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Constructing Cyclic Peptides Using an On-Tether Sulfonium Center

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Published on: September 28, 2022

Efficient parallel synthesis of macrocyclic peptidomimetics.

Eric Marsault¹, Hamid R Hoveyda, René Gagnon

¹Tranzyme Pharma Inc. 3001, 12e av. Nord, Sherbrooke, Que., Canada J1H5N4. emarsault@tranzyme.com

Bioorganic & Medicinal Chemistry Letters

|July 22, 2008

Summary

This summary is machine-generated.

A novel solid-phase synthesis method enables the creation of diverse macrocyclic peptidomimetics. This approach provides broad chemical and conformational diversity for drug discovery and development.

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Area of Science:

Medicinal Chemistry
Organic Synthesis
Drug Discovery

Background:

Macrocyclic peptidomimetics are important scaffolds in drug discovery.
Existing synthesis methods often lack chemical and conformational diversity.

Purpose of the Study:

To report a new solid-phase parallel synthesis method for macrocyclic peptidomimetics.
To achieve broad chemical and conformational diversity in the synthesized compounds.

Main Methods:

Solid-phase parallel synthesis.
Macrocyclization reactions.
Mechanistic studies of the cyclization step.

Main Results:

Successful synthesis of chemically and conformationally diverse macrocyclic peptidomimetics.
Demonstration of broad diversity achievable with the new method.
Elucidation of the macrocyclization mechanism.

Conclusions:

The reported method offers a versatile platform for generating diverse macrocyclic peptidomimetics.
This approach can accelerate the discovery of novel therapeutic agents.