Formulation systems for antimicrobial glycolipids

• US 10,638,757 B2
• Filed: 04/11/2017
• Issued: 05/05/2020
• Est. Priority Date: 04/13/2016
• Status: Active Grant

• Current Assignee: IMD Natural Solutions GmbH (Lanxess AG)
• Original Assignee: IMD Natural Solutions GmbH (Lanxess AG)
• Inventors: Henkel, Thomas, Bitzer, Jens
• Primary Examiner(s): Olson, Eric
• Application Number:
  US16/088,265
• Publication Number:
  US 20190082689A1
• Time in Patent Office: 1,120 Days
• Field of Search: None
• CPC Class Codes: A01N 25/22 containing ingredients stabilising the active ingredients
• CPC Class Codes: A01N 43/14 six-membered rings
• CPC Class Codes: A01N 43/16 with oxygen as the ring hetero atom
• CPC Class Codes: A23L 2/44 by adding preservatives
• CPC Class Codes: A23L 3/3517 Carboxylic acid esters
• CPC Class Codes: A23L 33/00 Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
• CPC Class Codes: A23L 33/10 using additives addition of substantially indigestible substances A23L33/21
• CPC Class Codes: A23V 2002/00 Food compositions, function of food ingredients or processes for food or foodstuffs
• CPC Class Codes: A61K 31/7032 attached to a polyol, i.e. compounds having two or more free or esterified hydroxy groups, including the hydroxy group involved in the glycosidic linkage, e.g. monoglucosyldiacylglycerides, lactobionic acid, gangliosides
• CPC Class Codes: A61P 31/00 Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
• CPC Class Codes: A61P 31/04 Antibacterial agents
• CPC Class Codes: A61P 31/10 Antimycotics
• CPC Class Codes: C07H 15/04 attached to an oxygen atom of the saccharide radical
• CPC Class Codes: C07H 15/06 being a hydroxyalkyl group esterified by a fatty acid

Abstract

The invention relates to a composition comprising one or more antimicrobial glycolipids and one or more formulation stabilizers. The invention also relates to methods of preparing the compositions and their application in water containing food, beverage, cosmetic, home care and medical products.

Claims

1. An orally consumable water based product comprising:

(i) a glycolipid component comprising;

at least one antimicrobial glycolipid according to general formula (I)

2. The orally consumable water based product according to claim 1, wherein the at least one antimicrobial glycolipid according to general formula (I) is an ester in open chain form, wherein the carboxylic acid is a C₃-C₁₀-alkanoic acid.

3. The orally consumable water based product according to claim 1, wherein the cyclodextrin is selected from alpha-cyclodextrin, beta-cyclodextrin, hydroxypropyl-beta-cyclodextrin and methyl-beta-cyclodextrin.

4. The composition according to claim 3, wherein the relative weight ratio of the cyclodextrin to the glycolipid component is 5:

1 to 2.5;

1.

5. The orally consumable water based product according to claim 1, wherein the polysorbate is selected from the group consisting of polysorbate 20, polysorbate 21, polysorbate 40, polysorbate 60, polysorbate 61, polysorbate 65, polysorbate 80, polysorbate 81, polysorbate 85, polysorbate 120, and a mixture of any of the foregoing.

6. The orally consumable water based product according to claim 1, wherein R is a moiety of the subformula

7. The orally consumable water based product according to claim 5, wherein the rings A and B are xylopyranose moieties and the ring C is a glucopyranose moiety.

8. The orally consumable water based product according to claim 1, wherein the at least one antimicrobial glycolipid is a glycolipid according to general formula (II)

9. The orally consumable water based product according to claim 7, wherein at least one of R³, R⁴, R⁵, R⁶ and R⁷ means —

C(═

O)C₁-C₆-alkyl.

10. The orally consumable water based product according to claim 1, wherein the at least one antimicrobial glycolipid is selected from compounds (II-A) to (II-D),

11. The orally consumable water based product according to claim 9, wherein the at least one antimicrobial glycolipid is compound (II-A) or a physiologically acceptable salts thereof.

12. The orally consumable water based product according to claim 1, wherein the glycolipid component comprises a mixture of more than one antimicrobial glycolipid according to general formula (I).

13. The orally consumable water based product according to claim 9, wherein the glycolipid component comprises a mixture of more than one antimicrobial glycolipid according to general formula (II).

14. The orally consumable water based product according to claim 12, wherein the glycolipid component comprises a mixture of at least a first, a second, and a third antimicrobial glycolipid according to general formula (II), wherein:

the relative weight content of the first antimicrobial glycolipid according to general formula (II) is 30 to 50 wt.-%;

the relative weight content of the second antimicrobial glycolipid according to general formula (II) is 20 to 50 wt.-%;

the relative weight content of the third antimicrobial glycolipid according to general formula (II) is 5 to 10 wt.-%,

relative to the total weight of all antimicrobial glycolipids that are comprised in the glycolipid component.

15. The orally consumable water based product according to claim 12, wherein the glycolipid component comprises a mixture of at least a first, a second, and a third antimicrobial glycolipid according to general formula (II), wherein:

the first antimicrobial glycolipid has a nominal molecular weight of ˜

970 Da;

the second antimicrobial glycolipid has a nominal molecular weight of ˜

1012 Da; and

the third antimicrobial glycolipid has a nominal molecular weight of ˜

1054 Da.

16. The orally consumable water based product according to claim 1, wherein the polysorbate is polysorbate 60.