IP Library Granted Patent US 9,439,915
Granted Patent B2
US 9,439,915 · App. 14/684,793 · Granted Sep 13, 2016

Activated nitric oxide donors and methods of making and using thereof

Inventors: Paul J. Shami (Sandy, UT); Ken M. Kosack (West Valley City, UT)
Assignee: University of Utah Research Foundation
A61K31/655A61K9/1075A61K9/127
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Quick Facts
Patent No.
US 9,439,915
App. No.
14/684,793
Granted
Sep 13, 2016
Kind
B2
Abstract

Described herein are compositions useful in anticancer treatment. The compositions are composed of (a) an O 2 -aryl substituted diazeniumdiolate and (b) an amphiphile, wherein the amount of amphiphile is sufficient to produce a liposome or micelle. The compositions described herein provide numerous advantages such as increased solubility and stability of the O 2 -aryl substituted diazeniumdiolate in vivo. The compositions also do not induce hypotension. Methods for using the compositions in anticancer treatment are also described herein.

Claims (23)

1. A method for treating cancer comprising administering to a subject a micelle composition comprising:

(a) O 2 -(2,4-dinitrophenyl)1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate (JS-K) or the pharmaceutically acceptable salt or ester thereof; and

(b) a poloxamer having the formula

HO(C 2 H 4 O) b (C 3 H 6 O) a (C 2 H 4 O) b H

wherein a is from 50 to 80 and b is from 10 to 25, and

wherein the cancer is leukemia.

2. The method of claim 1 , wherein a is from 50 to 70.

3. The method of claim 1 , wherein the amount of JS-K is less than 0.98% by weight of the micelle.

4. The method of claim 1 , wherein the amount of JS-K is less than 0.52% by weight of the micelle.

5. The method of claim 1 , wherein the composition does not induce hypotension.

6. The method of claim 1 , wherein the composition is administered parenterally, orally, subcutaneously, intralesionally, intraperitoneally, intraveneously, or intramuscularly.

7. A method for killing cancer cells comprising contacting the cancer cells with a micelle composition comprising:

(a) O 2 -(2,4-dinitrophenyl)1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate (JS-K) or the pharmaceutically acceptable salt or ester thereof; and

(b) a poloxamer having the formula

HO(C 2 H 4 O) b (C 3 H 6 O) a (C 2 H 4 O) b H

wherein a is from 50 to 80 and b is from 10 to 25, and

wherein the cancer cells are leukemia cells.

8. A method for reducing the growth of cancer cells comprising contacting the cancer cells with a micelle composition comprising:

(a) O 2 -(2,4-dinitrophenyl)1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate (JS-K) or the pharmaceutically acceptable salt or ester thereof; and

(b) a poloxamer having the formula

HO(C 2 H 4 O) b (C 3 H 6 O) a (C 2 H 4 O) b H

wherein a is from 50 to 80 and b is from 10 to 25, and

wherein the cancer cells are leukemia cells.

Assignments (1)
CONFIRMATORY LICENSE Recorded Jun 21, 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 039096/0941 →
Continuity (3)
Division 12921227
Provisional Application 61034617 · Mar 7, 2008
Related Publication 20150290224A1 · Oct 15, 2015