Deoxyhexose Alkyl Acetal Antibacterial Composition

Resolve Bottlenecks,
Find Innovative SolutionsGenerate Solutions

Solution Overview

Problem

Current antimicrobial compositions face challenges such as the development of antibiotic resistance, toxicity concerns, and environmental impact, particularly in treating Gram-positive bacteria infections, and existing biosourced compounds like monolaurin are unstable due to ester sensitivity and require hazardous solvents in synthesis.

Innovation Solution

A bactericidal or bacteriostatic composition comprising alkyl acetals or ethers of deoxyhexose derivatives with alkyl groups of 11-18 carbon atoms, specifically designed as a mixture of regioisomers and diastereoisomers, obtained through acetalization and hydrogenolysis processes, which are biodegradable and synthesized without toxic solvents.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional antimicrobial compounds are used, then bacterial infections can be treated, but antibiotic resistance develops

Engineering Contradiction:

Improveeffectiveness against bacterial infectionsVSAvoidantibiotic resistance

Core Design Contradiction:

ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The invention changes the chemical structure parameters of antimicrobial compounds by using deoxyhexose derivatives with specific alkyl chain lengths (11-18 carbons) and acetal/ether functional groups, which maintain antibacterial activity while reducing resistance development

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures by combining deoxyhexose cores with long-chain alkyl groups through acetal or ether linkages, producing compounds that exhibit both biosourced characteristics and effective antimicrobial properties

Inventive Principle:

Principle #40Composite materials

2Reliability

If monolaurin is used as an antimicrobial agent, then bacterial growth is inhibited, but the compound is unstable due to ester sensitivity

Engineering Contradiction:

Improveantimicrobial activityVSAvoidchemical stability

Core Design Contradiction:

ReliabilityVSStability of the object's composition

Solution Approach 1:

The invention changes the functional group parameter from ester (in monolaurin) to acetal or ether linkages, which are not susceptible to esterase-mediated hydrolysis, thereby improving chemical stability while maintaining antimicrobial activity

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The invention replaces unstable ester-based compounds with stable acetal/ether-based compounds that maintain their structure and activity over time, eliminating the need for frequent replacement due to degradation

Inventive Principle:

Principle #27Cheap short-living objects (Disposable)

3Object-generated harmful factors

If existing biosourced antimicrobial compounds are synthesized, then renewable resources are used, but toxic solvents are required in the synthesis process

Engineering Contradiction:

Improveenvironmental friendlinessVSAvoidtoxicity from synthesis solvents

Core Design Contradiction:

Object-generated harmful factorsVSObject-affected harmful factors

Solution Approach 1:

The invention extracts and eliminates the need for toxic solvents from the synthesis process by using alternative green chemistry methods that achieve the same chemical transformations without harmful substances

Inventive Principle:

Principle #2Taking out (Extraction)

Solution Approach 2:

The invention converts the challenge of synthesizing complex acetal/ether structures into an opportunity by using benign solvents and conditions that simultaneously achieve the desired molecular structures and eliminate toxic byproducts

Inventive Principle:

Principle #22Blessing in disguise (Convert harm into benefit)

4Device complexity

If a single antimicrobial compound is used, then the treatment is simple, but resistance develops more easily

Engineering Contradiction:

Improvetreatment simplicityVSAvoidresistance development

Core Design Contradiction:

Device complexityVSObject-affected harmful factors

Solution Approach 1:

The invention segments the antimicrobial action into multiple compounds with slightly different structures (isomeric mixture), where each component contributes to the overall effect but resistance to one does not confer resistance to others

Inventive Principle:

Principle #1Segmentation

Solution Approach 2:

The invention merges multiple related compounds into a single formulation that acts synergistically, maintaining simplicity of administration while providing multi-target antimicrobial coverage that slows resistance development

Inventive Principle:

Principle #5Merging (Combining)

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 composition effectively inhibits Gram-positive bacteria, including resistant strains, with improved stability and reduced risk of resistance development, while being environmentally friendly and cost-effective for industrial applications.

Implementation Method 1

acetalization and hydrogenolysis processes

Methodology Applied

Scientific EffectAcetalization: Chemical Bonding

Implementation Method 2

acetalization and hydrogenolysis processes

Methodology Applied

Scientific EffectHydrogenolysis: Reduction

Data Source

PatentEP3389731B1Antibacterial composition containing a deoxyhexose alkyl monoacetal or monoether

Publication Date: 2020.07.29 TEREOS STARCH & SWEETENERS BELGIUM

AI summary

The invention relates to a bactericidal or bacteriostatic composition comprising a deoxyhexose alkyl acetal or ether, or the mixed isomers of same, the use thereof in the treatment or prevention of infections involving Gram-positive bacteria, the use thereof as a hygiene or dermatological product for external use, as well as a method for disinfecting surfaces.