Organic Letters · 2012 · 67 citations · 30 references
Life SciencesBotanyEntomologyInsect PhysiologyPlant BiochemistryStructure-activity RelationshipsAromatic PlantsChemical Defense In PlantsInsect-plant InteractionsPlant Defense ResponsesPlant-insect Chemical InteractionsPlant-insect InteractionsAntifeedant ActivityAntifeedant DiscoveryBotanical BioassaysPlant Defense CompoundsPlant Defense MechanismsPlant Defense MetabolitesPlant Defensive TerpenoidsX-ray Crystallography Computation
Aphanamixoid A (1), a limonoid with a new carbon skeleton, along with its biogenetically related limonoid aphanamixoid B (2), was isolated from the leaves and twigs of Aphanamixis polystachya . Their structures with the absolute stereochemistry were determined by spectroscopic analysis, X-ray crystallography and computational methods. The significant antifeedant activity of 1 against the generalist plant-feeding insect Helicoverpa armigera (EC50 = 0.015 μmol/cm(2)) suggested it may be a potent defensive component of A. polystachya.
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On enantiomorph-polarity estimation
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