IP Library Granted Patent US 8,685,951
Granted Patent B2
US 8,685,951 · App. 12/055,790 · Granted Apr 1, 2014

Compositions and methods for cytoprotection

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Quick Facts
Patent No.
US 8,685,951
App. No.
12/055,790
Granted
Apr 1, 2014
Kind
B2
Abstract

The present invention provides compositions and methods for cytoprotection. In particular, it provides zinc chelate compositions comprising at least one zinc ion and at least one aminothiol ligand.

Claims (33)

1. A method for protecting a mammalian cell from a cellular injury, the method comprising contacting the cell with a zinc chelate such that the cell has less damage than a comparable cell not contacted with the zinc chelate, wherein the cellular injury is chosen from chemical injury, thermal injury, ischemia-reperfusion injury, and mechanical trauma, and the zinc chelate comprises at least one zinc ion and at least one ligand selected from the group consisting of a compound comprising Formula (I), a compound comprising Formula (II), captopril, and 3,5-diisopropylsalicylic acid, the compounds comprising Formulas (I) or (II) having the following structures:

wherein:

R 1 is selected from the group consisting of hydrogen and acyl;

R 2 and R 3 are independently selected from the group consisting of hydrogen, alkyl, alkylamino, carboxyl, carboxylate ester, and carboxamide;

R 4 and R 5 are independently selected from the group consisting of hydrogen, alkyl, carboxyl, carboxylate ester, and carboxamide, or together R 4 and R 5 form ═O;

R 6 is selected from the group consisting of hydrogen, alkyl, and acyl;

R 1′ and R 2′ are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, and alkenyl, or together R 1′ and R 2′ form ═O; and

R 3′ and R 4′ are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkenyl, and (CHOH) n CH 2 OH, or together R 3′ and R 4′ form ═O, wherein n is an integer from 1 to 4.

2. The method of claim 1 , wherein the compound comprising Formula (I) is selected from the group consisting of N-acetylcysteine, cysteamine, cysteine, N-(2-mercaptopropionyl)glycine, and penicillamine, and the compound comprising Formula (II) is selected from the group consisting of 2-oxothiazolidine-4-carboxylic acid, 2-n-propylthiazolidine-4-carboxylic acid, 2-(1-ribosyl)thiazolidine-4-carboxylic acid, and thiazolidine-4-carboxylic acid.

3. The method of claim 1 , wherein the contacting between the cell and the zinc chelate occurs before the cellular injury.

4. The method of claim 1 , wherein the contacting between the cell and the zinc chelate occurs after the cellular injury.

5. The method of claim 1 , wherein the cell is within a subject selected from the group consisting of a primate, a companion animal, a zoo animal, and an agricultural animal.

6. The method of claim 1 , wherein the cell is within a human.

7. A method for protecting a mammalian cell from a radiation injury, the method comprising contacting the cell with a zinc chelate such that the cell has less damage than a comparable cell not contacted with the zinc chelate, wherein the zinc chelate comprises at least one zinc ion and at least one aminothiol ligand selected from the group consisting N-acetylcysteine, captopril, penicillamine, and a compound comprising Formula (II):

wherein:

R 1′ and R 2′ are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, and alkenyl, or together R 1′ and R 2′ form ═O; and

R 3′ and R 4′ are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkenyl, and (CHOH) n CH 2 OH, or together R 3′ and R 4′ form ═O, wherein n is an integer from 1 to 4.

8. The method of claim 7 , wherein the radiation is selected from the group consisting of gamma radiation, beta radiation, X-ray radiation, and ultraviolet radiation.

9. The method of claim 7 , wherein the compound comprising Formula (II) is selected from the group consisting of 2-(1-ribosyl)thiazolidine-4-carboxylic acid, 2-n-propylthiazolidine-4-carboxylic acid, 2-oxothiazolidine-4-carboxylic acid, and thiazolidine-4-carboxylic acid.

10. The method of claim 7 , wherein the zinc chelate is contacted with the cell before the cell is subjected to the radiation.

11. The method of claim 7 , wherein the zinc chelate is contacted with the cell after the cell is subjected to the radiation.

12. The method of claim 7 , wherein the cell is within a subject selected from the group consisting of a primate, a companion animal, a zoo animal, and an agricultural animal.

13. The method of claim 7 , wherein the cell is within a human.

14. The method of claim 12 , wherein the zinc chelate is administered to the subject in a route selected from the group consisting of oral, inhalation, transdermal, transmucosal, intravenous, intramuscular, and subcutaneous.

15. The method of claim 12 , wherein the zinc chelate is administered to the subject in an oral dosage form.

16. The method of claim 14 , wherein the zinc aminothiol zinc chelate is administered to the subject from about 0.5 hour to about 1 hour before exposure to the radiation at a dose of about 0.01 to about 2.5 grams, and administered to the subject every four to six hours after the radiation at a dose of about 0.01 to about 2 grams for about seven days.

17. The method of claim 14 , wherein the zinc chelate is administered to the subject from about 0.5 hour to about 1 hour before exposure to the radiation at a dose of about 0.5 grams, and administered to the subject every four to six hours after the radiation at a dose of about 0.25 grams for about seven days.

18. The method of claim 14 , wherein the zinc chelate is administered to the subject every four to six hours after the radiation at a dose of about 0.01 to about 2 grams for about seven days.

19. The method of claim 14 , wherein the zinc chelate is administered to the subject every four to six hours after the radiation at a dose of about 0.25 grams for about seven days.

20. The method of claim 15 , wherein the zinc chelate is coadministered with an agent selected from the group consisting of a buffering agent, a proton pump inhibitor, and a histamine H2 blocker.

21. The method of claim 7 , wherein the zinc chelate is zinc-2-(1-ribosyl)thiazolidine-4-carboxylic acid (Zn-RibCys).

22. The method of claim 1 , wherein the zinc chelate is zinc-2-(1-ribosyl)thiazolidine-4-carboxylic acid (Zn-RibCys).

23. The method of claim 7 , wherein the zinc chelate is selected from the group consisting of zinc-N-acetylcysteine (Zn-NAC), zinc-penicillamine (Zn-penicillamine), zinc-captopril (Zn-captopril), zinc-2-(1-ribosyl)thiazolidine-4-carboxylic acid (Zn-RibCys), and zinc-thiazolidine-4-carboxylic acid (Zn-PTCA).

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2018
From: BOARD OF TRUSTEES OF THE UNIVERSITY OF ARKANSAS
To: BIOVENTURES, LLC
Reel/Frame 047667/0515 →
CONFIRMATORY LICENSE Recorded May 6, 2014
From: UNIV OF ARKANSAS FOR MED SCIS
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 032835/0447 →
CONFIRMATORY LICENSE Recorded Jan 31, 2011
From: BASNAKIAN, ALEXEI G
To: DEPARTMENT OF VETERANS AFFAIRS
Reel/Frame 025724/0727 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 21, 2008
From: BASNAKIAN, ALEXEI G.; WALKER, RICHARD B.; MARTIN, ANNE
To: THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ARKANSAS
Reel/Frame 021265/0107 →