Preservation Of Ergothioneine

• US 20100197750A1
• Filed: 01/30/2009
• Published: 08/05/2010
• Est. Priority Date: 01/30/2009
• Status: Active Grant

• Current Assignee: ELC Management LLC (The Estee Lauder Companies Inc.)
• Original Assignee: ELC Management LLC (The Estee Lauder Companies Inc.)
• Inventors: Yarosh, Daniel B.
• Granted Patent: US 8,410,156 B2
• Time in Patent Office: Days
• US Class Current: 514/392
• CPC Class Codes: A61K 2300/00 Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
• CPC Class Codes: A61K 31/417 Imidazole-alkylamines, e.g. histamine, phentolamine
• CPC Class Codes: A61K 31/4172 Imidazole-alkanecarboxylic acids, e.g. histidine
• CPC Class Codes: A61K 45/06 Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
• CPC Class Codes: A61K 47/12 Carboxylic acids; Salts or anhydrides thereof
• CPC Class Codes: A61K 8/19 containing inorganic ingredients
• CPC Class Codes: A61K 8/23 Sulfur; Selenium; Tellurium; Compounds thereof
• CPC Class Codes: A61K 8/24 Phosphorous; Compounds thereof
• CPC Class Codes: A61K 8/36 Carboxylic acids; Salts or anhydrides thereof
• CPC Class Codes: A61K 8/365 Hydroxycarboxylic acids; Ketocarboxylic acids
• CPC Class Codes: A61K 8/4946 Imidazoles or their condensed derivatives, e.g. benzimidazoles
• CPC Class Codes: A61K 8/676 Ascorbic acid, i.e. vitamin C
• CPC Class Codes: A61K 9/0014 Skin, i.e. galenical aspects of topical compositions non-active ingredients are additionally classified in A61K47/00; A61K9/0009, A61K9/0021, A61K9/7015, A61K9/7023 take precedence; cosmetic preparations A61K8/00, A61Q; preparations for wound dressings or bandages A61L26/00
• CPC Class Codes: A61P 17/00 Drugs for dermatological disorders
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin

Abstract

Compositions comprising ergothioneine and a trimethylamine absorber are provided. Also provided are methods for preventing, reducing or minimizing the fishy, amine odor, due to trimethylamine, that is associated with the processing and/or storage of a preparation containing ergothioneine, by combining with the ergothioneine, during processing or prior to storage, a trimethylamine absorber in an amount sufficient to prevent the detection of any trimethylamine odor by the human nose. A method is further provided for ameliorating the methylamine odor associated with an aqueous ergothioneine-containing preparation after it has developed a fishy trimethylamine odor.

Claims

1. An aqueous-containing treatment composition comprising ergothioneine wherein the improvement is supplying the ergothioneine to the treatment composition in the form of a pre-blend comprising ergothioneine and at least one trimethylamine absorber in an amount sufficient to ameliorate any trimethylamine odor in the treatment composition when it is used for its intended purpose.

2. The treatment composition of claim 1 which is a topical, ingestible or injectible composition.

3. The treatment composition of claim 2 which is a topical cosmetic or pharmaceutical composition.

4. The treatment composition of claim 1 wherein the trimethylamine absorber comprises a weak acid having an acid dissociation constant (K_a) of between about 1.8×

10<sup>−

16</sup> and 55.5.

5. The treatment composition of claim 4 wherein the weak acid is an inorganic acid.

6. The treatment composition of claim 4 wherein the weak acid comprises boric acid, carbonic acid, chromic acid, hydrocyanic acid, hydrofluoric acid, nitrous acid, phosphoric acid, sulfuric acid, sulfurous acid or mixtures thereof.

7. The treatment composition of claim 4 wherein the weak acid is an organic acid.

8. The treatment composition of claim 7 wherein the organic acid comprises acetic acid, ascorbic acid, citric acid, formic acid, heptanoic acid, hexanoic acid, lactic acid, octanoic acid, oxalic acid, pentanoic acid, propanoic acid, uric acid, or mixtures thereof.

9. The treatment composition of claim 1 wherein the ratio of the weak acid to the ergothioneine is the range of from about 2:

1 to about 4;

1.

10. The treatment composition of claim 1 which comprises ergothioneine at a concentration of greater than 2 mM (w/v).

11. The treatment composition of claim 1 wherein the trimethylamine absorber comprises sulfur dioxide or a sulfur dioxide donor compound.

12. A preblend composition consisting essentially of ergothioneine at a concentration of greater than 2 mM (w/v) and a trimethylamine absorber.

13. The preblend composition of claim 12 wherein the trimethylamine absorber comprises a weak acid having an acid dissociation constant (K_a) of between about 1.8×

10<sup>−

16</sup> and 55.5.

14. The preblend composition of claim 13 wherein the weak acid is an inorganic acid which comprises boric acid, carbonic acid, chromic acid, hydrocyanic acid, hydrofluoric acid, nitrous acid, phosphoric acid, sulfuric acid, sulfurous acid, or mixtures thereof.

15. The preblend composition of claim 13 which is an organic acid which comprises acetic acid, ascorbic acid, citric acid, formic acid, heptanoic acid, hexanoic acid, lactic acid, octanoic acid, oxalic acid, pentanoic acid, propanoic acid, uric acid, or mixtures thereof.

16. The preblend composition of claim 13 wherein the ratio of the weak acid to the ergothioneine is the range of from about 2:

1 to about 4;

1.

17. The preblend composition of claim 12 wherein the trimethylamine absorber comprises sulfur dioxide or a sulfur dioxide donor compound.

18. The preblend composition of claim 17 wherein the sulfur dioxide donor compound is sodium sulfite, sodium bisulfate, sodium metabisulfite, potassium bisulfate, potassium metabisulfite or calcium bisulfate.

19. A method of ameliorating a fishy, amine odor associated with the processing and/or storage of an aqueous-containing preparation containing greater than 2 mM (w/v) ergothioneine, said method comprising combining with the ergothioneine, during the processing and/or prior to the storage of the preparation, a trimethylamine absorber in an amount sufficient to ameliorate the detection of the fishy, amine odor in the composition when it is used for its intended purpose.

20. The method of claim 19, wherein the trimethylamine absorber is a weak acid having an acid dissociation constant (K_a) of between 1.8×

10<sup>−

16</sup> and 55.5, and wherein the ratio of the weak acid to the ergothioneine is the range of from about 2;

1 to about 4;

1.

21. The method of claim 20, wherein the weak acid is selected from the group consisting of acetic acid, ascorbic acid, citric acid, formic acid, heptanoic acid, hexanoic acid, lactic acid, octanoic acid, oxalic acid, pentanoic acid, propanoic acid and uric acid.

22. The method of claim 19, wherein the trimethylamine absorber is sulfur dioxide or a sulfur dioxide donor compound.

23. The method of claim 19 wherein the ergothioneine is supplied to the aqueous-containing preparation in the form of a pre-blend comprising ergothioneine and at least one trimethylamine absorber in an amount sufficient to ameliorate any trimethylamine odor in the aqueous-containing preparation when it is used for its intended purpose.

24. A method of treating an aqueous solution of ergothioneine or an aqueous-containing ergothioneine-containing mixture having a detectable fishy, trimethylamine odor associated therewith, said method comprising introducing into the solution of ergothioneine or the ergothioneine-containing mixture in need of such treatment a trimethylamine absorber in an amount sufficient to ameliorate the detection by the human nose of the fishy, trimethylamine odor.

25. The method of claim 24, wherein the trimethylamine absorber in the solution of ergothioneine or the ergothioneine-containing mixture comprises a weak acid having an acid dissociation constant (K_a) of between about 1.8×

10<sup>−

16</sup> and 55.5, and a ratio of the weak acid to the ergothioneine in the solution or mixture is in the range of about 2;

1 to 4;

1.

26. The method of claim 24, wherein the trimethylamine absorber is sulfur dioxide or a sulfur dioxide donor compound.

27. A method of ameliorating a fishy, trimethylamine odor associated with the processing and/or storage of an aqueous-containing preparation containing greater than 2 mM (w/v) ergothioneine, said method comprising maintaining the preparation at a pH equal to or less than 7.0.

28. A method of ameliorating a fishy, amine odor associated with the processing and/or storage of an aqueous-containing preparation containing greater than 2 mM (w/v) ergothioneine, said method comprising maintaining the preparation at a temperature of no greater than about 25°

C.