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Gold and palmitoyl pentapeptide-4 nanoparticles

Inactive Publication Date: 2021-01-21
INFINITEC ACTIVOS SL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The inventors have discovered that by combining a specific peptide (Formula I) with gold nanoparticles, the peptide is able to penetrate deeper layers of the skin. This penetration is significantly better than a peptide without the nanoparticle connection. Additionally, the combination of the peptide with nanoparticles provides stability against enzymatic degradation by proteases. This is surprising because other peptides do not show this improvement when combined with nanoparticles. Therefore, there is no known guidance on which specific peptides can be connected to which nanoparticles for improved stability and deeper penetration.

Problems solved by technology

The topical administration of cosmetic or therapeutic agents is a challenge in the field of cosmetic or pharmaceutical formulations since the skin has low permeability to high molecular weight molecules.
However, WO 2008 / 079898 A1 does not disclose any specific composition comprising colloidal gold conjugated to Matrixyl®.

Method used

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  • Gold and palmitoyl pentapeptide-4 nanoparticles

Examples

Experimental program
Comparison scheme
Effect test

examples 1-6

Synthesis and Characterization of Gold Nanoparticles and Peptide Compositions

Materials and Methods

[0062]Sodium citrate tribasic dihydrate and hydrogen tetrachloroaurate (HAuCl4) from (Sigma Aldrich).

[0063]The UV-visible spectrum of the three samples of gold nanoparticles (GNP, GNP-P1, and GNP-P2) were determined in water using a UV-1800 Shimadzu spectrophotometer (Parc Cientific of Barcelona) and quartz cuvettes (Hellma Analytics). The UV-visible spectrum of each sample was determined in water at a concentration of 1 mg / mL.

[0064]The size of the nanoparticles (GNP, GNP-P1, and GNP-P2) was determined by dynamic light scattering (DLS) for which quartz cuvettes and Zetasizer Nano ZS series equipment (Malvern Instruments, Instituto de Química Avanzada de Cataluña) were used. The preparation of the samples consists of 1 mg if it is powder and it is suspended in 1 mL of milli-Q H2O. In the case of liquid samples, a 100 μL aliquot of the sample to which 900 μL of milli-Q H2O are added is co...

examples 1-3

Synthesis of Nanoparticles GNP-P1, GNP-P2 and GNP

[0066]The gold nanoparticles (Examples 1-3) were synthesized using the Turkevich method based on the reduction of Au(III) to Au(0) using sodium citrate as reducing agent and the peptide of corresponding formula as stabilizing agent or in the absence of peptide:[0067]Example 1: GNP-P1, wherein P1 is the peptide of formula (I) wherein R is a palmitoyl moiety (Palm-SEQ ID NO: 1);[0068]Example 2: GNP-P2, wherein P2 is the peptide of formula

(II)(P2; Palm-L-Cys-L-Lys-L-Thr-L-Thr-L-Lys-L-Ser-L-Cys-L-Thr-L-Thr-L-Lys-L-Ser-OH; Palm-SEQ ID NO: 2);[0069]Example 3: GNP without peptide

where GNP refers to gold nanoparticles.

[0070]The gold nanoparticles (GNP, GNP-P1, and GNP-P2) were synthesized as follows:

[0071]5.76 mg of sodium citrate used as reducing agent was added to a 10 mL flask containing 3 mL of water. Then the solution was kept under reflux (100° C.) for 5 minutes. Then 0.6 mg of gold salt (HAuCl4) were added until the formation of a dark...

examples 4-5

Preparation of Peptide P1 and P2 Compositions

[0073]Compositions of the peptide of formula (I) (P1; Example 4) and of the peptide of formula (II) (P2; Example 5) were also prepared in the absence of nanoparticles by dissolving the corresponding peptide in water. 0.3 mg of the peptides of formula (I) (P1) and / or (II) (P2) were dissolved in 1 mL of water to have the same peptide concentration in the nanoparticles and in the absence thereof (0.3 mg / mL).

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Abstract

The present invention relates to gold nanoparticles conjugated with palmitoyl pentapeptide-4 (Palm-L-Lys-L-Thr-L-Thr-L-Lys-L-Ser-OH), compositions comprising them, use thereof in cosmetic treatments, as well as methods for obtaining said nanoparticles.

Description

FIELD OF THE INVENTION[0001]The present invention relates to palmitoyl pentapeptide-4 conjugated gold nanoparticles, compositions comprising them, use thereof in cosmetic treatments, as well as methods for obtaining said nanoparticles.BACKGROUND OF THE INVENTION[0002]The first noticeable sign of skin aging is the formation of fine lines and wrinkles. These fine lines appear in different facial areas and are the most easily recognized signs of aging. Fine lines are the first to appear. These small, somewhat shallow wrinkles tend to be noticed in the outer corners of the eyes. They are also known as laugh lines or crow's feet. Fine lines can also be located on the cheeks. On the forehead, wrinkles are noticed as horizontal lines and may be brought out by facial expressions, and they tend to become deeper over time. Smaller sized vertical lines between the eyebrows are caused by furrowing the brow.[0003]There are a number of cosmetic products on the market to improve the appearance of ...

Claims

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Application Information

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IPC IPC(8): A61K8/19A61K8/64A61Q19/08
CPCA61K8/19A61K8/64A61K2800/413A61K2800/654A61K2800/412A61Q19/08A61K8/65A61K9/51B82Y5/00
Inventor MOURELLE MANCINI, MARISABELALEA REYES, MARIA ELISA
Owner INFINITEC ACTIVOS SL