Progesterone phosphate analogs and uses related thereto
This disclosure relates to progesterone phosphate derivatives and uses related thereto. In certain embodiments, the disclosure relates to compounds disclosed herein and uses for managing inflammation such as those resulting from traumatic brain injury or stroke.
1. A compound of Formula IA:
or esters, or salts thereof, wherein:
Z is O;
R 1 is alkyl and R 2 is hydrogen or alkyl, or R 1 and R 2 form a carbocyclic ring;
R 3 is hydrogen, a sodium ion, or a quaternary ammonium ion; and
R 3 ′ is sodium or a quaternary ammonium.
2. The compound of claim 1 , wherein R 1 is methyl.
3. The compound of claim 1 , wherein R 2 is hydrogen.
4. The compound of claim 1 , wherein R 1 and R 2 are methyl.
5. The compound of claim 1 , wherein R 1 and R 2 form a carbocyclic ring and wherein the carbocyclic ring is a saturated carbocyclic ring or an unsaturated carbocyclic ring.
6. The compound of claim 5 , wherein the carbocyclic ring is a saturated carbocylic ring selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.
7. The compound of claim 5 , wherein the carbocyclic ring is an unsaturated carbocyclic ring selected from the group consisting of cyclopentenyl and cyclohexenyl.
8. The compound of claim 1 , wherein R 3 is a sodium ion.
9. The compound of claim 1 , wherein R 3 is a quaternary ammonium ion.
10. The compound of claim 1 , wherein R 3 is hydrogen and R 3′ is a sodium ion.
11. The compound of claim 1 , wherein R 3 is hydrogen and R 3′ is a quaternary ammonium ion.
12. The compound of claim 1 , wherein R 3 and R 3′ are sodium ions.
13. The compound of claim 1 , wherein R 3 and R 3′ are quaternary ammonium ions.
14. A pharmaceutical composition comprising a compound of claim 1 and a pharmaceutically acceptable excipient.
15. The pharmaceutical composition of claim 14 , further comprising a second active therapeutic agent.
16. A method of reducing the symptoms or delaying the progression of stroke or traumatic brain injury comprising administering an effective amount of a pharmaceutical composition of claim 14 to a subject in need thereof.
17. The method of claim 16 , wherein the pharmaceutical composition is administered to a subject that incurred trauma to the head or other organ or tissue.
18. The method of claim 16 , wherein the pharmaceutical composition is administered after a medical procedure.
19. The method of claim 16 , wherein the pharmaceutical composition is administered in combination with a second anti-inflammatory agent.
20. A method of reducing the symptoms of Alzheimer's Disease or Parkinson's Disease comprising administering an effective amount of a pharmaceutical composition of claim 14 to a subject in need thereof.