Method for preparing coumestrol or coumestrin
US-2015376200-A1 · Dec 31, 2015 · US
US11452706B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11452706-B2 |
| Application number | US-201515524087-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 5, 2015 |
| Priority date | Nov 7, 2014 |
| Publication date | Sep 27, 2022 |
| Grant date | Sep 27, 2022 |
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The invention relates to a low sugar or sugar free concentrated polyphenolic extract comprising at least about 30% polyphenols (w/w) and a protein-polyphenol aggregate matrix comprising at least about 15% polyphenols (w/w). The invention further relates to methods of producing a low sugar or sugar free concentrated polyphenolic extract comprising (a) extracting a low sugar or sugar free plant tissue with an aqueous solvent to produce an extract having an aqueous portion and a solids portion; (b) filtering the extract to separate the aqueous portion from the solids portion; and (c) reducing the volume of the separated aqueous portion, and methods of producing a protein-polyphenol aggregate matrix comprising about 1% to about 40% polyphenols (w/w) using the low sugar or sugar free concentrated polyphenolic extract of the invention.
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The invention claimed is: 1. A protein-polyphenol aggregate matrix comprising polyphenols covalently bound to proteins, wherein the polyphenols are present in the protein-polyphenol aggregate matrix at a concentration of at least 15% (w/w). 2. The protein-polyphenol aggregate matrix of claim 1 , wherein the proteins are from peanut, tree nut, milk, whey, egg, soy, fish, shellfish, rice, wheat, or any combination thereof. 3. The protein-polyphenol aggregate matrix of claim 1 , wherein the protein-polyphenol aggregate matrix is an immunotherapeutic protein product comprising at least about 15% polyphenols (w/w). 4. A method of producing the protein-polyphenol aggregate matrix of claim 1 , the method comprising: contacting a concentrated polyphenol extract with the proteins to produce a covalently bonded protein-polyphenol complexed product, wherein the polyphenol extract has at least 15% polyphenols (w/w) and has less than 10% (w/w) sugars; and dehydrating the protein-polyphenol complexed product to produce the protein-polyphenol aggregate matrix of claim 1 . 5. The method of claim 4 , wherein the dehydrating is simultaneous with contacting. 6. The method of claim 4 , wherein the protein-polyphenol aggregate matrix is a dry granular aggregate. 7. The method of claim 4 , wherein the concentration of polyphenols in the protein-polyphenol aggregate matrix is about 15 percent to about 75 percent of the weight of the total aggregate. 8. A method of attenuating an allergic response in a subject in need thereof, comprising administering to the subject the protein-polyphenol aggregate matrix of claim 1 . 9. The protein-polyphenol aggregate matrix of claim 1 , wherein the proteins comprise allergenic epitopes and wherein the polyphenols of the protein-polyphenol aggregate matrix mask or change the conformation of the allergenic epitopes, thereby rendering the proteins less allergenic relative to unmodified proteins. 10. The protein-polyphenol aggregate matrix of claim 1 , wherein the protein-polyphenol aggregate matrix comprises less than 10% by weight sugars. 11. The protein-polyphenol aggregate matrix of claim 1 , wherein the protein-polyphenol aggregate matrix is present as a dry granular aggregate. 12. The protein-polyphenol aggregate matrix of claim 1 , wherein the concentration of polyphenols in the protein-polyphenol aggregate matrix is about 30 percent to about 75 percent of the weight of the total aggregate. 13. The protein-polyphenol aggregate matrix of claim 2 , wherein the protein is a whey, egg, peanut and/or soy protein. 14. The protein-polyphenol aggregate matrix of claim 2 , wherein the protein is a whey protein. 15. The protein-polyphenol aggregate matrix of claim 1 , wherein the polyphenols are obtained from a fruit pomace. 16. The protein-polyphenol aggregate matrix of claim 1 , wherein polyphenols are obtained from one or more of an apple, pomegranate, black current, blueberry, cranberry, blueberry, lingonberry, cherry, grape, muscadine, blackberry, chockberry, cinnamon, Sorbaronia mitschurinii, Camellia spp., and peanut. 17. The method of claim 8 , wherein the concentration of polyphenols in the protein-polyphenol aggregate matrix is about 30 percent to about 75 percent of the weight of the total aggregate. 18. The method of claim 8 , wherein the proteins comprise allergenic epitopes and wherein the polyphenols of the protein-polyphenol aggregate matrix mask or change the conformation of the allergenic epitopes, thereby rendering the proteins less allergenic relative to unmodified proteins. 19. The method of claim 8 , wherein the protein-polyphenol aggregate matrix is present in a food product. 20. A food product comprising the protein-polyphenol aggregate matrix of claim 1 .
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