Dextran-Guanidine-Biphosphonate Conjugates for Bone Metastasis

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Solution Overview

Problem

Current treatments for bone metastasis, particularly in advanced breast and prostate cancer, often result in uncontrolled skeletal pain and are not sufficiently effective, with many patients experiencing persistent pain despite standard therapies, highlighting a need for more effective medications targeting bone tumors and osteoporosis.

Innovation Solution

A modified hydroxypolymer conjugate, specifically a dextran-guanidine-biphosphonate compound, is developed, where biphosphonate and guanidine compounds are covalently coupled to activated hydroxyl groups of dextran, providing both bone-seeking and tumor-killing properties, including anti-osteoclastic activity, for the treatment of metastatic bone lesions and osteoporosis.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If standard treatments (analgesics and chemotherapeutic drugs) are used for bone metastasis, then some pain palliation is achieved, but many patients continue with uncontrolled severe pain

Engineering Contradiction:
Improveeffectiveness of pain palliationVSAvoiduncontrolled skeletal pain
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The treatment approach is segmented into two distinct functional components: biphosphonate groups that target bone metastasis sites specifically, and guanidine groups that provide tumor cell killing activity. This segmentation allows each component to perform its specialized function, with the biphosphonate directing the conjugate to bone lesions and the guanidine executing the therapeutic effect, thereby achieving more reliable pain palliation than non-segmented standard treatments.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention employs a composite structure by covalently coupling biphosphonate and guanidine compounds to a dextran polymer backbone. This composite material combines the bone-targeting capability of biphosphonates with the tumor-killing activity of guanidine compounds, creating a multifunctional agent that simultaneously addresses both localization and therapeutic efficacy, resolving the contradiction between achieving pain relief and avoiding uncontrolled pain.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional anticancer drugs are used, then tumor cell killing is achieved, but toxic effects and unfavorable side-effect profiles occur

Engineering Contradiction:
Improvetumor cell killing efficacyVSAvoidtoxic effects and side-effects
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The conjugate exhibits local quality by concentrating tumor cell killing activity specifically at bone metastasis sites through the bone-seeking biphosphonate groups. The guanidine moieties exert their cytotoxic effect locally where the conjugate accumulates in bone lesions, rather than systemically throughout the body. This localized action maintains high tumor cell killing efficacy at the target site while minimizing toxic effects and side-effects on healthy tissues, resolving the contradiction between efficacy and safety.

Inventive Principle:
Principle #3Local quality

3Object-generated harmful factors

If dextran is used as a hydroxypolymer base, then high tolerability and non-toxic properties are achieved, but limited therapeutic activity against bone tumors is present

Engineering Contradiction:
Improvetoxicity and tolerabilityVSAvoidantitumor activity
Core Design Contradiction:
Object-generated harmful factorsVSReliability

Solution Approach 1:

The invention merges the favorable safety profile of dextran with the therapeutic activities of biphosphonate and guanidine compounds. The dextran polymer serves as a non-toxic carrier that provides high tolerability, while the attached biphosphonate groups confer bone-targeting capability and the guanidine groups provide tumor cell killing activity. This merging transforms the initially inactive or minimally active dextran into a highly effective bone tumor therapeutic with both safety and efficacy, resolving the contradiction between non-toxicity and antitumor activity.

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 dextran-guanidine-biphosphonate conjugate demonstrates enhanced tumor cell killing efficacy compared to established anticancer drugs and shows potential for effective pain palliation and treatment of bone metastasis, as well as imaging and identification of tumor lesions, with favorable handling and side-effect profiles for medical staff and patients.

Implementation Method 1

biphosphonate and guanidine compounds having at least one free amino group are covalently coupled to the activated hydroxyl groups of a hydroxypolymer

Methodology Applied
Scientific EffectCovalent bonding: Chemical Bonding

Implementation Method 2

biphosphonate and guanidine compounds having at least one free amino group are covalently coupled to the activated hydroxyl groups of a hydroxypolymer

Methodology Applied
Scientific EffectCovalent bonding: Chemical Bonding

Implementation Method 3

modified hydroxypolymer conjugates substituted with bone seeking and tumor killing moieties

Methodology Applied
Scientific EffectBone-seeking targeting:

Implementation Method 4

The modified hydroxypolymer conjugate is useful as a medicine for treating bone cancer, osteoporosis, etc. The hydroxypolymer dextran conjugate is used for treating metastatic bone lesions in refractory prostate cancer

Methodology Applied
Scientific EffectAnti-osteoclastic activity:

Data Source

PatentEP2274018B1Modified hydroxypolymer conjugates with bone-seeking and tumor-killing moieties
Publication Date: 2013.12.18 DEXTECH MEDICAL AB
  • EP2274018B1 patent drawingFigure 1
  • EP2274018B1 patent drawingFigure 2
  • EP2274018B1 patent drawingFigure 3

AI summary

The present inven tion is related to a modified hydroxypolymer conjugate, preferably a dextran-guanidine-biphosphonate conjugate for treating not only skeletal tumors i.e. bone metastasis, particularly bone metastasis related to hormone refractory prostate cancer HRPC and breast cancer, but also osteoporosis. A method for producing and using said hydroxypolymer conjugate is also disclosed.