Process for isolation, purification, and recrystallization of lutein from saponified marigold oleoresin and uses thereof

Abstract

A method of isolating, purifying and recrystallizing substantially pure lutein, preferably from saponified marigold oleoresin in its pure free form, apart from chemical impurities and other carotenoids. Lutein may be used as an analytical standard or in cancer prevention trials and as a safe and effective color additive for human food.

1. The carotenoid composition consisting essentially of substantially pure lutein crystals derived from plant extracts that contain lutein, said lutein crystals being of the formula: 
                 
 
       wherein the lutein is substantially free from other carotenoids and chemical impurities found in the natural form of lutein in the plant extract. 
     
     
       2. The lutein carotenoid composition of  claim 1  wherein the plant extract is derived from naturally occurring plants selected from the group consisting of fruits, vegetables and marigolds. 
     
     
       3. The lutein carotenoid composition of  claim 1  admixed with  further comprising an edible triglyceride oil to provide a dose form. 
     
     
       4. The lutein carotenoid composition of  claim 1  wherein the lutein is derived from marigold flower extract. 
     
     
       5. A method of obtaining substantially pure, free form lutein crystals from saponified marigold extract, comprising the steps of:
 (a) mixing the marigold extract with water/alcohol mixture remove soluble impurities;  
 (b) lowering the temperature of the mixture to a temperature to precipitate lutein crystals;  
 (c) washing the lutein crystals with water to remove water soluble impurities;  
 (d) washing the lutein crystals with an organic solvent mixture to remove organic impurities, and thereafter recrystallizing the lutein.  
 
     
     
       6. The process of  claim 5  wherein the recrystallization involves dissolving the lutein crystals in a binary solvent system and thereafter lowering the temperature to recrystallize lutein in substantially pure form free from other carotenoids and chemical impurities. 
     
     
       7. The process of  claim 6  wherein the binary solvent system is a halogenated organic solvent in which lutein is strongly soluble followed by addition of a second organic solvent in which lutein is only partially soluble. 
     
     
       8. The method of  claim 7  wherein the halogenated solvent is dichloromethane, chloroform, or 1, 2-dichloroethane. 
     
     
       9. The method of  claim 8  wherein the halogenated solvent contains a small but effective amount of an organic base to neutralize trace amounts of acids that are normally present in halogenated solvents. 
     
     
       10. The process of  claim 9  wherein the organic base is triethylamine. 
     
     
       11. The process of  claim 10  wherein triethylamine is present at about 1% by volume of the added halogenated solvent. 
     
     
       12. The process of  claim 7  wherein the organic solvent is a straight chain hydrocarbon. 
     
     
       13. The method of  claim 5  wherein the ratio of water to alcohol is 2.3 to 1 in step (a). 
     
     
       14. The method of  claim 5  wherein the alcohol in step (a) is selected from the group consisting of ethanol, methanol and isopropyl alcohol. 
     
     
       15. The method of  claim 6  wherein the temperature is lowered within the range of from about 5° C. to about 10° C. 
     
     
       16. The method of  claim 5  wherein the organic solvent mixture in step (d) includes a straight chain hydrocarbon solvent and an alcohol. 
     
     
       17. The method of  claim 16  wherein the temperature of the alcohol and the organic solvent is from about 0° C. to about 5° C. 
     
     
       18. The method of  claim 7  wherein the ratio of the halogenated organic solvent and the second organic solvent is 1:1. 
     
     
       19. The method of  claim 6  wherein the temperature of the solution is lowered to within the range of from −20° C. to −10° C. for from 2 to about 3 hours. 
     
     
       20. The method of  claim 6  wherein the recrystallized lutein is dried in vacuo at 50° C. for 3 days.