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

doi:10.1271/bbb.66.1591

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

AGR - Agricultural Chemistry

Research output: Contribution to journal › Article › peer-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 language	English
Pages (from-to)	1591-1596
Number of pages	6
Journal	Bioscience, Biotechnology and Biochemistry
Volume	66
Issue number	7
DOIs	https://doi.org/10.1271/bbb.66.1591
Publication status	Published - 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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AU - Kuwahara, Shigefumi

AU - Hasegawa, Morifumi

AU - Kodama, Osamu

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AB - 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.

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KW - Volicitin

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

Abstract

Keywords

ASJC Scopus subject areas

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