Poly(β-amino ester)-co-polyethylene glycol (PEG-PBAE-PEG) polymers for gene and drug delivery
AssigneeThe Johns Hopkins University
InventorsJordan Green, Jayoung Kim, Stephany Tzeng
Life of this patent
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Abstract
Polyethylene glycol (PEG)-b-poly(β-amino ester) (PBAE) co-polymers (PEG-PBAE) and blends of PEG-PBAEs and PBAEs and their use for delivering drugs, genes, and other pharmaceutical or therapeutic agents safely and effectively to different sites in the body and to different cells, such as cancer cells, are disclosed.
Claims29
A polyethylene glycol (PEG)-b-poly(β-amino ester) (PBAE) co-polymer (PEG-PBAE) of Formula (I):
- wherein:
- each n and n′ is independently an integer from 1 to 10,000, 1 to 1,000, 1 to 100, 1 to 30, 5 to 20, 10 to 15, and 1 to 10;
- R is C2 to C8 substituted or unsubstituted linear or branched alkylene;
- and
- R′ is C1 to C5 substituted or unsubstituted linear or branched alkylene,
- wherein each R and R′ can independently be the same or different;
- and pharmaceutically acceptable salts thereof.
A particle comprising a blend of a polyethylene glycol (PEG)-b-poly(β-amino ester) (PBAE) co-polymer of Formula (I):
- wherein:
- each n and n′ is independently an integer from 1 to 10,000, 1 to 1,000, 1 to 100, 1 to 30, 5 to 20, 10 to 15, and 1 to 10;
- R is C2 to C8 substituted or unsubstituted linear or branched alkylene;
- and
- R′ is C1 to C5 substituted or unsubstituted linear or branched alkylene,
- wherein each R and R′ can independently be the same or different;
- and pharmaceutically acceptable salts thereof;
- and a poly(β-amino ester) (PBAE).
A method for preparing a polyethylene glycol (PEG)-b-poly(β-amino ester) (PBAE) co-polymer of Formula (I):
- wherein:
- each n and n′ is independently an integer from 1 to 10,000, 1 to 1,000, 1 to 100, 1 to 30, 5 to 20, 10 to 15, and 1 to 10;
- R is C2 to C8 substituted or unsubstituted linear or branched alkylene;
- and
- R′ is C1 to C5 substituted or unsubstituted linear or branched alkylene, wherein each R and R′ can independently be the same or different;
- and pharmaceutically acceptable salts thereof, the method comprising:
- (a) synthesizing an acrylate-terminated poly(β-amino ester) (PBAE) via Michael addition of a diacrylate monomer and a primary amine-containing monomer at a molar ratio;
- and
- (b) reacting the acrylate-terminated PBAE with a functionalized PEG molecule to form a polyethylene glycol (PEG)-b-poly(β-amino ester) (PBAE) co-polymer.
Dependencies are inferred from the claim text.