Aspirin derivatives and uses thereof
View Patent ↗The present invention provides novel aspirin derivatives useful for preventing and/or treating cancer. The novel compounds of this invention may be particularly useful for the prevention and/or treatment of cancers affecting the gastrointestinal system, such as colorectal cancer.
1. A compound having the following structure
or a pharmaceutically acceptable salt or prodrug thereof,
wherein:
E is —O—;
each of R A and R C is independently —H or —OH;
each of R D and R B is independently —H, —OH or —O—C 1-6 alkyl; and
R E is —O—C 1-6 acyl.
2. The compound of claim 1 , wherein R A is —OH.
3. The compound of claim 1 , wherein said compound has the structure
wherein:
each of R B and R D is independently —OH or —O—C 1-6 alkyl; and
R E is —O—C(O)-Me.
4. The compound of claim 3 , wherein each of R B and R D is —OH.
5. The compound of claim 3 , wherein each of R B and R D is independently —O—C 1-6 alkyl.
6. The compound of claim 3 , wherein each of R B and R D is independently —O—C 1-3 alkyl.
7. The compound of claim 3 , wherein each of R B and R D is —O-Me.
8. The compound of claim 1 , wherein said compound has the structure
wherein:
R A is —OH;
R C is —H or —OH; and
R E is —O—C 1-6 acyl.
9. The compound of claim 8 , wherein R C is —OH and R E is —O—C(O)Me.
10. A compound of Formula IV or Formula V
or a pharmaceutically acceptable salt or prodrug thereof.
11. A pharmaceutical composition, comprising:
a compound having the following structure
or pharmaceutically acceptable salt thereof; and
a pharmaceutically acceptable carrier,
wherein:
E is —O—;
each of R A and R C is independently —H or —OH;
each of R D and R B is independently —H, —OH or —O—C 1-6 alkyl; and
R E is —O—C 1-6 acyl.
12. The pharmaceutical composition of claim 11 , wherein said compound has the following structure
wherein:
each of R B and R D is independently —OH or —O—C 1-6 alkyl; and
R E is —O—C(O)-Me.
13. The pharmaceutical composition of claim 12 , wherein each of R B and R D is —OH.
14. The pharmaceutical composition of claim 12 , wherein each of R B and R D is —O-Me.
15. The pharmaceutical composition of claim 11 , wherein said compound has the following structure
wherein:
R A is —OH;
R C is —H or —OH; and
R E is —O—C 1-6 acyl.
16. The pharmaceutical composition of claim 15 , wherein R C is —OH and R E is —O—C(O)Me.
17. A pharmaceutical composition, comprising:
a compound of Formula IV or Formula V
or a pharmaceutically acceptable salt or prodrug thereof; and
a pharmaceutically acceptable carrier.
18. A compound having the following structure: