Unsaturated steroid compounds
View Patent ↗The invention relates to methods to manipulate stem cells in vivo and in vitro to treat, e.g., a condition where cell or tissue repair is needed.
1. A compound having the structure
wherein,
R 1 is —OH, ester or ether;
R 2 is —OH an oxygen linked ester or an oxygen linked ether;
R 3 is —OH, ester, ether or halogen;
R 4 is —OH, ester, ether or optionally substituted amine; and
R 5 is —CH 3 , —CH 2 OH, —CHO, —C 2 H 5 or —C 3 H 7 .
2. The compound of claim 1 wherein R 1 , R 2 and R 4 independently are —OH or —O—C(O)—CH 3 and R 3 is —OH, —F or —O—C(O)—CH 3 .
3. The compound of claim 2 wherein R 1 , R 2 and R 4 are —OH and R 3 is —OH or —F.
4. The compound of claim 2 wherein the compound has the structure
5. The compound of claim 2 wherein the compound has the structure
6. The compound of claim 2 wherein the compound has the structure
7. The compound of claim 2 wherein the compound has the structure
8. The compound of claim 2 wherein the compound has the structure
9. The compound of claim 1 wherein R 4 is —O—C(O)—CH 3 , —O—C(O)—CH 2 CH 3 , —NH—C(O)—CH 3 , —NH—C(O)—OCH 3 , —NHCH 3 , —NH(CH 3 ) 2 , alkylamine, dialkylamine, an N-linked carbamate, an N-linked amino acid or an N-linked heterocycle.
10. The compound of claim 9 wherein R 1 and R 2 independently are —OH or —O—C(O)—CH 3 and R 3 is —OH, —F or —O—C(O)—CH 3 .
11. The compound of claim 1 wherein R 2 is —OH.
12. A compound having the structure
wherein the dotted line is an optional double bond,
R 1 is ester or ether;
R 2 is —OH, ester or ether;
R 3 is —OH, ester, ether or halogen;
R 4 is optionally substituted amine; and
R 5 is —CH 3 , —CH 2 OH, —CHO, —C 2 H 5 or —C 3 H 7 .
13. The compound of claim 12 wherein R 4 is NH—C(O)—CH 3 , —NH—C(O)—OCH 3 , —NHCH 3 , —NH(CH 3 ) 2 , alkylamine, dialkylamine, an N-linked carbamate, an N-linked amino acid or an N-linked heterocycle.
14. The compound of claim 13 wherein R 2 is —OH or —O—C(O)—CH 3 and R 3 is —OH, —F or —O—C(O)—CH 3 .
15. A compound having the structure
wherein the dotted line is an optional double bond,
R 1 is —OH, ester or ether;
R 2 is —OH, ester or ether;
R 3 is —OH, ester, ether or halogen;
R 4 is —OH, ester, ether or optionally substituted amine; and
R 5 is —CH 3 , —CH 2 OH, —CHO, —C 2 H 5 or —C 3 H 7 .
16. The compound of claim 15 wherein R 1 , R 2 and R 4 independently are —OH or —O—C(O)—CH 3 and R 3 is —OH, —F or —O—C(O)—CH 3 .
17. The compound of claim 16 wherein the compound has the structure
18. The compound of claim 16 wherein the compound has the structure
19. The compound of claim 15 wherein R 4 is —O—C(O)—CH 3 , —O—C(O)—CH 2 CH 3 , —NH—C(O)—CH 3 , —NH—C(O)—OCH 3 , —NHCH 3 , —NH(CH 3 ) 2 , alkylamine, dialkylamine, an N-linked carbamate, an N-linked amino acid or an N-linked heterocycle.
20. The compound of claim 15 wherein R 1 and R 2 independently are —OH or —O—C(O)—CH 3 and R 3 is —OH, —F or —O—C(O)—CH 3 .
21. A compound having the structure
wherein the dotted lines are optional double bonds,
R 1 is —OH, ester or ether;
R 2 is —OH, ester or ether;
R 3 is —OH, ester, ether or halogen;
R 4 is —OH, ester, ether or optionally substituted amine; and
R 5 is —CH 3 , —CH 2 OH, —CHO, —C 2 H 5 or —C 3 H 7 .
22. The compound of claim 21 wherein R 1 , R 2 and R 4 independently are —OH or —O—C(O)—CH 3 and R 3 is —OH, —F or —O—C(O)—CH 3 .
23. The compound of claim 22 wherein the compound has the structure
24. The compound of claim 22 wherein the compound has the structure
25. The compound of claim 21 wherein R 4 is —O—C(O)—CH 3 , —O—C(O)—CH 2 CH 3 , —NH—C(O)—CH 3 , —NH—C(O)—OCH 3 , —NHCH 3 , —NH(CH 3 ) 2 , alkylamine, dialkylamine, an N-linked carbamate, an N-linked amino acid or an N-linked heterocycle.
26. The compound of claim 25 wherein R 1 and R 2 independently are —OH or —O—C(O)—CH 3 and R 3 is —OH, —F or —O—C(O)—CH 3 .