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

    12 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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