Stilbene-Pendant Nitrone Antioxidants for Skin Protection
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Solution Overview
Problem
Current antioxidants used in personal care compositions, such as resveratrol, are expensive and insufficient in mitigating skin aging due to their low natural abundance and limited efficacy in protecting skin from oxidative stress and collagen degradation.
Innovation Solution
Development of compounds with both nitrone and phenolic functionalities, specifically stilbene-pendant nitrones, which provide enhanced antioxidant protection by acting as radical scavengers, offering longer-lasting and more effective skin protection compared to conventional antioxidants.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If conventional antioxidants such as resveratrol are used, then skin protection against oxidative stress is provided, but the cost is high and the efficacy is limited due to low natural abundance
Solution Approach 1:
The patent combines two distinct antioxidant functionalities (nitrone and phenolic groups) into a single hybrid molecule. This merging allows the compound to exhibit synergistic antioxidant effects, providing superior radical scavenging activity and prolonged protection compared to conventional antioxidants like resveratrol, thereby resolving the contradiction between limited efficacy and natural abundance constraints
Solution Approach 2:
The invention creates a composite antioxidant structure by integrating nitrone and phenolic moieties within the same molecular framework. This composite design enables the molecule to simultaneously utilize both nitrone-based and phenolic-based antioxidant mechanisms, achieving enhanced reliability and protection efficacy that overcomes the limitations of single-function antioxidants
2Duration of action of moving object
If higher concentrations of antioxidants are used to improve protection duration, then antioxidant protection is extended, but the risk of skin irritation and formulation stability issues increases
Solution Approach 1:
The patent changes the chemical structure parameters by introducing the nitrone functional group combined with phenolic groups, which fundamentally alters the antioxidant mechanism. This structural parameter change enables the compound to achieve prolonged protection duration at lower concentrations, avoiding the harmful effects associated with high concentrations of conventional antioxidants
3Reliability
If multiple separate antioxidants are combined to achieve synergistic effects, then antioxidant performance is enhanced, but the formulation complexity and potential for interactions increase
Solution Approach 1:
The patent merges multiple antioxidant functionalities into a single hybrid molecule, eliminating the need for separate antioxidant components in the formulation. This approach maintains the synergistic antioxidant performance while significantly reducing formulation complexity and minimizing potential interactions between multiple separate antioxidant substances
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 stilbene-pendant nitrones demonstrate higher efficacy in inhibiting collagen degradation and reducing visible signs of aging, such as wrinkles, by effectively scavenging free radicals and providing prolonged antioxidant protection at lower concentrations.
Implementation Method 1
nitrones with pendant stilbene groups have equivalent efficacy as radical scavengers
Data Source
AI summary
Provided are compounds and compositions thereof that are useful as antioxidants in personal care formulations. The compounds are of the Formula I: wherein R1, R2, R3, R4, and R5 are independently H, -OH, C1-C6 alkoxy, -COOH, -COO-M+ or -O-M+, where M+ is a sodium, potassium, or ammonium ion, and R6, R7, R8, R9, and R10, are independently H, -OH, C1-C6 alkoxy, -COOH, -COO-M+ or -O-M+, where M+ is a sodium, potassium, or ammonium ion, or a substituent of Formula II: wherein R11, R12, R13, R14, and R15 are independently H, -OH, C1-C6 alkoxy, -COOH, -COO-M+ or -O-M+, where M+ is a sodium, potassium, or ammonium ion, provided that one of R6, R7, R8, R9, and R10 is a substituent of Formula II.