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Identification of two components of the female sex pheromone of the sugarcane‐borer Diatraea flavipennella (Lepidoptera: Crambidae)
Authors:B. Kalinová  R. R. Do Nascimento  M. Hoskovec  A. L. Mendonça  E. L. Silva  M. R. T. De Freitas  C. R. Cabral‐Jr  C. E. Silva  A. E. G. Sant’Ana  A. Svatoš
Affiliation:1. Infochemicals, Institute of Organic Chemistry and Biochemistry AS CR, v.v.i., Flemingovo náměstí, Czech Republic;2. Laboratório de Ecologia Química, Instituto de Química e Biotecnologia, Universidade Federal de Alagoas, Maceió, AL, Brazil;3. Faculdade de Nutri??o, Universidade Federal de Alagoas, Maceió, AL, Brazil;4. Max Planck Institute for Chemical Ecology, Jena, Germany
Abstract:Analysis by gas chromatography with electroantennographic detection of extracts of pheromone glands derived from calling females of the sugarcane‐borer Diatraea flavipennella revealed two antennally active compounds. These components were identified as (Z)‐9‐hexadecenal (Z9–16:Ald) and (Z)‐11‐hexadecenal (Z11–16:Ald) by comparison of the retention times of the natural compounds and the synthetic compounds supported by two‐dimensional gas chromatography – time‐of‐flight mass spectrometric analysis and the positions of the double bounds in the chains were confirmed from the mass spectral fragmentation patterns of their dimethyldisulphide adducts. The analysis indicated that Z9–16:Ald and Z11–16:Ald were present in the sex pheromone in the proportions 25 : 75. Trace amounts of tetradecanal, hexadecanal, (Z)‐7‐hexadecenal (Z7–16:Ald), (Z)‐9‐hexadecen‐1‐ol and (Z)‐11‐hexadecen‐1‐ol were also found in the extract, but of these only Z9–16:Ald and Z11–16:Ald appeared to be antennally active. Behavioural bioassays demonstrated that a binary blend composed of Z9–16:Ald and Z11–16:Ald in the ratio of 25 : 75 induced a response in D. flavipennella virgin males similar to that elicited by live virgin females or by an hexane extract of the pheromone glands of calling females. Z9–16:Ald and Z11–16:Ald are, therefore, considered to be the major constituents of the female sex pheromone of D. flavipennella.
Keywords:Diatraea flavipennella  females  two‐dimensional gas chromatography –   time‐of‐flight mass spectrometry  gas chromatography with electroantennographic detection  sex pheromone
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