IP Library Granted Patent US 7,572,788
Granted Patent B2
US 7,572,788 · App. 10/427,211 · Granted Aug 11, 2009

Compositions and methods relating to novel compounds and targets thereof

Assignee: The Regents of the University of Michigan
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 7,572,788
App. No.
10/427,211
Granted
Aug 11, 2009
Kind
B2
Abstract

The present invention relates to novel chemical compounds, methods for their discovery, and their therapeutic use. In particular, the present invention provides benzodiazepine derivatives and methods of using benzodiazepine derivatives as therapeutic agents to treat a number of conditions associated with the faulty regulation of the processes of programmed cell death, autoimmunity, inflammation, and hyperproliferation, and the like.

Claims (33)

1. A method for increasing superoxide levels or altering cellular ATP levels in target cells having mitochondria comprising:

a. providing:

i. target cells having mitochondria;

ii. a composition comprising a benzodiazepine compound that binds to oligomycin sensitivity conferring protein within the mitochondria, wherein said benzodiazepine compound does not bind to a central benzodiazepine receptor, and binds only with low affinity to a peripheral benzodiazepine receptor, wherein said benodiazepine compound is a compound of formula I or II, wherein formula I is represented by:

including pharmaceutically acceptable salts thereof; wherein R 1 is selected from group consisting of phenol; 1-napthalenol; 2 napthalenol;

and quinolines;

R 2 comprises a chemical moiety comprising a hydroxyl group; wherein R1 and R2 include both R or S enantiomeric forms and racemic mixtures; and

formula II is represented by:

including pharmaceutically acceptable salts and both R and S enantiomeric forms and racemic mixtures thereof; wherein

R 1 is alkyl;

R 2 is halogen;

R 5 is one of the following:

n is 0-5; and

b. exposing said cells to said composition such that said benzodiazepine compound binds to said oligomycin sensitivity conferring protein within said mitochondria so as to increase superoxide levels or alter cellular ATP levels in said target cells.

2. The method of claim 1 , wherein said target cells are in vitro cells.

3. The method of claim 1 , wherein said target cells are in vivo cells.

4. The method of claim 1 , wherein said target cells are ex vivo cells.

5. The method of claim 1 , wherein said target cells are cancer cells.

6. The method of claim 1 , wherein said target cells are selected from the group consisting of B cells, T cells, and granulocytes.

7. A method of claim 1 , wherein the benzodiazepine compound is a compound of formula I, and R2 is selected from the group consisting of:

wherein R1 and R2 include both R or S enantiomeric forms and racemic mixtures.

8. The method of claim 1 , wherein said exposing step results in an increase in cell death of said target cells.

9. The method of claim 1 , wherein the benzodiazepine compound is a compound of formula I, and R 2 is

10. The method of claim 7 , wherein said target cells are cancer cells.

11. The method of claim 7 , wherein the target cells are selected from the group consisting of B cells, T cells, and granulocytes.

12. The method of claim 1 , wherein said benzodiazepine compound is a compound of formula II.

13. The method of claim 12 , wherein R 5 is

14. The method of claim 12 , wherein said target cells are cancer cells.

15. The method of claim 12 , wherein said target cells are selected from the group consisting of B cells, T cells, and granulocytes.

16. The method of claim 7 , wherein the method increases superoxide levels in cells having mitochondria.

17. The method of claim 12 , wherein the method increases superoxide levels in cells having mitochondria.

18. The method of claim 7 , wherein said cells are exposed to said benzodiazepine compound at a concentration of less than 10 μM.

19. The method of claim 12 , wherein said cells are exposed to said benzodiazepine compound at a concentration of less than 10 μM.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jan 14, 2021
From: UNIVERSITY OF MICHIGAN
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 054920/0156 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 22, 2003
From: GLICK, GARY D.; OPIPARI, ANTHONY W.
To: REGENTS OF THE UNIVERSITY OF MICHIGAN, THE
Reel/Frame 014522/0695 →
Continuity (10)
Continuation In Part 1021787800 · Aug 13, 2002
Continuation 0976728300 · Jan 22, 2001
Continuation 0970010100
Provisional Application 6039667000 · Jul 18, 2002
Provisional Application 6031368900 · Aug 20, 2001
Provisional Application 6031256000 · Aug 15, 2001
Provisional Application 6019185500 · Mar 24, 2000
Provisional Application 6016551100 · Nov 15, 1999
Provisional Application 6013176100 · Apr 30, 1999
Related Publication 20050261176A1 · Nov 24, 2005