| Insect-synthesised retronecine ester alkaloids: precursors of the common arctiine (Lepidoptera) pheromone hydroxydanaidal. | |
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MedLine Citation:
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PMID: 18030534 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Many pyrrolizidine alkaloid (PA)-adapted insects convert PAs sequestered from their larval host plants into "insect-PAs" in which the acid components of the alkaloids are replaced by small, branched aliphatic 2-hydroxy acids of insect origin. It has been proposed that insect-PAs are precursors of the pheromone hydroxydanaidal in male Estigmene acrea moths, but it is not clear why they are specifically required or what the structural features or chemical properties are that make insect-PAs more suitable for conversion into hydroxydanaidal than superficially similar alkaloids of plant origin. Evidence is presented that insect-PAs are also precursors of hydroxydanaidal in the polyphageous arctiine, Creatonotos transiens, and a new biosynthetic pathway to hydroxydanaidal is proposed that has a mandatory requirement for insect-PAs as intermediates. |
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Authors:
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John A Edgar; Michael Boppré; Eva Kaufmann |
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Publication Detail:
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Type: Journal Article Date: 2007-11-21 |
Journal Detail:
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Title: Journal of chemical ecology Volume: 33 ISSN: 0098-0331 ISO Abbreviation: J. Chem. Ecol. Publication Date: 2007 Dec |
Date Detail:
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Created Date: 2007-12-06 Completed Date: 2008-04-02 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 7505563 Medline TA: J Chem Ecol Country: United States |
Other Details:
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Languages: eng Pagination: 2266-80 Citation Subset: IM |
Affiliation:
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CSIRO Livestock Industries, Private Bag 24, Geelong, Victoria, 3220, Australia. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Alkaloids
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biosynthesis* Animals Chromatography, Liquid Chromatography, Thin Layer Gas Chromatography-Mass Spectrometry Lepidoptera / metabolism* Pheromones / chemistry* Pyrrolizidine Alkaloids / metabolism* |
| Chemical | |
Reg. No./Substance:
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0/Alkaloids; 0/Pheromones; 0/Pyrrolizidine Alkaloids; 34199-35-4/hydroxydanaidal; 480-85-3/retronecine |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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