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Updated: May 10, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine

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Metacridamide B methanol-d 4 monosolvate.

Ulrich Englich¹, Stuart B Krasnoff

¹Department of Chemistry, Syracuse University, 1-014 Center for Science & Technology, Syracuse, NY 13244-4100, USA.

Acta Crystallographica. Section E, Structure Reports Online

|June 1, 2013

Summary

This study isolated a novel compound from the fungus Metarhizium acridum, confirming its complex structure and stereochemistry. The crystal structure revealed hydrogen bonding interactions and molecular disorder.

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Area of Science:

Natural Product Chemistry
Mycology
Structural Biology

Background:

Metarhizium acridum is a fungus known for producing bioactive compounds.
Understanding the chemical structures of fungal metabolites is crucial for discovering new therapeutic agents.

Purpose of the Study:

To isolate and characterize a novel compound from Metarhizium acridum conidia.
To confirm the absolute configuration and structural details of the isolated compound using X-ray crystallography.

Main Methods:

Extraction of the compound from fungal conidia.
X-ray crystallographic analysis of the compound as a methanol-d4 solvate.
Analysis of molecular disorder and hydrogen bonding interactions.

Main Results:

Isolation and structural elucidation of a complex cyclic compound (C35H53NO5·CH3OH).
Confirmation of nine stereocenters and absolute configuration.
Observation of disorder in the alkyl chain and specific hydrogen bonding patterns in the crystal.

Conclusions:

The crystal structure provides definitive proof of the compound's complex architecture.
The findings contribute to the understanding of secondary metabolites produced by Metarhizium acridum.
Detailed structural information aids in future studies of biological activity.