IP Library Granted Patent US 11,466,045
Granted Patent B2
US 11,466,045 · App. 16/670,707 · Granted Oct 11, 2022

Mithramycin oxime derivatives having increased selectivity and anti-cancer activity

Inventors: Jon S. Thorson (Lexington, KY); Jurgen Rohr (Lexington, KY); Markos Leggas (Lexington, KY); Joseph M. Eckenrode (Lexington, KY); Yinan Zhang (Jiangsu, CN); Yang Liu (Lexington, KY); Jianjun Zhang (Lexington, KY); Khaled Attia Shaaban Mahmoud (Lexington, KY)
Assignee: University of Kentucky Research Foundation
C07H15/24A61P35/00C07H15/26
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Quick Facts
Patent No.
US 11,466,045
App. No.
16/670,707
Granted
Oct 11, 2022
Kind
B2
Abstract

Compounds described herein are mithramycin (MTM) oxide (OX) derivatives and MTM Hydrazine (HY) derivatives. These compounds are useful for treatment of cancers and neuro-diseases.

Claims (19)

1. A compound having the following formula:

or a pharmaceutically acceptable salt thereof, wherein

R is

R 2 is OH, alkyl excluding methyl, alkylaryl, aryl, acyl, alkene, alkylalkene, alkyne, alkylalkyne, acyl, acylaryl, amino acid, amino acid dipeptide, acyl-amino acid, acyl-amino acid dipeptide, so long as R 2 is not CH 2 COOH;

R 3 is OH; and

X is O.

2. The compound of claim 1 , wherein R 2 is acylaryl, acyl-amino acid, or acyl-amino acid dipeptide.

3. The compound of claim 2 , wherein R 2 is acylaryl comprising a quinolone, a benzothizole, a phenyl, a pyridine, or an indol group.

4. The compound of claim 1 , wherein R 2 comprises a quinolone, a benzothizole, a phenyl, a pyridine, or an indol group.

5. The compound of claim 1 , wherein R 2 comprises an amino acid or amino acid dipeptide group, or a substituted amino acid or amino acid dipeptide group.

6. A compound having the following formula:

or a pharmaceutically acceptable salt thereof, wherein R is selected from the group consisting of:

7. A method of treating cancer or neuro-disease in a patient in need thereof, the method comprising administering to the patient a therapeutically effective amount of the compound of claim 1 .

8. The method of claim 7 , wherein the method comprises treating Ewing sarcoma.

9. The method of claim 7 , wherein the method comprises treating prostate cancer.

10. The method of claim 7 , wherein the method comprises treating colon cancer.

11. The method of claim 7 , wherein the method comprises treating lung cancer.

12. The method of claim 7 , wherein the method comprises treating leukemia or lymphoma.

13. A method for selectively modulating the activity of a target ETS transcription factor in a patient in need thereof, including administering to the patient a therapeutically effective amount of the compound of claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 20, 2020
From: THORSON, JON S.; ROHR, JURGEN; LEGGAS, MARKOS; ECKENRODE, JOSEPH; ZHANG, YINAN; LIU, YANG; ZHANG, JIANJUN; MAHMOUD, KHALED ATTIA SHAABAN
To: UNIVERSITY OF KENTUCKY RESEARCH FOUNDATION
Reel/Frame 052717/0104 →
Continuity (2)
Provisional Application 62753205 · Oct 31, 2018
Related Publication 20200131218A1 · Apr 30, 2020
Cited By (1)
US 12,648,957