Synthesis of the (17r)- and (17s)-isomers of volicitin, an elicitor of plant volatiles contained in the oral secretion of the beet armyworm

Seiji Itoh, Shigefumi Kuwahara, Morifumi Hasegawa, Osamu Kodama

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

Both the (17R)- and (17S)-isomers of volicitin, which is contained in the oral secretion of the beet armyworm and induces corn seedlings to emit a blend of volatile compounds to attract the natural enemy of the herbivore, were synthesized via the semi-hydrogenation of an intermediary diyne and (Z)-selective olefination as the key steps. They were both obtained as crystalline compounds.

Original languageEnglish
Pages (from-to)1591-1596
Number of pages6
JournalBioscience, Biotechnology and Biochemistry
Volume66
Issue number7
DOIs
Publication statusPublished - 2002 Jan 1

Keywords

  • 17-hydroxylinolenic acid
  • Elicitor
  • Spodoptera exigua
  • Volicitin

ASJC Scopus subject areas

  • Biotechnology
  • Analytical Chemistry
  • Biochemistry
  • Applied Microbiology and Biotechnology
  • Molecular Biology
  • Organic Chemistry

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