IP Library Granted Patent US 8,722,899
Granted Patent B2
US 8,722,899 · App. 13/631,025 · Granted May 13, 2014

Desferrithiocin polyether analogues

Inventor: Raymond J. Bergeron, Jr. (Gainesville, FL)
Assignee: University of Florida Research Foundation, Inc.
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Quick Facts
Patent No.
US 8,722,899
App. No.
13/631,025
Granted
May 13, 2014
Kind
B2
Abstract

Compounds represented by structural formulas described herein, such as Structural Formula (I): or a pharmaceutically acceptable salt thereof are useful in treating conditions such as metal overload, oxidative stress, and neoplastic and preneoplastic conditions.

Claims (30)

1. A method of reducing oxidative stress in a subject in need of treatment therefor, comprising administering to the subject a therapeutically effective amount of a compound represented by Structural Formula (I):

wherein:

R 1 is —H or an acyl group;

R 2 is —[(CH 2 ) n —O] x —[(CH 2 ) n —O] y —R′;

R 3 , R 4 and R 5 are each independently —H, an alkyl group, or —OR 11 ;

R 6 , R 7 , and R 8 are each independently —H or an alkyl group;

R 9 is —OR 12 or —N(OH)R 13 ;

R 11 is —H, an alkyl group or an acyl group;

R 12 is —H or an alkyl group;

R 13 is an alkyl group;

R 14 is an alkyl group;

R′ is an alkyl group;

m is an integer from 1 to 8;

each n is independently an integer from 1 to 8;

x is an integer from 1 to 8;

y is an integer from 0 to 8; and

Z is —C(O)R 14 or

or a pharmaceutically salt thereof.

2. The method of claim 1 , wherein the compound is represented by structural Formula VI:

or a pharmaceutically acceptable salt thereof.

3. The method of claim 1 , wherein R 9 is —OR 12 ; R 8 is —H or —CH 3 ; R 6 and R 7 are independently —H or —CH 3 ; and R 3 , R 4 , and R 5 are each —H.

4. The method of claim 1 , wherein R 9 is —OR 12 ; R 8 is —H or —CH 3 ; and R 3 , R 4 , R 5 , R 6 , and R 7 are each —H.

5. The method of claim 4 , wherein R 2 is —[(CH 2 ) n —O] x —R′; n is 1 to 4; and x is 1 to 4.

6. The method of claim 1 , wherein the compound is represented by a structural formula selected from one of Structural Formulas (IV)-(IX):

or a pharmaceutically acceptable salt of any of the foregoing.

7. The method of claim 1 , wherein R 9 is —OR 12 .

8. The method of claim 7 , wherein R 8 is —H or —CH 3 .

9. The method of claim 8 , wherein R 6 and R 7 are independently —H or —CH 3 .

10. The method of claim 1 , wherein the compound is represented by structural Formula V:

or a pharmaceutically acceptable salt thereof.

Assignments (2)
CONFIRMATORY LICENSE Recorded Mar 6, 2017
From: UNIVERSITY OF FLORIDA
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 041891/0751 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 25, 2012
From: BERGERON, RAYMOND J., JR.
To: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.
Reel/Frame 029191/0957 →
Continuity (4)
Continuation 11973001 · Oct 4, 2007
Continuation PCTUS2006010945 · Mar 22, 2006
Provisional Application 60668045 · Apr 4, 2005
Related Publication 20130030028A1 · Jan 31, 2013