Insecticidal cyclodepsipeptides from beauveria felina

Aude Langenfeld; Alain Blond; Sabelle Gueye; Patrick Herson; Bastien Nay; Jœìlle Dupont; Soizic Prado

doi:10.1021/np100890n

Insecticidal cyclodepsipeptides from beauveria felina

Aude Langenfeld
, Alain Blond
, Sabelle Gueye
, Patrick Herson
, Bastien Nay
, Jœìlle Dupont
, Soizic Prado

CNRS/Museum National d'Histoire Naturelle/IRD/UPMC
Faculty of Sciences and Technology
Université Cheikh Anta DIOP
Université Pierre et Marie Curie-Paris 6
Laboratoire de Mycologie

Research output: Contribution to journal › Article › peer-review

54 Citations (Scopus)

Abstract

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 HyLeu ¹-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.

Original language	English
Pages (from-to)	825-830
Number of pages	6
Journal	Journal of Natural Products
Volume	74
Issue number	4
DOIs	https://doi.org/10.1021/np100890n
Publication status	Published - 25 Apr 2011
Externally published	Yes

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title = "Insecticidal cyclodepsipeptides from beauveria felina",

abstract = "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 HyLeu 1-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.",

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AU - Langenfeld, Aude

AU - Blond, Alain

AU - Gueye, Sabelle

AU - Herson, Patrick

AU - Nay, Bastien

AU - Dupont, Jœìlle

AU - Prado, Soizic

PY - 2011/4/25

Y1 - 2011/4/25

N2 - 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 HyLeu 1-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.

AB - 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 HyLeu 1-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.

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SP - 825

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JO - Journal of Natural Products

JF - Journal of Natural Products

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Insecticidal cyclodepsipeptides from beauveria felina

Abstract

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