Insecticidal Cyclodepsipeptides from Beauveria felina

Insecticidal Cyclodepsipeptides from Beauveria felina

A novel cyclodepsipeptide, iso-isariin B (1), and the known isaridin E (2) were isolated from the entomopathogenic fungus Beauveria felina. Their structures were elucidated using MS/MS fragmentation and extensive 2D-heteronuclear NMR. The X-ray structure of isaridin E was obtained, showing two poten...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2011-04, Vol.74 (4), p.825-830
Hauptverfasser: Langenfeld, Aude, Blond, Alain, Gueye, Sabelle, Herson, Patrick, Nay, Bastien, Dupont, Joëlle, Prado, Soizic
Format: Artikel
Sprache:eng
Schlagworte:
Animals
Beauveria - chemistry
Biological and medical sciences
Depsipeptides - chemistry
Depsipeptides - isolation & purification
Depsipeptides - pharmacology
Fundamental and applied biological sciences. Psychology
Fungal plant pathogens
Generalities. Techniques
Insecticides - chemistry
Insecticides - isolation & purification
Insecticides - pharmacology
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Peptides - chemistry
Peptides - isolation & purification
Peptides - pharmacology
Phytopathology. Animal pests. Plant and forest protection
Weevils - drug effects
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A novel cyclodepsipeptide, iso-isariin B (1), and the known isaridin E (2) were isolated from the entomopathogenic fungus Beauveria felina. Their structures were elucidated using MS/MS fragmentation and extensive 2D-heteronuclear NMR. The X-ray structure of isaridin E was obtained, showing two potent intramolecular H bonds and a type-VI turn with the HyLeu1-Pro2 amide bond in a cis conformation. Iso-isariin B (1) was active against the pest-insect Sitophilus spp. with an LD50 value of 10 μg/mL. This observation also gives some clues for ecological interpretation of cyclodepsipeptide production by B. felina.
ISSN:0163-3864
1520-6025
DOI:10.1021/np100890n