IP Library Granted Patent US 8,343,942
Granted Patent B2
US 8,343,942 · App. 13/069,860 · Granted Jan 1, 2013

Methods for treating interstitial cystitis

Assignee: University of Utah Research Foundation
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Quick Facts
Patent No.
US 8,343,942
App. No.
13/069,860
Granted
Jan 1, 2013
Kind
B2
Abstract

Described herein are methods for treating interstitial cystitis in a subject comprising administering to the subject an effective amount of a compound which is a modified hyaluronan or a pharmaceutically acceptable salt or ester thereof, wherein said hyaluronan or its pharmaceutically acceptable salt or ester comprises at least one sulfate group and the primary C-6 hydroxyl proton of at least one N-acetyl-glucosamine residue is substituted with an unsubstituted alkyl group or fluoroalkyl group.

Claims (20)

1. A method for treating interstitial cystitis in a subject comprising administering to the subject an effective amount of a compound which is

a modified hyaluronan or a pharmaceutically acceptable salt or ester thereof, wherein said hyaluronan or its pharmaceutically acceptable salt or ester comprises at least one sulfate group and the primary C-6 hydroxyl proton of at least one N-acetyl-glucosamine residue is substituted with a C 1 -C 10 unsubstituted alkyl group or fluoroalkyl group.

2. The method of claim 1 , wherein the unsubstituted alkyl group is methyl.

3. The method of claim 1 , wherein the fluoroalkyl group has at least one trifluoromethyl group.

4. The method of claim 1 , wherein from 1% to 100% of the primary C-6 hydroxyl protons of the N-acetyl-glucosamine residues are substituted with an unsubstituted alkyl group or fluoroalkyl group.

5. The method of claim 1 , wherein the hyaluronan has a molecular weight less than 10 kDa prior to alkylation, fluoroalkylation, and sulfation.

6. The method of claim 1 , wherein the hyaluronan has a molecular weight from 10 kDa to 2,000 kDa prior to alkylation, fluoroalkylation, and sulfation.

7. The method of claim 1 , wherein at least one C-2 hydroxyl proton and C-3 hydroxyl proton is substituted with a sulfate group.

8. The method of claim 1 , wherein the C-4 hydroxyl proton of the N-acetyl glucosamine residue is substituted with a sulfate group, the C-2 hydroxyl proton of the glucuronic acid residue is substituted with a sulfate group, the C-3 hydroxyl proton of the glucuronic acid residue is substituted with a sulfate group, or any combination thereof.

9. The method of claim 1 , wherein the compound has a degree of sulfation from 0.5 to 4.0 per disaccharide unit.

10. The method of claim 1 , wherein the alkyl group is methyl and at least one C-2 hydroxyl proton and/or C-3 hydroxyl proton is substituted with a sulfate group.

11. The method of claim 1 , wherein the alkyl group is methyl, at least one C-2 hydroxyl proton and/or C-3 hydroxyl proton is substituted with a sulfate group, and the compound has a molecular weight of 2 kDa to 10 kDa.

12. The method of claim 1 , wherein the compound is administered as a pharmaceutical composition.

13. The method of claim 12 , wherein the composition is formulated into a capsule, a tablet, a chewing gum, a lozenge, a powder, beverage, an ointment, a lotion, a cream, a gel, drops, a suppository, a spray, a liquid or a powder.

14. The method of claim 12 , wherein the composition is administered intravenously, intramuscularly, subcutaneously, by ingestion, or topically.

15. The method of claim 12 , wherein the composition is administered topically, wherein the topical administration comprises is transbuccal, sublingual, oral, vaginal, intranasal, rectal, or by intravesical instillation.

16. The method of claim 12 , wherein the composition further comprises an anti-inflammatory agent, an anti-pyretic agent, steroidal and non-steroidal drugs for anti-inflammatory use, a hormone, a growth factor, a contraceptive agent, an antiviral, an antibacterial, an antifungal, an analgesics, a hypnotic, a sedative, a tranquilizer, an anti-convulsant, a muscle relaxant, a local anesthetic, an antispasmodic, an antiulcer drug, a sympathiomimetic agent, a cardiovascular agent, an antitumor agent, or an oligonucleotide.

17. The method of claim 1 , wherein the pharmaceutically acceptable salt is an organic salt, a metal salt, or a combination thereof.

18. The method of claim 1 , wherein the pharmaceutically acceptable salt is a salt selected from the group consisting of NH 4 + , Na + , Li + , K + , Ca +2 , Mg +2 , Fe +2 , Fe +3 , Cu +2 , Al +3 , Zn +2 , 2-trimethylethanolammonium cation (choline), or a quaternary salt of isopropylamine, trimethylamine, diethylamine, triethylamine, tripropylamine, ethanolamine, 2-dimethylaminoethanol, 2-diethylaminoethanol, lysine, arginine, and histidine.

19. The method of claim 1 , wherein the administration of the compound inhibits the activity of LL-37 (SEQ. ID. NO. 1) in the subject.

Assignments (4)
CONFIRMATORY LICENSE Recorded Nov 16, 2016
From: UNIVERSITY OF UTAH
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 040692/0597 →
CONFIRMATORY LICENSE Recorded May 18, 2015
From: UNIVERSITY OF UTAH
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 035706/0441 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 5, 2011
From: PRESTWICH, GLENN D.; OOTTAMASATHIEN, SIAM; JIA, WANJIAN; MCCOARD, LINDSI
To: UNIVERSITY OF UTAH
Reel/Frame 027018/0201 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 5, 2011
From: UNIVERSITY OF UTAH
To: UNIVERSITY OF UTAH RESEARCH FOUNDATION
Reel/Frame 027018/0298 →
Continuity (5)
Continuation In Part 12870774 · Aug 27, 2010
Continuation In Part PCTUS2009039498 · Apr 3, 2009
Provisional Application 61042310 · Apr 4, 2008
Provisional Application 61352550 · Jun 8, 2010
Related Publication 20120021968A1 · Jan 26, 2012