Sclerotiamide: A New Member of the Paraherquamide Class with Potent Antiinsectan Activity from the Sclerotia of Aspergillus sclerotiorum

Sclerotiamide (1), a new fungal natural product related to the paraherquamides, was isolated by bioassay-guided fractionation of antiinsectan organic extracts from the sclerotia of Aspergillus sclerotiorum (NRRL 5167). The structure was determined primarily through 1H-NMR, 13C-NMR, HMQC, and HMBC ex...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 1996-11, Vol.59 (11), p.1093-1095
Hauptverfasser:	Whyte, Authrine C, Gloer, James B, Wicklow, Donald T, Dowd, Patrick F
Format:	Artikel
Sprache:	eng
Schlagworte:	AMIDAS AMIDE AMIDES Analytical, structural and metabolic biochemistry Animals Aromatic and heterocyclic compounds ASPERGILLUS Aspergillus - chemistry Biological and medical sciences CHEMICAL COMPOSITION CHEMICAL STRUCTURE Coleoptera - physiology COMPOSICION QUIMICA COMPOSITION CHIMIQUE CONTROL DE INSECTOS Crystallography, X-Ray Depression, Chemical Drug Screening Assays, Antitumor ESPECTROMETRIA ESTRUCTURA QUIMICA Feeding Behavior - drug effects Fundamental and applied biological sciences. Psychology FUNGAL MORPHOLOGY HELICOVERPA ZEA Heterocyclic compounds, pigments Indolizines - isolation & purification Indolizines - pharmacology INSECT CONTROL INSECTICIDAL PLANTS Insecticides - isolation & purification Insecticides - pharmacology Larva LUTTE ANTIINSECTE Magnetic Resonance Spectroscopy MORFOLOGIA FUNGICA MORPHOLOGIE DE CHAMPIGNON Noctuidae Other biological molecules PANAMA CANAL ZONE PESTICIDE CROPS PLANTAS PLAGUICIDAS PLANTE PESTICIDE SPECTRAL ANALYSIS SPECTROMETRIE SPECTROMETRY Spectrometry, Mass, Fast Atom Bombardment Spiro Compounds - isolation & purification Spiro Compounds - pharmacology STRUCTURE CHIMIQUE ZONA DEL CANAL DE PANAMA ZONE DU CANAL DE PANAMA
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Zusammenfassung:	Sclerotiamide (1), a new fungal natural product related to the paraherquamides, was isolated by bioassay-guided fractionation of antiinsectan organic extracts from the sclerotia of Aspergillus sclerotiorum (NRRL 5167). The structure was determined primarily through 1H-NMR, 13C-NMR, HMQC, and HMBC experiments. Sclerotiamide causes significant mortality and unusual physiological effects in dietary assays against the corn earworm Helicoverpa zea.
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np960607m