Method of lowering glycemic index of foods

• US 9,545,120 B2
• Filed: 07/30/2014
• Issued: 01/17/2017
• Est. Priority Date: 08/07/2002
• Status: Expired due to Fees

• Current Assignee: BASF SE
• Original Assignee: BASF SE
• Inventors: Lang, Timothy Ralston, O'Shea, Michael Gerard
• Primary Examiner(s): Weddington, Kevin E
• Application Number:
  US14/447,175
• Publication Number:
  US 20140343002A1
• Time in Patent Office: 902 Days
• Field of Search: 514/25, 514/456
• US Class Current: 1/1
• CPC Class Codes: A23L 33/10 using additives addition of substantially indigestible substances A23L33/21
• CPC Class Codes: A23L 33/105 Plant extracts, their artificial duplicates or their derivatives
• CPC Class Codes: A23L 33/11 Plant sterols or derivatives thereof, e.g. phytosterols
• CPC Class Codes: A23L 33/20 Reducing nutritive value; Dietetic products with reduced nutritive value
• CPC Class Codes: A23L 33/30 Dietetic or nutritional methods, e.g. for losing weight A23L33/10 takes precedence
• CPC Class Codes: A23V 2002/00 Food compositions, function of food ingredients or processes for food or foodstuffs
• CPC Class Codes: A61K 31/353 3,4-Dihydrobenzopyrans, e.g. chroman, catechin
• CPC Class Codes: A61K 31/70 Carbohydrates; Sugars; Derivatives thereof sorbitol A61K31/047
• CPC Class Codes: A61K 31/7048 having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin , digitoxin or digoxin
• CPC Class Codes: A61P 3/00 Drugs for disorders of the metabolism of the blood or the extracellular fluid A61P7/00
• CPC Class Codes: A61P 3/10 for hyperglycaemia, e.g. antidiabetics

Abstract

A method of delaying digestion by an animal or a human of carbohydrates in food, comprising administering an effective amount of one or more flavonoids to the animal or human in conjunction with the food, wherein the flavonoids are selected from luteolin, apigenin, tricin and their pharmaceutically acceptable analogs and derivatives.

Claims

1. A pharmaceutical formulation suitable for oral administration for delaying digestion by an animal or human of carbohydrates in a meal or lowering glycaemic index (GI) of the meal, comprising:

an effective amount of a bioactive, wherein the bioactive extract comprises a flavonoid selected from the group consisting of

(a) tricin or a diglycoside thereof; and

(b) tricin or a diglycoside thereof in combination with either or both luteolin and/or apigenin,

and one or more pharmaceutically acceptable excipients.

2. A pharmaceutical formulation according to claim 1, wherein the bioactive extract contains at least 5% tricin diglycoside.

3. A pharmaceutical formulation according to claim 1, wherein the amount of the bioactive extract ranges from 0.3 g per 50.0 g of carbohydrate in the meal to 2.0 g per 50.0 g of carbohydrate in the meal.

4. A pharmaceutical formulation according to claim 1, wherein the amount of the bioactive extract is about 1.0 g per 50.0 g of carbohydrate in the meal.

5. A pharmaceutical formulation according to claim 1, wherein the bioactive extract is added to the meal during preparation of the meal.

6. A pharmaceutical formulation according to claim 1, wherein the bioactive extract is prepared from a sugar cane or a material derived therefrom by a method comprising:

a. obtaining a sugar cane extract from the sugar cane or the material derived therefrom;

b filtering the sugar cane extract to obtain a filtrate;

c. passing the filtrate through a chromatography column; and

d. collecting a bioactive extract from the chromatography column, wherein the bioactive extract comprises the flavonoid.

7. A pharmaceutical formulation according to claim 6, wherein the method of preparing the bioactive extract further comprises:

e. washing the chromatography column with water and/or by successive elation with water and alcohol to collect the bioactive extract comprising the flavonoid.

8. A method according to claim 6, wherein the material derived from sugar cane is selected from the group consisting of sugar cane rind, sugar cane juice, molasses, dunder and any combination thereof.

9. A pharmaceutical formulation according to claim 1, wherein the bioactive extract is obtained by:

a. mixing one part dunder with two parts 96% ethanol and allowing to settle for 24 hours;

b. filtering the dunder/ethanol mixture at 0.1 micron to obtain a permeate;

c. concentrating the permeate by evaporation to approximately 15% of its initial volume, and refiltering the concentrate;

d. adding approximately 0.1% by volume acetic acid to the filtered concentrate and passing the resulting mixture through a chromatography column loaded with XAD resin;

e. washing the chromatography column with one bed volume water containing 0.1% v/v acetic acid, followed by successive elution with 20%, 30% and 40% v/v ethanol in water solutions containing 0.1% v/v acetic acid; and

f. collecting the 40% fraction and evaporating to dryness at low temperature to obtain a sugar cane extract containing about 5% tricin diglycoside.

10. A pharmaceutical formulation for delaying digestion by an animal or human of carbohydrates in a meal or lowering glycaemic index (GI) of the meal, comprising:

an effective amount of one or more flavonoids in a bioactive extract, wherein the flavonoids are selected from the group consisting of;

(a) tricin or a diglycosoide thereof and

(b) tricin or a diglycosoide thereof in combination with either or both luteolin and apigenin,

wherein the bioactive extract is prepared from a sugar cane or material derived therefrom by a method comprising;

(a) mixing the sugar cane or material derived therefrom with alcohol to obtain a sugar cane extract;

(b) passing the sugar cane extract through a chromatography column; and

(c) collecting a bioactive extract from the chromatography column using a solution of about 40% alcohol in water to obtain a bioactive extract,

wherein the bioactive extract comprises the flavonoid.

11. A pharmaceutical formulation according to claim 10, wherein the method of preparing the bioactive extract further includes the steps of:

(d) mixing the sugar cane or material derived therefrom with alcohol and allowing the mixture to settle to obtain a permeate; and

(e) concentrating and filtering the permeate to obtain a filtered concentrate prior to passing the filtered concentrate through the chromatography column.

12. A pharmaceutical formulation according to claim 10, wherein the material derived from sugar cane is selected from the group consisting of sugar cane rind, sugar cane juice, molasses, dunder and any combination thereof.

13. A pharmaceutical formulation according to claim 10, wherein the amount of flavonoid is at least 7 mg per 50.0 g of carbohydrate in the meal.

14. A pharmaceutical formulation according to claim 10, wherein the amount of flavonoid ranges from 15 mg per 50.0 g of carbohydrate in the meal to 100 mg per 50.0 g of carbohydrate in the meal.

15. A pharmaceutical formulation according to claim 10, wherein the amount of flavonoid is about 50 mg per 50.0 g of carbohydrate in the meal.

16. A pharmaceutical formulation according to claim 10, wherein the amount of flavonoid is about 1.0 g per 50.0 g of carbohydrate in the meal.

17. A pharmaceutical formulation according to claim 10, wherein the flavonoid is added to the food product during preparation of the food product.

18. A pharmaceutical formulation according to claim 10, wherein the flavonoid is tricin or a diglycoside thereof.

19. A pharmaceutical formulation according to claim 10, wherein the pharmaceutical formulation further comprises a nutritional fiber supplement.