Cyclic Peptides Targeting CD44v6 for Cancer Metastasis

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Solution Overview

Problem

Current treatments for cancers such as pancreatic and liver cancer, particularly after metastasis has occurred, are ineffective in providing long-term progression-free survival or regression of metastases, and there is a need for new compounds that can inhibit metastasis and angiogenesis to prevent tumor growth.

Innovation Solution

Development of cyclic peptides with specific amino acid sequences, including R-W-H, and featuring chemical bonds between amino acid side chains, which are resistant to proteolytic degradation and exhibit enhanced pharmacological activity by interacting effectively with receptors, thereby blocking cMET and Erk activation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional chemotherapy (gemcitabine, oxaliplatin, cisplatin) is used to treat pancreatic cancer, then some tumor growth inhibition is achieved, but long-term progression-free survival is not provided and metastases cannot be effectively regressed

Engineering Contradiction:
Improvelong-term progression-free survivalVSAvoidtreatment effectiveness
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The invention changes the chemical structure parameters of the treatment agent by using cyclic peptides with specific amino acid sequences (X1-X2-X3-R-W-H-X11) and non-peptide bonds instead of conventional chemotherapy agents like gemcitabine. This structural parameter change enables the peptide to specifically block CD44v6-mediated activation of receptor-tyrosine-kinases, providing reliable long-term progression-free survival while maintaining treatment effectiveness.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite therapeutic approach by combining cyclic peptide structure (with non-peptide bonds for stability) and specific amino acid sequences (including R-W-H motif) that target multiple pathways (CD44v6, cMET, VEGFR). This composite design provides both reliable disease control and effective metastasis regression, overcoming the limitations of single-agent conventional chemotherapy.

Inventive Principle:
Principle #40Composite materials

2Reliability

If peptides are designed to block CD44v6 mediated activation of receptor-tyrosine-kinases, then pharmacological activity is enhanced, but the peptides are susceptible to proteolytic degradation

Engineering Contradiction:
Improvepharmacological activityVSAvoidresistance to proteolytic degradation
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The invention changes the chemical bond parameters within the peptide structure by incorporating non-peptide bonds (such as amide bonds, ester bonds, or other stable linkages) between amino acid residues. This parameter change maintains the peptide's ability to block CD44v6-mediated activation of receptor-tyrosine-kinases while simultaneously protecting it from proteolytic degradation, thereby achieving both high pharmacological activity and stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite peptide structure combining amino acid residues (with specific sequences including R-W-H motif) and non-peptide bonds. This composite structure provides both the biological activity needed to block CD44v6-cMET-VEGFR signaling pathways and the chemical stability required to resist proteolytic enzymes in the tumor microenvironment, achieving enhanced pharmacological effectiveness.

Inventive Principle:
Principle #40Composite materials

3Ease of manufacture

If standard peptide bonds are used in cyclic peptides, then the structure is simple to form, but the peptides are rapidly degraded by proteases in the body

Engineering Contradiction:
Improvecyclic peptide formationVSAvoidpeptide half-life in body
Core Design Contradiction:
Ease of manufactureVSDuration of action of stationary object

Solution Approach 1:

The invention changes the bond type parameter within the cyclic peptide by replacing one or more standard peptide bonds with non-peptide bonds (such as amide bonds, ester bonds, disulfide bridges, or other stable linkages). This parameter change maintains the ease of cyclic structure formation while dramatically increasing resistance to proteolytic degradation, thereby extending the peptide half-life in the body and duration of anti-angiogenic and anti-metastatic action.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP3227322B1CD44v6-derived cyclic peptides for treating cancers and angiogenesis related diseases
Publication Date: 2024.04.10 UNIVERSITY OF HEIDELBERG
  • EP3227322B1 patent drawingFigure 1
  • EP3227322B1 patent drawingFigure 2
  • EP3227322B1 patent drawingFigure 3A~3B

AI summary

The present invention relates to compounds, pharmaceutical compositions and methods for treating different forms of cancer and angiogenesis related diseases using cyclic peptides.