Xanthohumol Hot-Melt Extrusion Cyclodextrin Stabilization

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Solution Overview

Problem

Xanthohumol's low water-solubility and conversion to isoxanthohumol during heating processes hinder its effective formulation in cosmetic and pharmaceutical products, leading to poor bioavailability and undesirable estrogenic activity.

Innovation Solution

A hot-melt extrusion process using water-soluble thermoplastic polymers like HPMC and vinylpyrrolidone-vinyl acetate copolymer to create xanthohumol-based compositions that minimize isoxanthohumol formation, allowing for stable incorporation in both topical and oral formulations.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If heating is applied to increase water-solubility of xanthohumol, then solubility is improved, but xanthohumol converts to isoxanthumol which has undesirable estrogenic activity

Engineering Contradiction:

Improvewater-solubilityVSAvoidisoxanthumol formation

Core Design Contradiction:

Quantity of substanceVSObject-generated harmful factors

Solution Approach 1:

A cyclodextrin complex is used as an intermediary carrier to include xanthohumol. The cyclodextrin protects xanthohumol from converting to isoxanthumol during heating while enabling water-solubility. The complex acts as a mediator between the heat treatment needed for solubility and the prevention of harmful conversion.

Inventive Principle:

Principle #24Intermediary (Mediator)

Solution Approach 2:

The invention changes the physical state and chemical environment of xanthohumol by forming a cyclodextrin inclusion complex. This parameter change allows xanthohumol to remain stable at elevated temperatures without converting to isoxanthumol, while simultaneously improving water-solubility for cosmetic formulations.

Inventive Principle:

Principle #35Parameter changes

2Ease of manufacture

If conventional formulations are used, then manufacturing is simple, but bioavailability of xanthohumol is very poor due to low water-solubility

Engineering Contradiction:

Improveformulation simplicityVSAvoidbioavailability

Core Design Contradiction:

Ease of manufactureVSReliability

Solution Approach 1:

The invention creates a composite material system consisting of xanthohumol included within cyclodextrin cavities. This composite structure combines the benefits of both components: xanthohumol provides the desired cosmetic activity while cyclodextrin provides water-solubility and enhanced bioavailability, yet the formulation remains relatively simple to manufacture.

Inventive Principle:

Principle #40Composite materials

3Adaptability or versatility

If xanthohumol is included in water-containing formulations, then cosmetic applicability is improved, but conversion to isoxanthumol occurs during preparation and storage

Engineering Contradiction:

Improvecosmetic formulation compatibilityVSAvoidxanthohumol stability

Core Design Contradiction:

Adaptability or versatilityVSStability of the object's composition

Solution Approach 1:

Cyclodextrin serves as a protective intermediary that stabilizes xanthohumol in water-containing formulations. The inclusion complex prevents direct contact between xanthohumol and water or other formulation components that might catalyze conversion to isoxanthumol, thereby maintaining compositional stability while enabling cosmetic formulation compatibility.

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 method enhances xanthohumol bioavailability and reduces isoxanthohumol content, enabling its effective use in water-containing formulations without significant conversion, thus addressing the limitations of existing xanthohumol products.

Implementation Method 1

hot-melt extrusion of xanthohumol in the presence of a water-soluble nutritionally and/or cosmetically acceptable thermoplastic polymers

Methodology Applied

Scientific EffectHeating: Heating

Implementation Method 2

hot-melt extrusion process using water-soluble thermoplastic polymers

Methodology Applied

Scientific EffectMelting: Melting

Implementation Method 3

the selection of thermoplastic polymers thus appears to protect xanthohumol from being converted into isoxanthumol

Methodology Applied

Scientific EffectProtective effect:

Data Source

PatentUS11224558B2Xanthohumol-based compositions

Publication Date: 2022.01.18 REMON JEAN PAUL

AI summary

This invention relates to xanthohumol-based compositions, yielded in a hot-melt extrusion process (HME) using one or more water-soluble nutritionally and/or cosmetically acceptable thermoplastic polymers, such as selected from hydroxypropylmethyl-cellulose (HPMC), a vinylpyrrolidone-vinyl acetate copolymer, and combinations thereof. The present invention also relates to topical and oral formulations comprising such extruded xanthohumol-based compositions, as well as the use of one or more water-soluble nutritionally and/or cosmetically acceptable thermoplastic polymers in a hot-melt extrusion process of xanthohumol.