Hydroxybenzophenone Compounds for Antiviral and Antitumor Therapy

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Solution Overview

Problem

Current treatments for HIV, herpes virus, and human papillomavirus infections lack effective drugs that can inhibit viral replication and tumor growth without toxic side effects, and existing anti-tumor chemotherapy is toxic and ineffective against solid tumors.

Innovation Solution

Development of hydroxy-substituted benzophenone compounds such as 2,3,4,2',3',4'-hexahydroxybenzophenone and 2,3,4,2',4',5-hexahydroxybenzophenone, which exhibit high HIV-1 integrase inhibitory activity and antiviral and antitumor properties, preventing viral integration into chromosomes and inhibiting tumor cell proliferation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing anti-tumor chemotherapy drugs are used, then tumor cell proliferation is inhibited, but toxic side effects occur and effectiveness against solid tumors is poor

Engineering Contradiction:
Improveanti-tumor effectivenessVSAvoidtoxic side effects
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of benzophenone compounds through specific hydroxyl substitutions (di-, tri-, tetra-, penta-, and hexahydroxy substitutions at various positions) to optimize the balance between anti-tumor effectiveness and toxicity. The structure-activity relationship studies identify that certain hydroxyl substitution patterns produce compounds with enhanced selective cytotoxicity against tumor cells while reducing harm to normal cells.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs local quality by introducing hydroxyl groups at specific positions on the benzophenone molecular structure (ortho, meta, para positions on both phenyl rings) to create localized functional regions that selectively interact with tumor cell targets. This localized modification allows the compound to exhibit selective toxicity toward tumor cells while maintaining lower toxicity to normal cells.

Inventive Principle:
Principle #3Local quality

2Reliability

If integrase inhibitors are designed to block HIV-1 integrase, then viral integration into chromosomes is inhibited, but drug resistance may develop

Engineering Contradiction:
Improveanti-HIV efficacyVSAvoiddrug resistance
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies universality by designing hydroxybenzophenone compounds that simultaneously exhibit multiple functions: they inhibit HIV-1 integrase activity, block herpes virus replication, and demonstrate anti-tumor effects. This multi-functionality reduces the likelihood of resistance development because the compounds affect multiple viral and cellular targets rather than a single enzyme active site.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent employs composite materials by combining the benzophenone core structure with multiple hydroxyl functional groups in specific configurations, creating a composite molecular architecture that can interact with multiple biological targets. The combination of the aromatic core with polyhydroxy substituents creates a multifaceted molecule capable of binding to integrase, viral proteins, and tumor cell targets through different interaction mechanisms.

Inventive Principle:
Principle #40Composite materials

3Reliability

If hydroxy-substituted benzophenone compounds are developed for antiviral and antitumor activity, then viral replication and tumor growth are inhibited, but structural complexity increases

Engineering Contradiction:
Improveantiviral and antitumor activityVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies segmentation by dividing the benzophenone molecule into distinct functional segments: the central carbonyl group, two phenyl rings, and multiple hydroxyl groups at specific positions. This segmentation allows systematic exploration of structure-activity relationships by varying the number and position of hydroxyl substitutions independently, simplifying the design process despite the overall molecular complexity.

Inventive Principle:
Principle #1Segmentation

Data Source

PatentEP3278795B1Uses of hydroxybenzophenone in preparation of antiviral and antitumor drugs
Publication Date: 2023.08.30 GUANGZHOU JIECHENG BIOLOGICAL TECH
  • EP3278795B1 patent drawing
  • EP3278795B1 patent drawing
  • EP3278795B1 patent drawing

AI summary

The present invention relates to uses of a benzophenone compound and analogues thereof having a symmetrical core structure and having same or different number of hydroxyl substitutions in benzene rings in the preparation of drugs for preventing and treating viral infections and anti-tumor drugs, in particular the use in the preparation of drugs for preventing and treating HIV, herpes virus and papillomavirus infection and the diseases induced thereby, wherein such viral infections include AIDS, genital warts, flat warts, common warts, herpes simplex, herpes zoster, vaginitis, cervicitis, cervical erosion and senile dementia, as well as cervical cancer, lung cancer, gastric cancer and colon cancer induced thereby. Pharmacological tests have demonstrated that it has a very high inhibitory activity against multiple viruses and anti-tumor growth. The use is to prepare the hydroxy-substituted benzophenones and analogues thereof together with various compatible excipients into different medicaments or personal disinfected sanitary articles.