Phenylalanine Dipeptide Derivatives for Hepatitis B Treatment

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Solution Overview

Problem

Current methods lack an effective solution for preventing and treating viral infections, particularly those caused by hepatitis B virus and human immunodeficiency virus, with existing treatments often having significant toxic side effects.

Innovation Solution

Development of phenylalanine dipeptide derivatives, such as N-(N-benzoyl-L-phenylalanyl)-O-acetyl-L-phenylalaninol, which are synthesized to inhibit hepatitis B virus and have minimal toxic side effects, used in pharmaceutical compositions for treating viral infections.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing antiviral treatments are used, then viral infections can be treated, but significant toxic side effects occur

Engineering Contradiction:

Improveeffectiveness of viral infection treatmentVSAvoidtoxic side effects

Core Design Contradiction:

ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical structure of phenylalanine dipeptides by changing parameters such as substituent groups (R1, R2, R3, R4) and molecular configuration (X being CH or N), thereby altering the biological activity and toxicity profile to achieve effective antiviral action with reduced toxic side effects

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures combining phenylalanine residues with various substituent groups and modified peptide bonds, forming new compounds that exhibit both antiviral efficacy and improved safety profile through the synergistic effects of different molecular components

Inventive Principle:

Principle #40Composite materials

2Reliability

If conventional antiviral methods are applied, then viral infections are addressed, but no ideal effective solution exists

Engineering Contradiction:

Improveeffectiveness of viral infection treatmentVSAvoidsuitability for different viral infections

Core Design Contradiction:

ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent designs phenylalanine dipeptide derivatives with a core structure that can target multiple viral infections including hepatitis B virus and HIV, making the compound class universally applicable to different viral pathogens through its mechanism of inhibiting viral protein synthesis

Inventive Principle:

Principle #6Universality (Multi-functionality)

Solution Approach 2:

By systematically varying the substituent parameters (R1, R2, R3, R4 groups) on the phenylalanine backbone, the invention creates a series of derivatives with optimized properties for broad-spectrum antiviral activity against different viral types

Inventive Principle:

Principle #35Parameter changes

Data Source

PatentUS9023809B2Phenylalanine dipeptide derivatives, compositions and use thereof

Publication Date: 2015.05.05 TIANJIN INSTITUTE OF PHARMA RESEARCH CO LTD

AI summary

Disclosed are a compound of formula I, stereoisomers, pharmaceutically acceptable salts or hydrates thereof, a pharmaceutical composition comprising the same, a process for preparing the same and use thereof. The compound may also be used to prepare a medicament to treat viral infections, especially to prepare a medicament to treat hepatitis B virus and human immunodeficiency virus with little toxic side effects.