Coniosetin, a novel tetramic acid antibiotic from Coniochaeta ellipsoidea DSM 13856

The coprophilic ascomycete Coniochaeta ellipsoidea DSM 13856 forms the new antibiotic coniosetin (1) in surface cultures grown on a medium containing malt extract and oatmeal. The structure of the compound C25H35NO4, MW 413, was determined by 2D-NMR and mass spectrometric studies. Coniosetin belongs...

Full description

Saved in:

Bibliographic Details
Published in:	Journal of antibiotics Vol. 56; no. 2; p. 114
Main Authors:	Segeth, Marian Paul, Bonnefoy, Alain, Brönstrup, Mark, Knauf, Martin, Schummer, Dietmar, Toti, Luigi, Vértesy, László, Wetzel-Raynal, Marie-Cécile, Wink, Joachim, Seibert, Gerhard
Format:	Journal Article
Language:	English
Published:	Japan 01-02-2003
Subjects:	Anti-Bacterial Agents - biosynthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - isolation & purification Anti-Bacterial Agents - pharmacology Ascomycota - chemistry Ascomycota - metabolism Chromatography, High Pressure Liquid Circular Dichroism Fermentation Microbial Sensitivity Tests Molecular Structure Molecular Weight Naphthalenes - chemistry Naphthalenes - isolation & purification Naphthalenes - pharmacology Nuclear Magnetic Resonance, Biomolecular Optical Rotation Pyrrolidinones - chemistry Pyrrolidinones - isolation & purification Pyrrolidinones - metabolism Pyrrolidinones - pharmacology Spectrometry, Mass, Fast Atom Bombardment Spectrophotometry, Infrared Spectrophotometry, Ultraviolet Staphylococcus aureus - metabolism
Online Access:	Get more information
Tags:	Add Tag No Tags, Be the first to tag this record!

Description
Summary:	The coprophilic ascomycete Coniochaeta ellipsoidea DSM 13856 forms the new antibiotic coniosetin (1) in surface cultures grown on a medium containing malt extract and oatmeal. The structure of the compound C25H35NO4, MW 413, was determined by 2D-NMR and mass spectrometric studies. Coniosetin belongs to the class of tetramic acids; it consists of a substituted aliphatic bicyclic ring system linked to a tetramic acid subunit through a carbonyl center. The absolute configuration was determined by measuring its circular dichroism spectrum and comparing the data with those of equisetin. Coniosetin has a pronounced antibacterial and antifungal action, inhibiting even multi drug-resistant strains of Staphylococcus aureus at a concentration of 0.3 microg/ml, though it is inactive against Gram-negative bacteria.
ISSN:	0021-8820
DOI:	10.7164/antibiotics.56.114