Caffeoylshikimic Acid Purification from Palm Oil Effluent

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Solution Overview

Problem

The demand for shikimic acid, a crucial precursor for pharmaceuticals like Tamiflu, is high due to its low availability in natural sources such as Chinese star anise, necessitating the exploration of alternative sources like oil palm vegetation liquor and palm oil mill effluent for sustainable production.

Innovation Solution

A method for separating and purifying caffeoylshikimic acid and its derivatives from oil palm vegetation liquor and palm oil mill effluent using preparatory liquid chromatography, achieving high purity and suitability for use in health-related applications.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If shikimic acid is extracted from Chinese star anise, then the pharmaceutical precursor can be obtained, but the availability is substantially low and production is hampered

Engineering Contradiction:
Improveavailability of shikimic acidVSAvoidproduction capacity
Core Design Contradiction:
Quantity of substanceVSProductivity

Solution Approach 1:

The invention extracts shikimic acid from an alternative source (oil palm vegetation liquor or POME) instead of the traditional Chinese star anise source. This extraction from a more abundant source resolves the contradiction by providing sufficient quantity while maintaining production capacity.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention changes the source material parameter from Chinese star anise to oil palm vegetation liquor or POME. This parameter change enables both high availability and sustained production capacity by utilizing a more abundant feedstock source.

Inventive Principle:
Principle #35Parameter changes

2Quantity of substance

If vegetation liquor from palm oil milling is used as a source, then sustainable production and high availability can be achieved, but separation and purification complexity increases

Engineering Contradiction:
Improveavailability of shikimic acidVSAvoidseparation and purification process
Core Design Contradiction:
Quantity of substanceVSDevice complexity

Solution Approach 1:

The separation process is divided into distinct stages: extraction of phenolic compounds from vegetation liquor, followed by preparatory liquid chromatography for purification. This segmentation makes the complex process more manageable and enables high purity recovery despite the complexity.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention uses preparatory liquid chromatography as an intermediary purification step between the crude extraction and the final product. This intermediary process effectively separates caffeoylshikimic acid from the complex vegetation liquor matrix, achieving high purity while managing the inherent complexity.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Manufacturing precision

If preparatory liquid chromatography is used for isolation, then high purity of caffeoylshikimic acid can be achieved, but the process time and complexity increase

Engineering Contradiction:
Improvepurity of caffeoylshikimic acidVSAvoidseparation and purification time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The invention performs preliminary extraction and concentration of phenolic compounds from the vegetation liquor before applying preparatory liquid chromatography. This preliminary action reduces the sample complexity and load on the chromatography system, achieving high purity while reducing the overall process time.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The separation process is designed as a continuous flow system where extraction, concentration, and chromatographic purification occur in sequence without interruption. This continuity maintains high purity standards while minimizing idle time and optimizing the overall process efficiency.

Inventive Principle:
Principle #20Continuity of useful 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 provides a sustainable source of shikimic acid derivatives, enhancing global availability and enabling their use in functional foods, medical, nutraceutical, and pharmaceutical preparations, with potential health benefits including immunostimulation, neuroprotection, and vascular protection.

Implementation Method 1

isolating said caffeoylshikimic acids and their derivatives from said extract by preparatory liquid chromatography

Methodology Applied
Scientific EffectChromatography: Chromatography

Data Source

PatentUS10603348B2Composition comprising caffeoylshikimic acids, protocatechuic acid, hydroxytyrosol, hydroxybenzoic acid and their derivatives and method of preparation thereof
Publication Date: 2020.03.31 MALASIAN PALM OIL BOARD
  • US10603348B2 patent drawing
  • US10603348B2 patent drawing
  • US10603348B2 patent drawing

AI summary

A composition comprising caffeoylshikimic acids, protocatechuic acid, hydroxytyrosol, hydroxybenzoic acid, said caffeoylshikimic acids and their derivatives extracted from any part of oil palm including but not confined to the vegetation liquor of palm oil milling and palm oil mill effluent, and a method for use in the preparation of a composition containing caffeoylshikimic acids, protocatechuic acid, hydroxytyrosol, hydroxybenzoic acid, said caffeoylshikimic acids and their derivatives. The method includes the steps of pre-concentrating an extract containing the caffeoylshikimic acids, protocatechuic acid, hydroxytyrosol, hydroxybenzoic acid, caffeoylshikimic acids and their derivatives and isolating the caffeoylshikimic acids, protocatechuic acid, hydroxytyrosol, hydroxybenzoic acid, said caffeoylshikimic acids and their derivatives from said extract by liquid chromatography, wherein the elution activity of said caffeoylshikimic acids, protocatechuic acid, hydroxytyrosol, hydroxybenzoic acid, with the caffeoylshikimic acids and their derivatives varying depending on the stationary phase and the composition of the mobile phase.