Biopolymers modified with superoxide dismutase mimics

• US 7,004,976 B2
• Filed: 11/05/2003
• Issued: 02/28/2006
• Est. Priority Date: 05/27/1999
• Status: Expired due to Fees

• Current Assignee: Pharmacia Corporation (Pfizer Inc.)
• Original Assignee: Pharmacia Corporation (Pfizer Inc.)
• Inventors: Riley, Dennis P., Henke, Susan, Udipi, Kishore, Ornberg, Richard L., Forster, Denis, Brethaur, Kerry, Thurmond, Kenneth B., Joardar, Saikat
• Primary Examiner(s): Isabella, David J.
• Application Number:
  US10/702,407
• Publication Number:
  US 20040116332A1
• Time in Patent Office: 846 Days
• Field of Search: 623/11.1, 623/23.58, 623/902, 514 55- 57, 514/6, 530/400, 536/20, 536/31, 536/53
• US Class Current: 623/23.58
• CPC Class Codes: A61L 27/20 Polysaccharides
• CPC Class Codes: A61L 31/042 Polysaccharides
• CPC Class Codes: C07F 13/005 Compounds without a metal-carbon linkage
• CPC Class Codes: C07F 15/025 without a metal-carbon linkage
• CPC Class Codes: C08B 15/00 Preparation of other cellulose derivatives or modified cellulose , e.g. complexes
• CPC Class Codes: C08B 15/05 Derivatives containing elements other than carbon, hydrogen, oxygen, halogens or sulfur esters or phosphorous acids C08B5/00
• CPC Class Codes: C08B 37/00 Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof cellulose D21; microbiological processes C12P
• CPC Class Codes: C08B 37/003 Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
• CPC Class Codes: C08B 37/0072 Hyaluronic acid, i.e. HA or hyaluronan; Derivatives thereof, e.g. crosslinked hyaluronic acid (hylan) or hyaluronates
• CPC Class Codes: C08G 18/10 Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
• CPC Class Codes: C08G 18/3228 acyclic
• CPC Class Codes: C08G 18/4854 Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
• CPC Class Codes: C08G 18/6685 with compounds of group C08G18/3225 or polyamines of C08G18/38
• CPC Class Codes: C08G 18/718 containing silicon
• CPC Class Codes: C08G 18/73 acyclic
• CPC Class Codes: C08H 1/06 derived from horn, hoofs, hair, skin or leather
• CPC Class Codes: C08L 5/08 Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof

Abstract

This invention provides modified biopolymers comprising biopolymers attached to at least one non-proteinaceous catalyst capable of dismutating superoxide in the biological system or precursor ligand thereof. The invention further provides pharmaceutical compositions comprising the modified biopolymer and therapeutic methods comprising administering the modified biopolymer to a subject in need thereof.

Claims

1. A modified biopolymer comprising a biopolymer chosen from the group consisting of chitin, chitosan, cellulose, methyl cellulose, hyaluronic acid, keratin, fibroin, collagen, elastin, and saccharide polymers attached to at least one non-proteinaceous catalyst capable of dismutating superoxide in the biological system or precursor ligand thereof, wherein the non-proteinaceous catalyst capable of dismutating superoxide is chosen from the group consisting of:

3. The modified biopolymer of claim 1, wherein the biopolymer is hyaluronic acid.

2. Modified hyaluronic acid prepared by reaction of hyaluronic acid with a non-proteinaceous catalyst capable of dismutating superoxide having the structure:

or a precursor ligand thereof under conditions appropriate to covalently attach the non-proteinaceous catalyst capable of dismutating superoxide to the hyaluronic acid.

4. A modified biopolymer comprising hyaluronic acid attached to at least one catalyst having the structure:

5. A modified biopolymer comprising hyaluronic acid attached to at least one catalyst having the structure:

6. A modified biopolymer comprising hyaluronic acid attached to at least one catalyst having the structure: