IP Library Granted Patent US 8,450,456
Granted Patent B2
US 8,450,456 · App. 12/808,266 · Granted May 28, 2013

Activating peptide of the synthesis of aquaporins and cosmetic and/or pharmaceutical composition containing it

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Quick Facts
Patent No.
US 8,450,456
App. No.
12/808,266
Granted
May 28, 2013
Kind
B2
Abstract

The present invention concerns a peptide of the general formula (I): R 1 -(AA) n -X 1 —X 2 —X 3 -Pro-X 4 —X 5 —X 7 -(AA) p -R 2 , capable of activating the synthesis of proteins of the family of aquaporins. The present invention also concerns a cosmetic, nutraceutical or pharmaceutical composition, comprising a peptide of general formula (I) as active principle. The invention also relates to the use of this new active principle in a cosmetic or nutraceutical composition, intended to improve the moisturizing and the barrier function of the epidermis and intended to stimulate cutaneous regeneration. The invention also relates to the use of this new active principle to realize a pharmaceutical composition, and in particular a dermatological composition, intended to regulate and/or stimulate the activity of the aquaporins and to thus treat the pathological dryness of the skin or mucosa. The invention also relates to a method of cosmetic treatment intended to prevent or combat against dryness of the skin and mucosa, and the manifestations of cutaneous ageing.

Claims (93)

1. A peptide capable of activating the synthesis of proteins of the family of aquaporins, wherein it corresponds to one of the following sequences

(SEQ ID n o 1)

Ser-Met-Asn-Pro-Gly-Arg,

(SEQ ID n o 2)

Gln-Pro-Ala-Lys-Ser,

(SEQ ID n o 3)

Asn-Pro-Ala-Arg-Asp,

(SEQ ID n o 4)

Asn-Pro-Ala-Arg,

(SEQ ID n o 5)

Asn-Pro-Ala-Arg-NH 2 ,

(SEQ ID n o 6)

Asn-Pro-Ala,

(SEQ ID n o 7)

Asn-Pro-Ala-NH 2 ,

(SEQ ID n o 9)

Pro-Ala-Arg-NH 2 .

2. The peptide according to claim 1 , wherein it corresponds to the sequence SEQ ID no4.

3. The peptide according to claim 1 , wherein it corresponds to the sequence SEQ ID no5.

4. A peptide capable of activating the synthesis of proteins of the family of aquaporins, wherein the peptide is selected from the group consisting of

(SEQ ID n o  1)

Ser-Met-Asn-Pro-Gly-Arg,

(SEQ ID n o  2)

Gln-Pro-Ala-Lys-Ser,

(SEQ ID n o  3)

Asn-Pro-Ala-Arg-Asp,

(SEQ ID n o  4)

Asn-Pro-Ala-Arg,

(SEQ ID n o  5)

Asn-Pro-Ala-Arg-NH 2 ,

(SEQ ID n o  6)

Asn-Pro-Ala,

(SEQ ID n o  7)

Asn-Pro-A1a-NH 2 , and

(SEQ ID n o  9)

Pro-Ala-Arg-NH 2 ,

wherein the peptide is in a protected form based on either an acylation or an acetylation of the amino-terminal end, either an amidation or an esterification of the carboxy-terminal end, or both.

5. The peptide according to claim 1 , wherein the proteins of the family of aquaporins are aquaporins of type 3.

6. A cosmetic or pharmaceutical composition, wherein it contains in a physiologically acceptable medium, as active principle, an effective quantity of a peptide capable of activating the synthesis of proteins of the family of aquaporins and corresponding to one of the following sequences:

(SEQ ID n o 1)

Ser-Met-Asn-Pro-Gly-Arg,

(SEQ ID n o 2)

Gln-Pro-Ala-Lys-Ser,

(SEQ ID n o 3)

Asn-Pro-Ala-Arg-Asp,

(SEQ ID n o 4)

Asn-Pro-Ala-Arg,

(SEQ ID n o 5)

Asn-Pro-Ala-Arg-NH 2 ,

(SEQ ID n o 6)

Asn-Pro-Ala,

(SEQ ID n o 7)

Asn-Pro-Ala-NH 2 ,

(SEQ ID n o 8)

Pro-Ala-Arg,

(SEQ ID n o 9)

Pro-Ala-Arg-NH 2 ,

previously solubilized in one or more cosmetically or pharmaceutically acceptable solvents, selected from the group consisting of water, glycerol, ethanol, propylene glycol, butylene glycol, dipropylene glycol, ethoxylated or propoxylated diglycols, cyclic polyols, petroleum jelly, a vegetable oil or any mixture of these solvents.

7. The cosmetic or pharmaceutical composition according to claim 6 , wherein the peptide is present at a concentration comprised between approximately 0.0005 and 500 ppm, and preferably at a concentration comprised between 0.01 and 5 ppm.

8. The cosmetic or pharmaceutical composition according to claim 6 , wherein it further contains glycerol as a moisturizing agent.

9. A cosmetic or nutraceutical composition comprising an effective quantity of peptide, alone or in association with another active principle, the peptide being capable of activating the synthesis of proteins of the family of aquaporins and being one of the following sequences:

(SEQ ID n o  1)

Ser-Met-Asn-Pro-Gly-Arg,

(SEQ ID n o  2)

Gln-Pro-Ala-Lys-Ser,

(SEQ ID n o  3)

Asn-Pro-Ala-Arg-Asp,

(SEQ ID n o  4)

Asn-Pro-Ala-Arg,

(SEQ ID n o  5)

Asn-Pro-Ala-Arg-NH 2 ,

(SEQ ID n o  6)

Asn-Pro-Ala,

(SEQ ID n o  7)

Asn-Pro-Ala-NH 2 ,

(SEQ ID n o  9)

Pro-Ala-Arg-NH 2 ;

and one or more cosmetically or pharmaceutically acceptable solvents selected from the group consisting of water, glycerol, ethanol, propylene glycol, butylene glycol, dipropylene glycol, ethoxylated or propoxylated digylcols, cycle polyols, petroleum jelly, a vegetable oil or any mixture of these solvents;

wherein the composition improves the moisturizing and the barrier function of the epidermis.

10. The cosmetic or nutraceutical composition of claim 9 , comprising an effective quantity of peptide as an active principle, alone or in association with another active principle, to treat cutaneous dryness.

11. The cosmetic or nutraceutical composition of claim 9 , comprising an effective quantity of peptide as an active principle, alone or in association with another active principle, to stimulate cutaneous regeneration.

12. The cosmetic or nutraceutical composition of claim 9 , comprising an effective quantity of peptide as an active principle, alone or in association with another active principle, to treat the cutaneous signs of ageing and/or of photo-ageing.

13. The cosmetic or nutraceutical composition of claim 9 , comprising an effective quantity of peptide as an active principle, alone or in association with another active principle, to treat the pathological states linked to dryness of the skin.

14. A method of cosmetic treatment to promote the activity of aquaporins, the method comprising:

applying the cosmetic or pharmaceutical composition of claim 6 topically on the skin to be treated.

15. A method of cosmetic treatment to promote a reduction in cutaneous dryness, the method comprising:

applying the cosmetic or pharmaceutical composition of claim 6 topically on the skin to be treated.

16. The peptide according to claim 4 , wherein the proteins of the family of aquaporins are aquaporins of type 3.

17. The cosmetic composition according to claim 7 , wherein it further contains glycerol as a moisturizing agent.

18. The method of claim 14 , wherein the peptide is present at a concentration comprised between approximately 0.0005 and 500 ppm, and preferably at a concentration comprised between 0.01 and 5 ppm.

19. The method of claim 18 , wherein the cosmetic or pharmaceutical composition further contains glycerol as a moisturizing agent.

20. The method of claim 15 , wherein the peptide is present at a concentration comprised between approximately 0.0005 and 500 ppm, and preferably at a concentration comprised between 0.01 and 5 ppm.

21. The method of claim 20 , wherein the cosmetic or pharmaceutical composition further contains glycerol as a moisturizing agent.

Assignments (6)
RELEASE OF SECURITY INTEREST Recorded Jan 10, 2020
From: THE BANK OF NOVA SCOTIA
To: AVOCA LLC; HERCULES LLC; ISP INVESTMENTS LLC; PHARMACHEM LABORATORIES LLC
Reel/Frame 051557/0504 →
SECURITY AGREEMENT Recorded Jul 3, 2017
From: AVOCA, INC.; HERCULES LLC; ISP INVESTMENTS LLC; PHARMACHEM LABORATORIES, INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 043084/0753 →
CONVERSION Recorded Jan 30, 2017
From: ISP INVESTMENTS INC.
To: ISP INVESTMENTS LLC
Reel/Frame 041556/0499 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Mar 18, 2013
From: THE BANK OF NOVA SCOTIA
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; ISP INVESTMENTS INC.; HERCULES INCORPORATED
Reel/Frame 030025/0320 →
SECURITY AGREEMENT Recorded Sep 16, 2011
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; HERCULES INCORPORATED; AQUALON COMPANY; ISP INVESTMENT INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 026918/0052 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 15, 2010
From: DAL FARRA, CLAUDE; DOMLOGE, NOUHA; BOTTO, JEAN-MARIE
To: ISP INVESTMENTS INC.
Reel/Frame 024537/0465 →