Tocopherol derivatives and methods of use

Patent metadata

Field	Value
Publication number	US-12516035-B2
Application number	US-202217857879-A
Country	US
Kind code	B2
Filing date	Jul 5, 2022
Priority date	Jun 2, 2010
Publication date	Jan 6, 2026
Grant date	Jan 6, 2026

Abstract

Tocol derivative compounds, compositions comprising these tocol derivatives and methods of using the tocol derivatives are provided herein. Specifically the tocol derivatives have a partially unsaturated hydrocarbon tail and are thus distinct from the tocopherols. The hydrocarbon tails do not have a trans carbon-carbon double bond in the second isoprene unit of the hydrocarbon tail and are distinct from the tocotrienols. The compounds are expected to allow improved interaction with the α-tocopherol transfer protein receptor than the tocotrienols and better bioactivity than the tocopherols.

First claim

We claim:

1 . A method of treating a condition in a subject comprising administering an effective amount of a pharmaceutical composition to the subject,
wherein the condition is selected from the group consisting of radiation exposure, cardiovascular disease, coronary artery disease, age-related macular degeneration, cataracts, glaucoma, chronic pain, chronic fatigue syndrome, fever, edema, diabetes mellitus, rheumatoid diseases, septic shock, and Alzheimer's disease, wherein the pharmaceutical composition comprises a compound selected from the group consisting of:

2 . The method of claim 1 , wherein the subject is in need of treatment with an antioxidant agent, an anti-inflammatory agent, an immunoregulatory agent, an anti-thrombotic agent, an anti-atherogenic agent, a hypocholesterolemic agent or an HMG-COA reductase inhibitor.

3 . The method of claim 1 , wherein the condition is radiation exposure.

4 . The method of claim 1 , wherein the condition is cardiovascular disease.

5 . The method of claim 4 , wherein the treatment is effective to decrease lipoprotein levels, decrease cholesterol levels or decrease triglycerides in the subject.

6 . The method of claim 1 , wherein the pharmaceutical composition is in a dosage form comprising at least 50 μg of the compound per dosage form.

Assignees

• Bioventures Llc
• Us Veterans Affairs

Inventors

• Compadre Cesar
• Breen Philip J
• Hauer-Jensen Martin
• Varughese Kottayil
• Kumar K Sree

Classifications

• C07D311/58

  other than with oxygen or sulphur atoms in position 2 or 4 · CPC title

• C07D311/72 Primary

  3,4-Dihydro derivatives having in position 2 at least one methyl radical and in position 6 one oxygen atom, e.g. tocopherols · CPC title