AA2)q] Formula I
- wherein:
- at least two units are covalently bonded via a urea bond;
- each of AA1 and AA2 is independently an unprotected or protected amino acid monomer;
- p and q are independently 1 or 2;
- and
- wherein the linker is a branched chemical moiety consisting of a structure selected from:
- and a combination thereof, wherein each Z, Z′, Z″, Z′″, and Z″″ is independently O, S, or NRy, wherein Ry is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, and each n1, n2, n3, n4, and n5 is independently an integer between 1 and 20.
A poly(ester urea), having a structure selected from:
- and combinations thereof,
- wherein n is greater than 2 and less than 1000
- wherein each of the poly(ester urea) has at least two structures recited above covalently bonded via a urea bond.
Dependencies are inferred from the claim text.