Hybrid block copolymer micelles with mixed stereochemistry for encapsulation of hydrophobic agents

• US 8,980,326 B2
• Filed: 09/01/2010
• Issued: 03/17/2015
• Est. Priority Date: 04/30/2007
• Status: Active Grant

• Current Assignee: Intezyne Technologies
• Original Assignee: Intezyne Technologies
• Inventors: Sill, Kevin N., Skaff, Habib, Breitenkamp, Kurt
• Primary Examiner(s): Gulledge, Brian
• Assistant Examiner(s): Shomer, Isaac
• Application Number:
  US12/873,642
• Publication Number:
  US 20100324259A1
• Time in Patent Office: 1,658 Days
• Field of Search: None
• US Class Current: 424/489
• CPC Class Codes: A61K 47/34 Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers A61K47/10 takes precedence
• CPC Class Codes: A61K 9/1075 Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers A61K9/0026 takes precedence
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: C08G 2261/126 block
• CPC Class Codes: C08G 65/2627 containing aromatic or arylaliphatic amine groups
• CPC Class Codes: C08G 65/325 containing nitrogen
• CPC Class Codes: C08G 65/33341 aromatic
• CPC Class Codes: C08G 69/08 derived from amino-carboxylic acids
• CPC Class Codes: C08G 73/028 Polyamidoamines
• CPC Class Codes: C08J 2377/04 Polyamides derived from alpha-amino carboxylic acids C08J2377/10 takes precedence
• CPC Class Codes: C08J 3/03 in aqueous media
• CPC Class Codes: C08L 2203/02 for biomedical use
• CPC Class Codes: Y10S 930/29 Polyamino acid or polypeptide with an uninterrupted series of peptide repeating units
• CPC Class Codes: Y10S 977/773 Nanoparticle, i.e. structure having three dimensions of 100 nm or less
• CPC Class Codes: Y10S 977/906 Drug delivery

Abstract

The present invention relates to the field of polymer chemistry and more particularly to multiblock copolymers and micelles comprising the same.

Claims

1. A multiblock copolymer of formula I:

2. The multiblock copolymer according to claim 1, wherein R^y consists of a mixture of R^y consists of a mixture of D-leucine and L-tyrosine amino acid side-chain groups.

3. The multiblock copolymer according to claim 1, wherein R^y consists of a mixture of D- and L-amino acid side-chain groups selected from:

D-benzylglutamate and L-benzylglutamate, or

D-benzylaspartate and L-benzylaspartate.

4. The multiblock copolymer according to claim 1, wherein:

n is about 270;

m is about 10; and

m′

is about 20 to about 40.

5. A multiblock copolymer of the following structure: