Glutathione-Benzoic Acid Peptide Derivatives for Skin Whitening

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Solution Overview

Problem

Current skin whitening cosmetic ingredients, such as hydroquinone, kojic acid, and vitamin C, have unsatisfactory whitening effects, instability, and cause skin stimulation, particularly due to increased melanin generation from UV light and stress, which is not effectively inhibited.

Innovation Solution

Peptide derivatives with glutathione-like peptides connected to benzoic acid derivatives, specifically synthesized using solid phase peptide synthesis, exhibit excellent tyrosinase inhibition and anti-oxidative activities without skin stimulation, providing stability during long-term storage.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If traditional skin whitening ingredients (hydroquinone, kojic acid, arbutin, glutathione, or vitamin C) are used, then melanin generation is inhibited, but they cause severe skin stimulation and have unsatisfactory stability

Engineering Contradiction:
Improveskin whitening effectVSAvoidskin stimulation
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent creates a composite structure by conjugating glutathione-like peptides (containing free thiol groups) with benzoic acid derivatives (such as gallic acid, ellagic acid, or 4-hydroxybenzoic acid). This composite peptide derivative combines the melanin-inhibiting properties of glutathione with the tyrosinase inhibition capabilities of benzoic acid derivatives, achieving effective skin whitening while reducing skin stimulation and improving stability compared to traditional single-component ingredients

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent modifies the chemical structure parameters by introducing specific peptide sequences (Glu-Cys-Gly or similar glutathione-like structures) conjugated to benzoic acid derivatives. This structural parameter change creates a new compound class with optimized properties: the peptide portion provides stability and reduced irritation, while the benzoic acid portion maintains strong tyrosinase inhibition activity, thus resolving the contradiction between effectiveness and skin stimulation

Inventive Principle:
Principle #35Parameter changes

2Reliability

If traditional skin whitening ingredients are used, then some whitening effect is achieved, but they show unsatisfactory stability during storage

Engineering Contradiction:
Improveskin whitening effectVSAvoidstability during storage
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The conjugation of glutathione-like peptides with benzoic acid derivatives creates a stable composite structure where the peptide backbone provides structural integrity and resistance to degradation, while the conjugated benzoic acid moiety maintains its tyrosinase inhibition activity. This composite structure demonstrates superior storage stability compared to free glutathione or simple vitamin C derivatives, which are prone to oxidation and degradation

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The peptide structure acts as an intermediary carrier that stabilizes the benzoic acid derivative during storage. The conjugated structure protects the reactive groups from premature oxidation or degradation, allowing the compound to maintain its whitening efficacy over extended storage periods, thus resolving the stability issue of traditional ingredients

Inventive Principle:
Principle #24Intermediary (Mediator)

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The peptide derivatives show improved tyrosinase inhibition and anti-oxidative activities, achieving effective skin whitening with enhanced stability and biocompatibility, outperforming traditional ingredients in terms of skin whitening efficacy and stability.

Implementation Method 1

the peptide derivatives of the present invention, wherein glutathione-like peptides are connected to benzoic acid derivatives, have excellent tyrosinase inhibition effect suppressing the melanin generation

Methodology Applied
Scientific EffectEnzyme inhibition: Enzyme

Implementation Method 2

the melanin generation may increase through an in vivo polymerization-oxidation process using an enzyme such as tyrosinase as a catalyst when the generation of free radicals increases in skin

Methodology Applied
Scientific EffectAnti-oxidative activity: Oxidation

Data Source

PatentUS8435548B2Peptide derivatives and cosmetic composition comprising the same
Publication Date: 2013.05.07 BIO FD&C CO LTD
  • US8435548B2 patent drawing
  • US8435548B2 patent drawing
  • US8435548B2 patent drawing

AI summary

Disclosed are peptide derivatives, wherein glutathione-like peptides are connected to benzoic acid derivatives, and a cosmetic composition comprising the same. The peptide derivatives have excellent tyrosinase inhibition and anti-oxidative activities to show excellent skin whitening effect, biocompatibility without skin stimulation, and stability during long-term storage. Therefore, they can be effectively used for a cosmetic composition for skin whitening.