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Updated: Jan 24, 2026

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center

Published on: September 28, 2022

Frontier Between Cyclic Peptides and Macrocycles.

Philipp Ermert¹, Anatol Luther², Peter Zbinden²

¹Polyphor Ltd., Allschwil, Switzerland. philipp.ermert@polyphor.com.

Methods in Molecular Biology (Clifton, N.J.)

|May 29, 2019

Summary

This review explores macrocyclic natural products and their analogs, focusing on how their peptide and non-peptide structures influence cell permeability. It covers diverse examples and discusses methods for creating new compound libraries.

Keywords:

Cellular permeability Library Macrocycle Modular synthesis Semi-synthesis

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Area of Science:

Medicinal Chemistry
Natural Product Chemistry
Drug Discovery

Background:

Macrocyclic natural products are a rich source of bioactive compounds.
Cellular permeability is a critical factor in drug efficacy.
Understanding structure-permeability relationships is key for developing new therapeutics.

Purpose of the Study:

To review macrocyclic natural products and analogs with varying peptide and non-peptide content.
To highlight structural features that potentially modulate cellular permeability.
To discuss synthetic strategies for generating novel macrocyclic compound libraries.

Main Methods:

Literature review of macrocyclic natural products.
Analysis of structural features related to cellular permeability.
Discussion of semisynthetic and synthetic approaches for library generation.

Main Results:

Identification of diverse macrocyclic compounds, including cyclosporin A, phepropeptins, telomestatin, and largazole.
Correlation of peptidic and non-peptidic elements with potential effects on cellular permeability.
Overview of platforms for creating focused and general compound libraries.

Conclusions:

Macrocyclic natural products and their analogs offer diverse structural motifs for modulating cellular permeability.
Semisynthetic and synthetic strategies are crucial for accessing novel macrocyclic compounds.
Further exploration of these compounds holds promise for drug discovery and development.