Formulations of water-soluble derivatives of vitamin e and compositions containing same

Abstract

Provided are compositions that contain water-soluble vitamin E derivative mixtures (compositions), such as tocopheryl polyethylene glycol succinate (TPGS), TPGS analogs, TPGS homologs and TPGS derivatives. The water-soluble vitamin E mixtures contain mixtures that include dimers and monomers of the vitamin E derivative, where the amount of dimer is greater than 12%, such as 29%, 35%, 50%, 60%, and the amount of monomer is less than 87%, by weight, of the water-soluble vitamin E derivative mixture. Also provided are products containing the water-soluble vitamin E derivative mixtures, including concentrates for dilution into aqueous beverages and compositions for direct ingestion.

1 . A composition, comprising:
 a) a water-soluble vitamin E derivative mixture, wherein:
 the water-soluble vitamin E derivative is a polyalkylene glycol derivative of vitamin E; 
 the water-soluble vitamin E derivative mixture comprises about 25% to 65% water-soluble vitamin E derivative dimer; and between about 35% to 65%, inclusive, water-soluble vitamin E derivative monomer; and 
 the monomer and dimer together comprise at least 70%, by weight, of the water-soluble vitamin E mixture in the composition; and 
   b) a non-polar compound or a mixture of non-polar compounds other than the water-soluble vitamin E derivative mixture.   
     
     
         2 . The composition of  claim 1 , further comprising a polar solvent. 
     
     
         3 . The composition of  claim 1 , wherein the polar solvent is a polar protic solvent. 
     
     
         4 . The composition of  claim 1 , wherein the polar solvent is water, a consumable alcohol or mixtures thereof. 
     
     
         5 . The composition of  claim 1 , wherein the polar solvent is selected from among one or more of water, glycerin, propylene glycol, ethylene glycol, tetraethylene glycol, triethylene glycol and trimethylene glycol. 
     
     
         6 . The composition of  claim 1 , wherein the polyalkylene glycol derivative of vitamin E is a polyethylene glycol (PEG) derivative of vitamin E. 
     
     
         7 . The composition of  claim 6 , wherein the PEG derivative of vitamin E contains a PEG moiety having a molecular weight from between or between about 100 Da and 20,000 Da. 
     
     
         8 . The composition of  claim 7 , wherein the PEG derivative of vitamin E is selected from among tocopheryl polyethylene glycol succinate (TPGS), tocopheryl polyethylene glycol sebacate, tocopheryl polyethylene glycol dodecanodioate, tocopheryl polyethylene glycol suberate, tocopheryl polyethylene glycol azelaate, tocopheryl polyethylene glycol citraconate, tocopheryl polyethylene glycol methylcitraconate, tocopheryl polyethylene glycol itaconate, tocopheryl polyethylene glycol maleate, tocopheryl polyethylene glycol glutarate, tocopheryl polyethylene glycol glutaconate, tocopheryl polyethylene glycol fumarate, tocopheryl polyethylene glycol phthalate, tocotrienol polyethylene glycol succinate, tocotrienol polyethylene glycol sebacate, tocotrienol polyethylene glycol dodecanodioate, tocotrienol polyethylene glycol suberate, tocotrienol polyethylene glycol azelaate, tocotrienol polyethylene glycol citraconate, tocotrienol polyethylene glycol methylcitraconate, tocotrienol polyethylene glycol itaconate, tocotrienol polyethylene glycol maleate, tocotrienol polyethylene glycol glutarate, tocotrienol polyethylene glycol glutaconate, tocotrienol polyethylene glycol fumarate and tocotrienol polyethylene glycol phthalate. 
     
     
         9 . The composition of  claim 1 , wherein the water-soluble vitamin E derivative is a PEG derivative of vitamin E that is tocopheryl polyethylene glycol succinate (TPGS). 
     
     
         10 . The composition of  claim 6 , wherein the PEG derivative of vitamin E is a D-α-tocopheryl polyethylene glycol succinate. 
     
     
         11 . The composition of  claim 6 , wherein the PEG derivative of vitamin E is D-α-tocopheryl polyethylene glycol succinate 1000 (TPGS 1000). 
     
     
         12 . The composition of  claim 1 , wherein the monomer in the water-soluble vitamin E derivative mixture comprises between or between about 35% and 55%, by weight, of the water-soluble vitamin E derivative mixture. 
     
     
         13 . The composition of  claim 1 , wherein:
 the monomer comprises between about 40% and 60%, inclusive, by weight, of the water-soluble vitamin E derivative mixture, and the dimer comprises between about 35% and 60%, by weight, of the water-soluble vitamin E derivative.   
     
     
         14 . The composition of  claim 1 , wherein the polar solvent is present in an amount of from between more than 25% to 92%, by weight, of the composition. 
     
     
         15 . The composition of  claim 1 , wherein the amount of water-soluble vitamin E derivative mixture is at least 0.1%, by weight, of the composition. 
     
     
         16 . The composition of  claim 1 , wherein the amount of water-soluble vitamin E derivative mixture is between about 5% and 95%, by weight, of the composition. 
     
     
         17 . The composition of  claim 1 , wherein the amount of water-soluble vitamin E derivative mixture is up to 55%, by weight, of the composition. 
     
     
         18 . The composition of  claim 1 , wherein the amount of polar solvent is present in an amount of from between more than 45% to 80%, by weight, of the composition. 
     
     
         19 . The composition of  claim 1 , wherein the non-polar compound or mixture thereof is present in an amount of from between more than 5% and 15%, by weight, of the composition. 
     
     
         20 . The composition of  claim 1 , wherein the non-polar compound or mixture thereof is present in an amount between about 5% and 15%, by weight, of the composition. 
     
     
         21 . The composition of  claim 1 , wherein the non-polar compound or mixture thereof contains a non-polar active ingredient selected from among polyunsaturated fatty acids (PUFA), coenzyme Q, phytosterols, resveratrol, carotenoids, micronutrients, small molecule drugs, alpha lipoic acid and oil-soluble vitamins. 
     
     
         22 . The composition of  claim 21 , wherein the non-polar compound that contains a PUFA is selected from among fish oil, algae (algal) oil, flaxseed oil, borage oil, saw palmetto extract, safflower oil, coconut oil, soybean oil and conjugated linoleic acid (CLA)-containing compounds and mixtures thereof. 
     
     
         23 . The composition of  claim 21 , wherein the non-polar compound or mixture comprises a PUFA selected from among omega-3 fatty acids, omega-6 fatty acids and omega-9 fatty acids. 
     
     
         24 . A beverage, comprising the composition of  claim 1  and a beverage base. 
     
     
         25 . The beverage of  claim 24 , wherein the beverage base is water, soda, juice, carbonated water, flavored water or flavored carbonated water. 
     
     
         26 . The beverage of  claim 25 , wherein the beverage base is a fruit, vegetable or berry juice, milk, a sports drink, a base that comprises a fruit flavor or flavoring agent, or a carbonated beverage. 
     
     
         27 . The composition of  claim 1 , comprising a stabilizer that is selected from among one or more of carbonates, bicarbonates, acids and antioxidants. 
     
     
         28 . A composition, comprising:
 a water-soluble vitamin E derivative mixture present in an amount of from between 5% and 95% by weight of the composition, wherein the water-soluble vitamin E derivative mixture comprises from between 25 wt % and 69 wt % water-soluble vitamin E monomer and from between 13 wt % and 75 wt % water-soluble vitamin E dimer;   a non-polar compound other than the water-soluble vitamin E derivative mixture present in an amount of from between 1% and 75%, by weight, of the composition;   a preservative present in an amount sufficient to preserve the composition;   a polar solvent present in an amount of from between 45% and 80%, by weight, of the composition; and   a pH adjuster present in an amount sufficient to adjust the pH of the composition to between 2.0 and 4.0.