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  • 1
    ISSN: 1573-1561
    Keywords: Conophthorus resinosae ; Conophthorus banksianae ; cone beetle ; Scolytidae ; sex pheromone ; repellent ; pityol ; 2-(1-hydroxy-1-methylethyl)-5-methyltetrahydrofuran ; spiroacetal ; 7(E)-methyl-1,6-dioxaspiro[4.5]decane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Analyses of abdominal extracts and beetle-produced volatiles revealed that femaleConophthorus resinosae andC. banksianae produced optically pure (E)-(+)-pityol [(2R,5S)-(+)-2-(1-hydroxy-1-methylethyl)-5-methyltetrahydrofuran]. In field tests, traps baited with (E)-(±)- or (E)-(+)-pityol captured only males. Addition of host oils to traps baited with pityol did not significantly enhance the capture of males. Males of these former sibling species produced the spiroacetal (5S,7S)-(−)-7-methyl-1,6-dioxaspiro[4.5]decane with high optical purity (96%). Addition of the racemate or the optical isomers of the spiroacetal to traps baited with (E)-(±)-pityol almost completely inhibited the capture of males. It is hypothesized that to ensure their reproductive success, males produce the spiroacetal to repel rival males. Species specificity in pityol and the spiroacetal was not found betweenC. resinosae andC. banksianae, thus supporting their synonymy.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1573-1561
    Keywords: Conophthorus coniperda ; white pine cone beetle ; Scolytidae ; pheromone ; pityol ; 2-(1-hydroxy-1-methylethyl)-5-methyltetrahydrofuran ; (E)-7-methyl-1,6-dioxaspiro[4.5]decane ; spiroacetal ; chiral analysis ; walking bioassay ; traps
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Female white pine cone beetles,Conophthorus coniperda, attacking second-year cones of eastern white pine,Pinus strobus L., produced a sex-specific pheromone that attracted conspecific males in laboratory bioassays and to field traps. Beetle response was enhanced by host monoterpenes. The female-produced compound was identified in volatiles collected on Porapak Q and in hindgut extracts as (+)-trans-pityol, (2R,5S)-(+)-2-(1-hydroxy-1-methylethyl)-5-methyltetrahydrofuran. Males and females produced and released the (E)-(-)-spiroacetal, (5S,7S)-(-)-7-methyl-1,6-dioxaspiro[4.5]decane, which was not an attractant for either sex, but acted as a repellent for males. Porapak Q-trapped volatiles from both sexes contained (+)-trans-pinocarveol and (-)-myrtenol. In addition, hindgut extracts of females containedtrans-verbenol, while males had pinocarvone and verbenone. Work in Georgia and Canada confirmed that the same isomers of pityol and spiroacetal are present in two distinct and widely separated populations ofC. coniperda.
    Type of Medium: Electronic Resource
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