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Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles

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Published on: August 22, 2018

Epidithiodioxopiperazines. occurrence, synthesis and biogenesis.

Timothy R Welch¹, Robert M Williams

¹Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA. rmw@lamar.colostate.edu.

Natural Product Reports

|May 13, 2014

Summary

This summary is machine-generated.

Epidithiodioxopiperazines are complex fungal alkaloids with diverse structures and potent bioactivity. This review covers their isolation, biosynthesis, and synthetic strategies, offering insights for future research.

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Area of Science:

Natural Product Chemistry
Organic Synthesis
Mycology

Background:

Epidithiodioxopiperazines are a class of fungal metabolites known for their intricate molecular structures.
Since the discovery of gliotoxin in 1936, nearly twenty distinct families of these alkaloids have been identified.
These compounds exhibit significant biological activities, making them attractive targets for research.

Purpose of the Study:

To provide a comprehensive overview of epidithiodioxopiperazines.
To discuss their isolation, characterization, and proposed fungal biogenesis.
To review the total synthetic approaches developed for this class of molecules.

Main Methods:

Literature review of isolation and characterization studies.
Analysis of proposed biosynthetic pathways in fungi.
Survey of reported total synthesis strategies.

Main Results:

Detailed discussion of the structural diversity within epidithiodioxopiperazines.
Insights into the biosynthetic machinery responsible for their formation in fungi.
Summary of key synthetic routes and challenges in accessing these complex natural products.

Conclusions:

Epidithiodioxopiperazines represent a rich area of natural product chemistry with significant biological relevance.
Understanding their biosynthesis provides inspiration for synthetic chemists.
Continued exploration of their synthesis and biological activity is warranted.