Literature DB >> 6540200

Stereochemical course of pheromone biosynthesis in the arctiid moth, Creatonotos transiens.

T W Bell, M Boppré, D Schneider, J Meinwald.   

Abstract

The biosynthetic conversion of a pyrrolizidine alkaloid (heliotrine, IV) to a male moth pheromone (hydroxydanaidal, III) is found to proceed with inversion of configuration at the remaining asymmetric center (C-7).

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Year:  1984        PMID： 6540200     DOI： 10.1007/bf01949738

Source DB:  PubMed          Journal:  Experientia        ISSN： 0014-4754


  1 in total

1.  Sex pheromone of the queen butterfly: biology.

Authors:  T E Pliske; T Eisner
Journal:  Science       Date:  1969-06-06       Impact factor: 47.728
  1 in total
  7 in total

1.  Quantitative and qualitative variation in male pheromones ofPhragmatobia fuliginosa andPyrrharctia isabella (Lepidoptera: Arctiidae).

Authors:  S B Krasnoff; L B Bjostad; W L Roelofs
Journal:  J Chem Ecol       Date:  1987-04       Impact factor: 2.626

2.  Insect pheromone biosynthesis: stereochemical pathway of hydroxydanaidal production from alkaloidal precursors in Creatonotos transiens (Lepidoptera, Arctiidae).

Authors:  S Schulz; W Francke; M Boppré; T Eisner; J Meinwald
Journal:  Proc Natl Acad Sci U S A       Date:  1993-07-15       Impact factor: 11.205

3.  Sequestration and metabolism of protoxic pyrrolizidine alkaloids by larvae of the leaf beetle Platyphora boucardi and their transfer via pupae into defensive secretions of adults.

Authors:  Jacques M Pasteels; Claudine Theuring; Ludger Witte; Thomas Hartmann
Journal:  J Chem Ecol       Date:  2003-02       Impact factor: 2.626

4.  Lepidoptera and pyrrolizidine alkaloids Exemplification of complexity in chemical ecology.

Authors:  M Boppré
Journal:  J Chem Ecol       Date:  1990-01       Impact factor: 2.626

5.  Pheromones of two arctiid moths (Creatonotos transiens andC. gangis) : Chiral components from both sexes and achiral female components.

Authors:  T W Bell; J Meinwald
Journal:  J Chem Ecol       Date:  1986-02       Impact factor: 2.626

6.  Stereochemical inversion of pyrrolizidine alkaloids byMechanitis polymnia (Lepidoptera: Nymphalidae: Ithomiinae): Specificity and evolutionary significance.

Authors:  J R Trigo; L E Barata; K S Brown
Journal:  J Chem Ecol       Date:  1994-11       Impact factor: 2.626

7.  Insect-synthesised retronecine ester alkaloids: precursors of the common arctiine (Lepidoptera) pheromone hydroxydanaidal.

Authors:  John A Edgar; Michael Boppré; Eva Kaufmann
Journal:  J Chem Ecol       Date:  2007-11-21       Impact factor: 2.793
  7 in total

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