NDLI: Isothiocyanates Stimulating Oviposition by the Diamondback Moth, Plutella xylostella

Content Provider	Springer Nature Link
Author	Renwick, J. Alan A. Haribal, Meena Gouinguené, Sandrine Städler, Erich
Copyright Year	2006
Abstract	Recognition of cabbage as a host plant for the diamondback moth (DBM) has previously been shown to depend on compounds that are extracted by soaking intact foliage in chloroform. Analysis of such chloroform extracts by open column chromatography has now resulted in the isolation of highly active fractions that elicit oviposition on treated filter papers. Further separation of these fractions by high-performance liquid chromatography revealed the presence of two distinct groups of active compounds that may be classified as volatile and non-volatile. The two prominent volatile components were separated and identified by mass spectrometry as the isothiocyanates, iberin (3-methylsulfinylpropyl isothiocyanate) and sulforaphane (4-methylsulfinyl-3-butenyl isothiocyanate). Subsequent bioassays of a range of isothiocyanates showed that iberin and sulforaphane were the most active of those tested. Other isothiocyanates with sulfur in the side chain were also active, whereas alkyl and phenyl isothiocyanates had only limited activity. In electrophysiological experiments, electroantennograms (EAGs) indicated positive responses of moth antennae to the isothiocyanates that were most active in behavioral assays. Since sulforaphane has been identified as a major inducer of anticarcinogenic activity in mouse tissue, a synthetic analog (exo-2-acetyl-5-isothiocyanatonorbornane) that shows similar inducer activity was tested on DBM. This bicyclic analog was highly active in both behavioral and EAG assays, suggesting similarity in receptor sites for the two types of biological activity.
Starting Page	755
Ending Page	766
Page Count	12
File Format	PDF
ISSN	00980331
Journal	Journal of Chemical Ecology
Volume Number	32
Issue Number	4
e-ISSN	15731561
Language	English
Publisher	Springer-Verlag
Publisher Date	2006-04-27
Publisher Place	New York
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Diamondback moth Lepidoptera Oviposition Crucifers Glucosinolates Isothiocyanates Iberin Sulforaphane Anticarcinogen Olfaction Electroantennogram Cabbage Agriculture Biological Microscopy Entomology Biochemistry Ecology
Content Type	Text
Resource Type	Article
Subject	Medicine Biochemistry Ecology, Evolution, Behavior and Systematics

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