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Cyclopiamines A and B, novel oxindole metabolites of Penicillium cyclopium westling
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1979
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Bioorganic ChemistrySecondary MetaboliteOrganic ChemistryChemistryHeterocycle ChemistryChemical BiologyCyclopiamine ABiosynthesisNovel Oxindole MetabolitesBiochemistryPenicillium Cyclopium WestlingCyclopiamine BPharmacologyHeterocyclicNatural SciencesNew Oxindole AlkaloidsMicrobiologyPhytochemistryMedicineCyclopiamines ADrug Analysis
The isolation of two new oxindole alkaloids, cyclopiamine A and B, from Penicillium cyclopium is described. The chemical and spectral properties of cyclopiamine B are interpreted in terms of the constitution and relative stereochemistry (2a) of the compound as determined by X-ray structure analysis. The enantiomeric relationship between cyclopiamine A(1) and B(2a) at C(22) is established on the basis of chemical studies.