Neuroprotective Agents for Parkinson's Disease via D2/D3 Selectivity

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Solution Overview

Problem

Current pharmacotherapeutic agents for Parkinson's disease, particularly dopamine receptor agonists, face challenges in selectively targeting D2 and D3 receptors due to their shared agonist binding sites and widespread distribution, leading to inadequate treatment efficacy and oxidative stress-related side effects.

Innovation Solution

Development of novel compounds with specific formulas, such as those represented by IA and IB, which are designed to selectively bind to D2/D3 receptors, potentially reducing oxidative stress and improving neuroprotection by incorporating specific substituents and heteroatoms, thereby enhancing therapeutic efficacy and reducing side effects.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If dopamine receptor agonists are used to treat Parkinson's disease, then motor symptoms are improved, but oxidative stress and neurotoxicity increase

Engineering Contradiction:
Improvetreatment efficacyVSAvoidoxidative stress
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical parameters of dopamine agonists by incorporating iron-chelating moieties and specific substituents (R1-R6 groups) to alter the pharmacological properties. This changes the interaction profile with dopamine receptors and iron ions, reducing oxidative stress while maintaining therapeutic efficacy

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite pharmacological agents that combine dopamine agonist properties with iron-chelating capabilities in a single molecular structure. This dual-function compound addresses both the need for dopaminergic stimulation and the need to reduce iron-mediated oxidative damage

Inventive Principle:
Principle #40Composite materials

2Reliability

If L-dopa is used as gold-standard treatment, then dopaminergic function is restored, but side effects and neurotoxicity occur

Engineering Contradiction:
Improvedopaminergic function restorationVSAvoidneurotoxicity
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent extracts and addresses the harmful oxidative component by incorporating iron-chelating functionality into the dopamine agonist structure. This allows the separation of therapeutic dopaminergic effects from harmful oxidative effects, eliminating neurotoxicity while preserving function restoration

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The iron-chelating moiety acts as an intermediary that binds excess iron ions, preventing them from participating in harmful Fenton reactions. This intermediary function protects neurons from oxidative damage while the dopamine agonist portion maintains dopaminergic function

Inventive Principle:
Principle #24Intermediary (Mediator)

3Manufacturing precision

If D2 and D3 receptor agonists are developed, then receptor selectivity is challenging, but treatment precision can be improved

Engineering Contradiction:
Improvereceptor binding selectivityVSAvoidmolecular structure complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent applies local quality by introducing specific functional groups (R1-R6 substituents and iron-chelating moieties) at particular positions on the molecular scaffold. These localized modifications create differential binding affinities for D2 versus D3 receptors, achieving selectivity through specific local interactions rather than overall structural complexity

Inventive Principle:
Principle #3Local quality

Data Source

PatentEP2925755B1Neuroprotective agents for the treatment of neurodegenerative diseases
Publication Date: 2021.09.08 WAYNE STATE UNIV
  • EP2925755B1 patent drawingFigure 1
  • EP2925755B1 patent drawingFigure 2
  • EP2925755B1 patent drawingFigure 3

AI summary

A compound having formula I is useful for treating a neurodegenerative disease: I, R1 is an C1-12 organyl group; is a C1-12 heterocyclic ring system containing 5 to 12 ring atoms and up to three heteroatoms individually selected from the group consisting of N, O, S, and Se; R2 are C1-12 organyl groups; R7, R8 are each independently, hydrogen (H), hydroxyl, oxo (i.e., carbonyl), C1-8 alkyl, C1-8 alkoxyl, C2-8 alkenyl, C2-10 alkynyl, C5-7 cycloalkyl, C5-7 cycloalkenyl, halo, C1-4 aldehyde, or -NR4 q where R4 is H, C1-8 alkyl, C2-8 alkenyl, C4-8 cycloalkyl, C4-8 cycloalkenyl, or C6-10 aryl; o is 0, 1, 2, 3, or 4; A is a C6-12 aryl group, C5-12 heteroaryl group, or an optionally substituted 3-hydroxypyridin- 4(1H)-one; p is an integer from 1 to 6; and Zm is absent or a divalent linking moiety; and m is an integer representing the number of time Z is repeated.