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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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 1996-11, Vol.59 (11), p.1093-1095
Main Authors: Whyte, Authrine C, Gloer, James B, Wicklow, Donald T, Dowd, Patrick F
Format: Article
Language:English
Subjects:
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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Description
Summary: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