Retinoid Bakuchiol Ester Synthesis for Skin Health
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Solution Overview
Problem
There is a need for improved skin-care products that effectively address skin health and aging, as existing retinol derivatives and bakuchiol have limitations in their formulations.
Innovation Solution
The development of esters formed from retinoids and bakuchiol, along with their tautomers, isotopically labeled compounds, solvates, polymorphs, and co-crystals, which are produced through specific reaction mixtures and methods, offering enhanced skin benefits.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If retinol derivatives are used as skin-care ingredients, then skin health improvement is achieved, but limitations in formulation and effectiveness remain
Solution Approach 1:
The patent combines retinoid and bakuchiol moieties into a single ester molecule (Formula I), merging the beneficial properties of both components. This hybrid structure allows the compound to exhibit retinoid-like skin health benefits while overcoming formulation limitations of traditional retinol derivatives, as the ester linkage provides improved stability and versatility.
Solution Approach 2:
The invention creates a composite molecular structure integrating retinoid and bakuchiol fragments into one molecule. This composite approach allows the single compound to deliver multiple functions: the retinoid portion provides skin health benefits while the bakuchiol portion contributes to formulation stability and versatility, resolving the contradiction between effectiveness and adaptability.
2Adaptability or versatility
If bakuchiol is used alone, then formulation versatility is maintained, but skin health improvement effectiveness is limited
Solution Approach 1:
By merging bakuchiol with retinoid in a single ester molecule, the invention enhances bakuchiol's inherent formulation versatility while adding the proven skin health benefits of retinoids. The ester structure maintains bakuchiol's adaptability while introducing retinoid functionality for improved effectiveness.
3Reliability
If esters comprising both retinoid and bakuchiol moieties are synthesized, then skin health improvement and anti-aging benefits are enhanced, but manufacturing complexity increases
Solution Approach 1:
The synthesis approach segments the complex ester formation into manageable steps: first activating the retinoid carboxylic acid to form an active ester intermediate, then coupling with bakuchiol. This stepwise segmentation simplifies the overall manufacturing process while maintaining the enhanced effectiveness benefits of the hybrid molecule.
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
These esters improve skin health and reduce skin aging by combining the retinoid and bakuchiol moieties, providing a more effective alternative to standalone retinoids and bakuchiol.
Implementation Method 1
The esters may be advantageous over retinoids and bakuchiol that form the esters. The advantages may be at least in part due to that the esters comprise both a retinoid moiety and a bakuchiol moiety.
Data Source
AI summary
The present disclosure provides esters of a retinoid and bakuchiol, such as esters of Formula (I′). The present disclosure also provides compositions and kits comprising the esters, methods of producing the esters, methods of using the esters (e.g., for treating or preventing a skin disease, slowing the ageing of the skin, improving the appearance of the skin, or modulating a retinoid receptor).