Phyllodulcin Extraction via Fermentation and pH Control

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Solution Overview

Problem

Current methods for extracting phyllodulcin from Hydrangea macrophylla leaves result in low yields, sensory impurities, and regulatory issues due to the use of solvents like chloroform and acetonitrile, and fail to maintain the sweetening characteristics of phyllodulcin during processing.

Innovation Solution

A method involving drying of plant material, wet fermentation, and extraction using solvents like ethyl acetate or ethanol, followed by solvent replacement and precipitation, which yields a high phyllodulcin content without off-notes and ensures stability during storage.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If chloroform or acetonitrile is used as extraction solvent, then extraction efficiency is improved, but regulatory compliance deteriorates due to detectable amounts of harmful substances

Engineering Contradiction:
Improveextraction efficiencyVSAvoidregulatory compliance
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the extraction parameters by using alternative solvents (ethyl acetate, ethanol, isopropanol) with different chemical properties compared to traditional chloroform or acetonitrile. These alternative solvents achieve comparable extraction efficiency while meeting regulatory requirements for food and pharmaceutical applications by eliminating detectable harmful substances.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs readily available, inexpensive solvents such as ethyl acetate, ethanol, and isopropanol that can be easily removed through evaporation or drying. These solvents are preferred over expensive specialized solvents and leave no harmful residues, effectively replacing chloroform and acetonitrile in a cost-effective and regulatory-compliant manner.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

2Ease of manufacture

If alkaline conditions are used during extraction, then extraction process is simplified, but phyllodulcin stability deteriorates due to conversion to degradation products

Engineering Contradiction:
Improveextraction process simplicityVSAvoidphyllodulcin stability
Core Design Contradiction:
Ease of manufactureVSStability of the object's composition

Solution Approach 1:

The patent applies preliminary protective measures by adjusting the pH to acidic conditions (pH 2-4) before extraction. This prevents the alkaline degradation of phyllodulcin that would otherwise occur during the extraction process. By pre-adjusting the pH, the patent eliminates the need for complex post-extraction stabilization steps while preserving phyllodulcin integrity.

Inventive Principle:
Principle #9Preliminary anti-action

Solution Approach 2:

The patent changes the pH parameter from alkaline to acidic range (pH 2-4) during extraction. This parameter change fundamentally alters the chemical environment to prevent phyllodulcin degradation while maintaining extraction efficiency. The acidic conditions stabilize phyllodulcin against conversion to open-chain forms and stilbene carboxylic acids.

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If multiple separation steps are applied, then purification precision is improved, but manufacturing complexity deteriorates

Engineering Contradiction:
Improvepurification precisionVSAvoidmanufacturing complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent selectively extracts phyllodulcin from plant material using solvent systems that preferentially dissolve the target compound while leaving impurities behind. This single extraction step achieves both purification and concentration, eliminating the need for multiple sequential separation operations. The extraction process itself serves as the primary purification mechanism.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent combines multiple functions into a single extraction step. The extraction process simultaneously achieves: (1) separation of phyllodulcin from plant matrix, (2) concentration of phyllodulcin in the solvent phase, and (3) removal of impurities. This merging of functions reduces the overall process complexity while maintaining high purification precision.

Inventive Principle:
Principle #5Merging (Combining)

4Ease of operation

If extraction is performed without pH control, then process simplicity is maintained, but phyllodulcin recovery deteriorates due to conversion to tasteless degradation products

Engineering Contradiction:
Improveprocess simplicityVSAvoidphyllodulcin recovery
Core Design Contradiction:
Ease of operationVSQuantity of substance

Solution Approach 1:

The patent performs preliminary pH adjustment to the acidic range (pH 2-4) before initiating extraction. This preliminary action ensures that phyllodulcin remains in its stable, extractable form throughout the process. By pre-establishing the correct pH conditions, the patent prevents degradation before it can occur, thereby maximizing recovery without adding complex monitoring or adjustment steps during extraction.

Inventive Principle:
Principle #10Preliminary action

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 achieves a high concentration of phyllodulcin with improved sensory characteristics and stability, eliminating off-notes and regulatory concerns, making the extract suitable for nutritional and pharmaceutical applications.

Implementation Method 1

wet fermenting the plant material at a temperature in the range of from 10 to 50 °C., preferably in the range of from 30 to 45 °C., for 0.5 to 72 hours

Methodology Applied
Scientific EffectFermentation: Fermentation

Implementation Method 2

subjecting the wet fermented plant material of step ii) to an extraction with a solvent

Methodology Applied
Scientific EffectExtraction: Liquid-Liquid Extraction

Implementation Method 3

cooling the mixture of step vi) to a temperature of 10 °C. or less for precipitating the extracted compound(s)

Methodology Applied
Scientific EffectPrecipitation: Precipitation

Data Source

PatentUS20240407385A1High purity phyllodulcin extract
Publication Date: 2024.12.12 SYMRISE GMBH & CO KG
  • US20240407385A1 patent drawing
  • US20240407385A1 patent drawing
  • US20240407385A1 patent drawing

AI summary

The present invention relates to a method for producing a plant extract comprising phyllodulcin, a plant extract obtained or obtainable by such a method, a flavouring mixture comprising such a plant extract, a composition comprising such a plant extract, the use of such a plant extract or of such a flavouring mixture and a method for imparting or modifying a sweet taste impression.