C-linked glucuronide of N-(4-hydroxybenzyl) retinone, analogs thereof, and methods of using the same to inhibit neoplastic cell growth
Compounds of the formula: are described, along with pharmaceutical compositions containing these compounds, and methods of using the compounds to prevent and to treat cancer in mammals, including humans.
1. A compound of Formula I:
wherein X is CH 2 ; Y is C 1 -C 6 alkylene; and R is selected from the group consisting of hydrogen,
wherein R 1 is selected from the group consisting of H, COOH, and C 1 -C 6 -hydroxyalkyl;
R 2 is selected from the group consisting of H and ═O;
or a salt thereof.
2. The compound of claim 1 , wherein R is hydrogen.
3. The compound of claim 1 , wherein R is
4. The compound of claim 3 , wherein R 1 is H.
5. The compound of claim 3 , wherein R 1 is COOH.
6. The compound of claim 3 , wherein R 1 is CH 2 OH.
7. The compound of claim 1 , wherein R is
8. The compound of claim 1 , wherein R 2 is H.
9. The compound of claim 1 , wherein R 2 is ═O.
10. A pharmaceutical composition for inhibiting formation of breast cancer and treating breast cancer in mammals, the composition comprising an effective cancer cell growth-inhibiting amount of a compound according to claim 1 , or a pharmaceutically-suitable salt thereof, optionally in combination with a pharmaceutically-suitable carrier.
11. The composition of claim 10 , comprising the compound wherein R is hydrogen.
12. The composition of claim 10 , comprising the compound wherein R is
13. The composition of claim 12 , comprising the compound wherein R 1 is H.
14. The composition of claim 12 , comprising the compound wherein R 1 is COOH.
15. The composition of claim 12 , comprising the compound wherein R 1 is CH 2 OH.
16. The composition of claim 10 , comprising a compound according to claim 1 wherein R is
17. The composition of claim 10 , wherein R 2 is H.
18. The composition of claim 10 , wherein R 2 is ═O.
19. A method of inhibiting formation of breast cancer and treating breast cancer in mammals, the method comprising administering a cancer cell growth-inhibiting amount of a compound according to claim 1 , or a pharmaceutically-suitable salt thereof, to a patient in need thereof.
20. The method of claim 19 , wherein a compound according to claim 1 wherein R is hydrogen is administered to the patient.
21. The method of claim 19 , wherein a compound according to claim 1 wherein R is
is administered to the patient.
22. The method of claim 21 , wherein a compound wherein R 1 is H is administered to the patient.
23. The method of claim 21 , wherein a compound wherein R 1 is COOH is administered to the patient.
24. The method of claim 21 , wherein a compound wherein R 1 is CH 2 OH is administered to the patient.
25. The method of claim 19 , wherein a compound according to claim 1 wherein R is
is administered to the patient.
26. The method of claim 19 , wherein a compound according to claim 1 wherein R 2 is H is administered to the patient.
27. The composition of claim 19 , wherein a compound according to claim 1 wherein R 2 is ═O is administered to the patient.
28. The method of claim 19 , wherein the compound is administered to a human patient in need thereof.