Cyclodextrin-Polymer Conjugates for Cholesterol Clearance

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Solution Overview

Problem

Current therapeutic agents for lipid storage disorders, such as Niemann-Pick type C disease, face challenges due to rapid clearance from the body, leading to toxicity and adverse effects from high doses required to maintain effective concentrations, and lack of effective treatments for these conditions.

Innovation Solution

Development of cyclodextrin-based polymers with a triazole-ketal-triazole linker structure that prolongs the circulation of cyclodextrin derivatives in the body, allowing for improved bioavailability and permeation across the blood-brain barrier, effectively reducing cholesterol levels in cells and tissues.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If hydrophilic molecules like cyclodextrin are used to treat lipid storage disorders, then they can effectively remove excess lipids from cells, but they undergo rapid clearance from the bloodstream requiring high concentrations or repeated administration

Engineering Contradiction:
Improveconcentration of therapeutic agentVSAvoidcirculation time in bloodstream
Core Design Contradiction:
Quantity of substanceVSDuration of action of moving object

Solution Approach 1:

The patent applies composite materials by combining cyclodextrin molecules with hydrophobic polymers to create amphiphilic conjugates. These conjugates integrate the lipid-binding capability of cyclodextrin with the prolonged circulation properties of hydrophobic polymer backbones, resolving the contradiction between effective lipid removal and rapid clearance from bloodstream

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent changes the physical-chemical parameters of cyclodextrin by modifying its hydrophilicity through conjugation with hydrophobic polymers. This parameter change transforms the pharmacokinetic profile, extending circulation half-life while maintaining the ability to bind and remove lipids from cells

Inventive Principle:
Principle #35Parameter changes

2Quantity of substance

If high concentrations of hydrophilic therapeutic agents are administered to maintain effective levels, then minimum effective concentration is maintained, but toxicity and adverse effects to organs increase

Engineering Contradiction:
Improveeffective concentration of drugVSAvoidtoxicity and adverse effects
Core Design Contradiction:
Quantity of substanceVSObject-affected harmful factors

Solution Approach 1:

By creating composite structures of cyclodextrin-conjugated-polymer, the patent achieves prolonged circulation at lower doses, thereby maintaining effective concentrations without the toxicity associated with high-dose administration of unmodified hydrophilic agents

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent transforms the short-lived cyclodextrin molecule into a long-circulating therapeutic by attaching it to a polymer backbone, effectively creating a sustained-release system that reduces the need for repeated high-dose administrations

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

3Quantity of substance

If conventional treatments like dietary reduction or Low Density lipoprotein receptor knock-out are used, then cholesterol storage is reduced, but no significant therapeutic benefit is achieved

Engineering Contradiction:
Improvecholesterol storage levelsVSAvoidtherapeutic efficacy
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent introduces cyclodextrin-conjugated-polymer as an intermediary substance that directly binds to and removes excess cholesterol from cells, providing a more reliable therapeutic mechanism compared to conventional approaches that only reduce cholesterol storage without ensuring effective removal

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent directly extracts and removes excess cholesterol from cells using the cyclodextrin moieties in the conjugate, which specifically bind to and sequester lipid molecules, providing reliable therapeutic benefit beyond mere storage reduction

Inventive Principle:
Principle #2Taking out (Extraction)

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 cyclodextrin-based polymers significantly increase cholesterol clearance from cells, delay the onset of symptoms, and extend the lifespan of affected mice, demonstrating improved therapeutic efficacy with reduced dosing frequency and minimized toxicity.

Implementation Method 1

cyclodextrin, which are generally employed to treat lipid storage disorders

Methodology Applied
Scientific EffectHost-guest complexation: Solvation

Data Source

PatentEP3405501B1Cyclodextrin based polymers, methods, compositions and applications thereof
Publication Date: 2023.11.15 ATEN PORUS LIFESCI
  • EP3405501B1 patent drawingFigure 1~2
  • EP3405501B1 patent drawingFigure 3
  • EP3405501B1 patent drawingFigure 4

AI summary

The present disclosure relates to polymers comprising conjugates of cyclodextrin or derivatives thereof and a linker moiety, methods of preparing the same and their application in the removal of lipids such as cholesterol from cells in treating lipid storage disorders. The present polymers exhibit improved properties including but not limiting to improved biocompatibility, improved retention time, prolonged duration of action in cells, and increased efficacy in removal of cholesterol from cells in treating lipid storage disorders.