ISSN:
1573-1561
Keywords:
Lepidoptera
;
Geometridae
;
Semiothisa
;
S. sexmaculata
;
S. marmorata
;
S. neptaria
;
sex pheromone
;
sex attractant
;
enantiomer
;
(3Z,6Z,9Z)-heptadecatriene
;
(6Z,9Z-3R,4S)-epoxy-heptadecadiene
;
(6Z,9Z-3S,4R)-epoxy-heptadecadiene
Source:
Springer Online Journal Archives 1860-2000
Topics:
Biology
,
Chemistry and Pharmacology
Notes:
Abstract Gas chromatographic-electroantennographic analysis (GC-EAD) of female larch looper,Semiothisa sexmaculata (Packard), gland extracts revealed two EAD-active compounds. Retention index calculations, GC-mass spectroscopy in selected ion monitoring mode, and GC-EAD analysis of authentic standards identified the compounds as (3Z,6Z,9Z)-heptadecatriene (3Z,6Z,9Z-17∶H) and (6Z,9Z)-cis-3,4-epoxy-heptadecadiene (6Z,9Z-cis-3,4-epoxy-17∶H). Chirality determination of the monoepoxydiene in gland extracts was impeded by small quantities, but field experiments indicated that maleS. sexmaculata were most strongly attracted to enantiomerically enriched 6Z,9Z-3R,4S-epoxy-17∶H (69% ee), while maleS. neptaria (Guenée) responded well to various blends of theR,S- and S,R-epoxide enantiomers. Binary combinations of theR,S-epoxide enantiomer with 3Z,6Z,9Z-17∶H significantly inhibited response by maleS. sexmaculata, but strongly enhanced attraction of sympatric maleS. marmorata Ferguson. Enantiomerically enriched 6Z,9Z-3R,4S-epoxy-17∶H can be used as a trap bait to monitor populations of the larch-defoliatingS. sexmaculata. Whether 6Z,9Z-3R,4S-epoxy-17∶H serves as single component sex pheromone inS. sexmaculata or small amounts of 6Z,9Z-3S,4R-epoxy-17∶H synergize or suppress optimal attraction, will be tested as chirally pure monoepoxydienes become available.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00985014
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