6533b7d1fe1ef96bd125d53e

RESEARCH PRODUCT

Omphalotins E-I, Five Oxidatively Modified Nematicidal Cyclopeptides fromOmphalotus olearius

Johannes C. LiermannTill OpatzCarolin HofHeidrun AnkeHeinz KolshornLuis Antelo

subject

chemistry.chemical_classificationOmphalotus oleariusbiologyStereochemistryChemical structureOrganic ChemistryTryptophanBasidiomycotaNuclear magnetic resonance spectroscopybiology.organism_classificationCyclic peptidechemistryMeloidogyne incognitaOrganic chemistryPhysical and Theoretical ChemistryMycelium

description

Omphalotins E–I, oxidatively modified cyclic dodecapeptides, were isolated from mycelial extracts of the basidiomycete Omphalotus olearius, and their structures were determined by NMR spectroscopic and MS methods. Four of the five omphalotins contained an unprecedented N-hydroxylated tricyclic tryptophan derivative. All compounds exhibited strong and selective nematicidal activity against the plant pathogen Meloidogyne incognita with LD90 values between 2 and 5 μg mL–1. Cytotoxic activities were not detected up to 50 μg mL–1. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

https://doi.org/10.1002/ejoc.200801068