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US 7,351,844 B2Granted
Bipolar trans carotenoid salts and their uses
AssigneeDiffusion Pharmaceuticals LLC
InventorsJohn L. Gainer, Raymond C. Grabiak
Life of this patent
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Abstract
The invention relates to trans carotenoid salt compounds, methods for making them, methods for solubilizing them and uses thereof. These compounds are useful in improving diffusivity of oxygen between red blood cells and body tissues in mammals including humans.
Claims16
A compound having the structure:
- YZ-TCRO-ZY
- where:
- Y=a cation
- Z=polar group which is associated with the cation, and
- TCRO=trans carotenoid skeleton having pendant groups X, wherein the pendant groups X, which can be the same or different, are a linear or branched group having 10 or less carbon atoms, or a halogen
- wherein said compound is not TSC or a norbixin salt.
3 more elements
A method of synthesizing a BTCS compound having the formula
- YZ-TCRO-ZY
- where:
- Y=a cation
- Z=a polar group which is associated with the cation, and
- TCRO=trans carotenoid skeleton,
- comprising the steps of:
- a) coupling a symmetrical dialdehyde containing conjugated carbon-carbon double bonds with a triphenylphosphorane,
- b) saponifying the product of step a) to yield said BTCS compound.
5 more elements
A method of saponifying a symmetrical diester containing conjugated carbon-carbon double bonds to form a BTCS, comprising the steps of:
- a) solubilizing the symmetrical diester containing conjugated carbon-carbon double bonds with a compound selected from the group consisting of methanol, ethanol, propanol and isopropanol, and
- b) mixing the solution of step a) with a base to from said BTCS.
Dependencies are inferred from the claim text.