A Sorbicillinoid Urea from an Intertidal Paecilomyces marquandii

A ureido Diels−Alder adduct of sorbicillinol 3 has been isolated from an intertidal marine Paecilomyces marquandii strain, in a screening for new natural products. The structure was determined by spectroscopic methods, and the relative stereochemistry was confirmed by molecular modeling. The absolut...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2006-12, Vol.69 (12), p.1806-1808
Main Authors: Cabrera, Gabriela M, Butler, Matías, Rodriguez, M. Alejandra, Godeas, Alicia, Haddad, Renato, Eberlin, Marcos N
Format: Article
Language:English
Subjects:
Analytical, structural and metabolic biochemistry
Aromatic and heterocyclic compounds
Biological and medical sciences
Cyclohexanones - chemistry
Fundamental and applied biological sciences. Psychology
Heterocyclic Compounds, Bridged-Ring - chemistry
Heterocyclic Compounds, Bridged-Ring - isolation & purification
Heterocyclic compounds, pigments
Molecular Structure
Other biological molecules
Paecilomyces - chemistry
Paecilomyces marquandii
Urea - analogs & derivatives
Urea - chemistry
Urea - isolation & purification
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Summary:A ureido Diels−Alder adduct of sorbicillinol 3 has been isolated from an intertidal marine Paecilomyces marquandii strain, in a screening for new natural products. The structure was determined by spectroscopic methods, and the relative stereochemistry was confirmed by molecular modeling. The absolute stereochemistry was deduced by comparison of the CD curves with those of known members of the bisorbicillinol family. This is the first report of the isolation of a ureido sorbicillinol derivative.
ISSN:0163-3864
1520-6025
DOI:10.1021/np060315d