Medium chain fatty acid esters of β-hydroxybutyrate and butanediol and compositions and methods for using same
Aspects of the present disclosure include fatty acid β-hydroxyester compounds (e.g., fatty acid esters of β-hydroxybutyrate), fatty acid esters of butanediol, and pharmaceutically acceptable salts thereof. Also provided are pharmaceutical compositions having one or more fatty acid β-hydroxyester compounds and/or one or more fatty acid esters of butanediol. Methods for treating a subject by administering one or more esters to the subject are also provided. Kits containing one or more of the subject esters are also described.
1. A compound of the formula:
or a compound of Formula II:
Formula II, and salts, solvates or hydrates thereof, wherein:
R 4 is H or C(1-6) alkyl or substituted alkyl; and
R 5 and R 6 are independently unsubstituted or substituted C(4-30) alkyl.
2. The compound of claim 1 , wherein said compound comprises a compound of Formula II.
3. The compound of claim 2 , wherein R 4 is an unsubstituted C(1-6) alkyl.
4. The compound of claim 3 , wherein R 4 is methyl.
5. The compound of claim 2 , wherein R 5 and R 6 are independently unsubstituted C(6-18) alkyl.
6. The compound of claim 2 , wherein R 5 and R 6 are independently unsubstituted C6 alkyl or independently unsubstituted C8 alkyl.
7. The compound of claim 2 , wherein the compound is a compound of Formula IIa:
Formula IIa.
8. The compound of claim 2 , wherein the compound is a compound of Formula
Formula IIb.
9. The compound of claim 1 , wherein said compound is a compound having the formula:
10. The compound of claim 1 , wherein said compound is a compound having the formula:
11. The compound of claim 1 , wherein said compound is a compound having the formula:
12. The compound of claim 1 , wherein said compound is a compound having the formula:
13. The compound of claim 1 , wherein said compound is a compound having the formula:
14. An oral preparation comprising one or more compounds of claim 1 and a preservative and/or a flavoring agent.
15. The oral preparation of claim 14 , wherein said preparation comprises water.
16. The oral preparation of claim 15 , wherein said preparation comprises a syrup or an elixir.
17. The oral preparation of claim 15 , wherein said preparation comprises a suspension.
18. The oral preparation of claim 14 , wherein said preparation comprises a binder.
19. The oral preparation of claim 18 , wherein said preparation comprises a binder selected from the group consisting of cellulose, methylcellulose, hydroxymethylcellulose, polypropylpyrrolidone, polyvinylpyrrolidone, gelatin, gum arabic, poly(ethylene glycol), sucrose, and starch.
20. The oral preparation of claim 14 , wherein said preparation comprises a flavoring agent.
21. The oral preparation of claim 20 , wherein said preparation comprises a flavoring agent selected from the group consisting of citric acid, menthol, glycine, and orange powder.
22. The oral preparation of claim 14 , wherein said preparation comprises a preservative.
23. The oral preparation of claim 22 , wherein said preparation comprises a preservative selected from the group consisting of sodium benzoate, sodium bisulflte, methylparaben, and propylparaben.
24. The oral preparation of claim 14 , wherein said compound comprises one or more compounds selected from the group consisting of
25. An ingestible composition comprising one or more compounds of claim 1 .
26. The ingestible composition of claim 25 , wherein said composition comprises a food supplemented with one or more of said compounds.
27. The ingestible composition of claim 25 , wherein said one or more compounds comprises one or more compounds selected from the group consisting of
28. A food supplement comprising one or more compounds of claim 1 .
29. The food supplement of claim 28 , wherein said food supplement comprises one or more additional components of a ketogenic diet.
30. The food supplement of claim 28 , wherein said compound comprises a compound selected from the group consisting of