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Transformation of Plant Pyrrolizidine Alkaloids into Novel Insect Alkaloids by Arctiid Moths (Lepidoptera)

Tipo de material: TextoTextoSeries ; BioChemical Systematics and Ecology, 18(7-8), p.549-554, 1990Trabajos contenidos:
  • Hartmann, T
  • Biller, A
  • Wltte, L
  • Ernst, L
  • Boppri, M
Tema(s): Recursos en línea: Resumen: Two new pyrrolizidine alkaloids (PAs)were isolated from adults of Creatonotos transiens, the larvae of which had ingested retronecine or ester alkaloids, The structures were elucidated by GC-MS and 1H and 1~C NMR spectroscopy as 09-(2 - hydroxy-3-methylpentanoyl)-retronecine (creatonotine)and its isomer OT-(2-hydroxy-3-methylpentanoyl)-retronecine (isocreatonotine). The 2-hydroxy-3-methylpentanoic acid obtained by hydrolysis of the creatonotines is the 2S,3S-stereoisomer. The creatonotines as well as accompanying trace amounts of callimorphine were shown to be synthesized by both sexes from dietary retronecine by esterification. If Creatonotos larvae had been fed with Gynura scandens as PA source, the insect PAs accounted for about 75
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Two new pyrrolizidine alkaloids (PAs)were isolated from adults of Creatonotos transiens, the larvae of which had ingested retronecine or ester alkaloids, The structures were elucidated by GC-MS and 1H and 1~C NMR spectroscopy as 09-(2 - hydroxy-3-methylpentanoyl)-retronecine (creatonotine)and its isomer OT-(2-hydroxy-3-methylpentanoyl)-retronecine (isocreatonotine). The 2-hydroxy-3-methylpentanoic acid obtained by hydrolysis of the creatonotines is the 2S,3S-stereoisomer. The creatonotines as well as accompanying trace amounts of callimorphine were shown to be synthesized by both sexes from dietary retronecine by esterification. If Creatonotos larvae had been fed with Gynura scandens as PA source, the insect PAs accounted for about 75

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