Stereochemistry of the Roridins. Diastereomers of Roridin E

A careful investigation of cultures of Myrothecium verrucaria has shown that this fungus produces all four roridin E isomers (3a−d), diastereomeric at the C-6‘ and C-13‘ centers. The stereochemistries at these centers were established by a combination of X-ray crystallographic analysis, NMR spectros...

Full description

Saved in:
Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 1999-09, Vol.62 (9), p.1284-1289
Main Authors: Jarvis, Bruce B, Wang, Shengjun
Format: Article
Language:English
Subjects:
Biological and medical sciences
chemical constituents of plants
chemical structure
Crystallography, X-Ray
cultured cells
Fundamental and applied biological sciences. Psychology
Fungi - chemistry
Gas Chromatography-Mass Spectrometry
isomers
Magnetic Resonance Spectroscopy
Microbiology
Molecular Structure
Morphology, structure, chemical composition
Mycology
Myrothecium verrucaria
roridins
spectral analysis
stereochemistry
Stereoisomerism
Trichothecenes - chemistry
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A careful investigation of cultures of Myrothecium verrucaria has shown that this fungus produces all four roridin E isomers (3a−d), diastereomeric at the C-6‘ and C-13‘ centers. The stereochemistries at these centers were established by a combination of X-ray crystallographic analysis, NMR spectroscopy, and chemical transformations. NMR data from these and other macrocyclic trichothecenes allows for the assignment of configurations at the C-6‘ and C-13‘ centers for most of these compounds, the exceptions being those congeners having a C-4‘ ketone group in the macrolide ring.
ISSN:0163-3864
1520-6025
DOI:10.1021/np990272j