IP Library Patent Application 13350266
Patent Application
App. No. 13/350,266

FLAVONOL COMPOSITIONS

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Quick Facts
Patent No.
US None
App. No.
13/350,266
Abstract

Described are 3-hydroxyflavonol compositions with improved water-solubility and methods of making the compositions.

Claims (41)

1 . An edible powder composition comprising:

an alkali metal salt of a 3-hydroxyflavone;

an alkali metal salt of an organic acid; and

a water-soluble antioxidant.

2 . The powder of claim 1 , further comprising a water-soluble anti-deliquescent agent.

3 . The powder composition of claim 2 , when dissolved in water at 0.2%/w/v, results in a solution that has a pH of 8.5 to 11.5.

4 . The powder composition of claim 2 , wherein the alkali metal salt of a 3-hydroxyflavone is 10% to 40%; the anti-deliquescent agent is 2% to 20%; and the antioxidant is 10% to 40%.

5 . The powder composition of claim 2 , wherein the 3-hydroxyflavone is selected from the group consisting of quercetin, azaleatin, fisetin, galangin, gossypetin, kaempferide, kaempferol, isorhamnetin, mortin, myricetin, natsudaidain, pachypodol, rhamnazin, and rhamnetin.

6 . The powder composition of claim 5 , wherein the 3-hydroxyflavone is quercetin.

7 . The powder composition of claim 6 , further comprising an alkali metal salt of a different 3-hydroxyflavone.

8 . The powder composition of claim 7 , wherein the different 3-hydroxyflavone is selected from the group consisting of azaleatin, fisetin, galangin, gossypetin, kaempferide, kaempferol, isorhamnetin, mortin, myricetin, natsudaidain, pachypodol, rhamnazin, and rhamnetin.

9 . The powder composition of claim 1 , wherein the alkali metal in each of the alkali metal salt of a 3-hydroxyflavone and the alkali metal salt of an organic acid is sodium or potassium.

10 . The powder composition of claim 2 , wherein the anti-deliquescent agent is a gelatin or a polysaccharide.

11 . The powder composition of claim 10 , wherein the anti-deliquescent agent is acid treated porcine-derived gelatin, maltodextrin, or cluster dextrin.

12 . The powder composition of claim 1 , wherein the organic acid is selected from the group consisting of citric acid, lactic acid, fumaric acid, acetic acid, tartaric acid, malic acid, and tannin acid.

13 . The powder composition of claim 1 , wherein the antioxidant is selected from the group consisting of vitamin C, gallic acid, glutathione, uric acid, lipoic acid, chlorogenic acid, and ferulic acid.

14 . The powder composition of claim 2 , wherein

the alkali metal salt of a 3-hydroxyflavone is quercetin potassium salt or quercetin sodium salt;

the alkali metal salt of an organic acid is acetic acid potassium salt or acetic acid sodium salt; and

the antioxidant is vitamin C potassium salt or vitamin C sodium salt; and

the anti-deliquescent agent is acid treated porcine gelatin.

15 . The powder composition of claim 14 , wherein the alkali metal salt of a 3-hydroxyflavone is 15% to 35%; the anti-deliquescent agent is 5% to 20%; and the antioxidant is 15% to 35%.

16 . A suspension composition comprising a solvent and the powder composition of claim 1 suspended in the solvent, the suspension composition having a pH of 2.5 to 8.5.

17 . The suspension composition of claim 16 , comprising 0.01% to 5% of the powder of claim 1 .

18 . The suspension composition of claim 16 , further comprising a surfactant or a water-soluble polymer to prevent crystal growth and particle aggregation of the composition.

19 . A microsuspension composition comprising a solvent and the powder composition of claim 1 suspended in the solvent, the microsuspension composition having a pH of 2.5 to 8.5, wherein the powder composition suspended in the solvent has an average particle size of less than 500 nm.

20 . The microsuspension composition of claim 19 , comprising 0.01% to 5% of the powder of claim 1 .

21 . The microsuspension of claim 19 , further comprising a surfactant or a water-soluble polymer to prevent crystal growth and particle aggregation of the composition.

22 . A solution comprising a solvent and the powder composition of claim 1 dissolved in the solvent, wherein the solution has a pH of 8.5 to 12.5.

23 . The solution of claim 22 , comprising 0.01% to 1% of the powder of claim 1 .

24 . A pharmaceutical composition comprising the powder composition of claim 6 and a pharmaceutical agent

25 . The pharmaceutical composition of claim 24 , wherein the pharmaceutical agent is selected from the group consisting of a cholesterol-lowering agent, an antidiabetic agent, an anticancer agent, an antiviral agent, a COX-1 inhibitor, a COX-2 inhibitor, an hypertension-lowering agent, an antibacterial agent, an anti-inflammatory and gastroprotective agent, an NF-kB modulating agent, a glucose intestine absorption inhibitor, a nitric oxide inhibitor, a PGE-2 inhibitor and a tyrosine kinase inhibitor.

26 . A nutritional supplement comprising the powder composition of claim 6 and a nutrient.

27 . The nutritional supplement of claim 26 , wherein the nutrient is selected from the group consisting of a vitamin, resveratrol, curcumin, catechins, genistein, luteolin, astaxanthin, synepherine, steviosides, folic acid, rutin, isoquercetin, caffeine, xanthohumol, humulone, cohumulone, isohumulone, eicosapentaenoic acid (EPA), and docosahexaenoic acid (DHA).

28 . A cosmetic composition comprising the powder of claim 6 .

29 . A method of producing an edible powder composition, the method comprising:

producing a solution including an aqueous alkali metal hydroxide, quercetin, a water-soluble antioxidant, and optionally, a water-soluble anti-deliquescent agent, wherein the solution has a pH of 9.0 to 11.5; and

drying the solution to produce the powder composition.

30 . The method of claim 29 , wherein the producing step is performed by dissolving 1:1 to 2:1 w/w of quercetin and the water-soluble antioxidant in 1 N aqueous sodium hydroxide or potassium hydroxide, the pH of the solution being adjusted by adding an organic acid.

31 . The method of claim 29 , wherein 5-20% of the water-soluble anti-deliquescent agent is first dissolved in hot water before being added to the solution.

32 . The method of claim 29 , wherein the drying step is spray drying.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2020
From: QUERCEGEN PHARMA A.G.
To: LINES, THOMAS CHRISTIAN
Reel/Frame 052151/0234 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2020
From: LINES, THOMAS CHRISTIAN
To: QUERCIS PHARMA A.G.
Reel/Frame 052153/0756 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 13, 2020
From: LINES, THOMAS; QUERCEGEN PHARMA LLC; QUERCEGEN PHARMA LLP; QUERCEGEN TECHNOLOGIES; QUERCEGEN PHARMACEUTICALS, LLC; QUERCEGEN HOLDINGS, LLC; NEW SUN NUTRITION, LLC; THE FRS COMPANY
To: QUERCEGEN PHARMA, AG.
Reel/Frame 052110/0530 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 21, 2015
From: ONO, MITSUNORI
To: QUERCEGEN PHARMACEUTICALS LLC
Reel/Frame 035460/0324 →