Sulforaphane stabilization

• US 9,254,331 B2
• Filed: 07/19/2011
• Issued: 02/09/2016
• Est. Priority Date: 07/23/2010
• Status: Expired due to Fees

• Current Assignee: Auriga International
• Original Assignee: Auriga International
• Inventors: Dubois, Jacques, Marchal, Alfred, Lacroix, Damien, Cabou, Jrme
• Primary Examiner(s): Padmanabhan, Sreeni
• Assistant Examiner(s): KAROL, JODY LYNN
• Application Number:
  US13/811,619
• Publication Number:
  US 20130143963A1
• Time in Patent Office: 1,666 Days
• Field of Search: 514/514
• US Class Current: 1/1
• CPC Class Codes: A61K 47/14 Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
• CPC Class Codes: A61K 47/22 Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
• CPC Class Codes: A61K 47/24 containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
• CPC Class Codes: A61K 47/34 Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers A61K47/10 takes precedence
• CPC Class Codes: A61K 9/1075 Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers A61K9/0026 takes precedence
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 39/00 General protective or antinoxious agents

Abstract

A stable galenic composition of a compound of general formula (I) wherein R₁ and R₂ both represent independently of each other an alkyl, aryl, arylalkyl group, optionally substituted with one or more linear or branched groups, optionally bearing one or more heteroatoms,

comprising said compound of formula I in an amount ranging from 0.01 to 15% by weight based on the total weight of the final composition; at least one anhydrous ester, the main chain and/or optionally the branched chains of which are free from free and/or reactive groups or functions, in an amount ranging from 0.1 to 99.9% by weight based on the total weight of the cosmetically and pharmaceutically acceptable composition; and optionally a cosmetically and pharmaceutically acceptable excipient for completing the 100% of the total weight of the composition.

Claims

1. A stable galenic composition of a compound of general formula (I) wherein R₁ and R₂ both represent independently of each other an alkyl, aryl, arylalkyl group optionally substituted with one or more linear or branched, optionally cyclic groups, optionally bearing one or more heteroatoms,

2. The composition according to claim 1, wherein said at least one cosmetically and pharmaceutically acceptable anhydrous ester is selected from the group consisting of acetates, benzoates, salicylates, ester 610, caprylic/capric/succinic triglycerides, stearates and isostearates, ethyl hexanoates, palmitates, isononanoates, oleates, neopentanoates, myristates and the like and mixtures thereof.

3. The composition according to claim 1, wherein R₁ represents a butyl group and R₂ represents a methyl group, said compound of general formula (I) being sulforaphane.

4. The composition according to claim 3, wherein said sulforaphane is an extracted natural sulforaphane or synthetic sulforaphane.

5. The composition according to claim 1, wherein said at least one cosmetically and pharmaceutically acceptable excipient is a methylpolysiloxane.

6. A method for forming the stable composition according to claim 1 comprising a step for mixing a compound of general formula (I) wherein R₁ and R₂ both represent independently of each other, an alkyl, aryl, arylalkyl group, optionally substituted with one or more linear or branched, optionally cyclic groups, optionally bearing one or more heteroatoms,

7. The method according to claim 6, wherein the cosmetically and pharmaceutically acceptable anhydrous ester, is selected from the group consisting of acetates, benzoates, salicylates, ester 610, caprylic/capric/succinic triglycerides, stearates and isostearates, ethyl hexanoates, palmitates, isononanoates, oleates, neopentanoates, myristates and the like and mixtures thereof.

8. The method according to claim 6, wherein R₁ represents a butyl group and R₂ represents a methyl group, said compound of general formula (I) being sulforaphane.

9. The method according to claim 8, wherein said sulforaphane is an extracted natural sulforaphane or synthetic sulforaphane.

10. The method according to claim 6, wherein said at least one cosmetically and pharmaceutically acceptable excipient is a methylpolysiloxane.