Melampomagnolide B derivatives

Patent metadata

Field	Value
Publication number	US-9487536-B2
Application number	US-201514676537-A
Country	US
Kind code	B2
Filing date	Apr 1, 2015
Priority date	Nov 8, 2013
Publication date	Nov 8, 2016
Grant date	Nov 8, 2016

Abstract

The present disclosure provides derivatives of melampomagnolide B (MMB), including carbonates, carbamates, thiocarbamates, ester and amide derivatives of MMB. These derivatives are useful for treating cancer in humans.

First claim

What is claimed is:

1. A compound comprising Formula (I):

wherein:
R is selected from the group consisting of

wherein:
R 1 is selected from the group consisting of substituted indoles, substituted heterocyclic aromatic, and substituted aromatic derivatives;
R 2 is selected from the group consisting of substituted indoles; and
R 3 is selected from the group consisting of substituted amines.

2. The compound of claim 1 , wherein Formula (I) comprises:

wherein:
X is selected from the group consisting of S, O, NH, NR 10 ;
R 9 is selected from the group consisting of OMe, Cl, Br and F; and
R 10 is selected from the group consisting of H, CH 3 , benzyl, substituted benzyl, benzoyl, substituted benzoyl, and benzylsulfonyl and substituted benzylsulfonyl.

3. The compound of claim 1 , wherein Formula (I) comprises:

wherein:
R 11 is selected from the group consisting of H, CH 3 , benzyl, substituted benzyl, benzoyl, substituted benzoyl, and benzylsulfonyl and substituted benzylsulfonyl; and
R 12 and R 13 are independently selected from the group consisting of H, F, Cl, Br, OCH 3 , CN, CH 3 , NO 2 and COOCH 3 .

4. The compound of claim 1 , wherein Formula (I) comprises:

wherein:
R 14 is selected from the group consisting of 2-thiophenyl, 3-thiophenyl, 2-pyrazine, 3-pyrazine, 2-amino nicotinic acid, indole-3-acetic acid, indole-3-acrylic acid.

5. The compound of claim 1 , wherein Formula (I) comprises:

wherein:
R 15 is selected from the group consisting of:

6. The compound of claim 1 , wherein Formula (I) comprises:

wherein:
R 1 is selected from the group consisting of substituted indoles, substituted heterocyclic aromatic, aromatic and aliphatic derivatives.

7. A pharmaceutically acceptable salt comprising a compound of claim 1 .

Assignees

• Univ Arkansas
• Univ Colorado Regents
• Regents Of The Univ Of Colorado

Inventors

• Bommagani Shobanbabu
• Crooks Peter
• Penthala Narsimha Reddy
• Janganati Venumadhav
• Jordan Craig T
• Ponder Jessica

Classifications

• C07D493/04 Primary

  Ortho-condensed systems · CPC title