Female sex pheromone components of the cotton bollworm, Heliothis armigera

Detailed examination of abdominal tip extracts from adult female Heliothis armigera revealed the presence of two components which elicit electroantennographic responses from the male moth. These olfactory stimulants have been fully identified as (Z)-11-hexadecenal (I) and (Z)-11-hexadecen-1-ol(II), and detected in airborne volatiles from a ‘calling’ female moth. A third olfactory stimulant was detected only in female tip extracts from some moths of Malawi origin, and this was tentatively identified as (Z)-9-hexadecenal (III). No other olfactory stimulants could be found, although hexadecenal (IV) and 1-hexadecan-1-ol (V) were detected by gas chromatography. In field tests in Malawi, (Z)-11-hexadecenal (I) attracted a few male H. armigera moths to traps but was very much less attractive than the virgin female moth. The attractiveness of (I) was not consistently affected by addition of alcohol (II), aldehydes (III) and (IV), or (E)-11-hexadecenal. Significant numbers of male Earias biplaga moths were found to be attracted to (Z)-11-hexadecenal (I).     

Sex pheromone components ofHeliothis maritima: chemical identification, flight tunnel and field tests

Three sex pheromonal components, (Z)-11-hexadecenal (Z11–16:Ald), (Z)-11-hexadecenol (Z11–16:OH), and hexadecanal (16:Ald), in a ratio of 88.0∶7.2∶4.8, were identified from ovipositor extracts of the fulvous clover moth,Heliothis maritima Grasl. (Lepidoptera: Noctuidae) by gas chromatographymass spectrometry. In addition, trace amounts of (Z)-9-hexadecenal (Z9–16:Ald) were detected in the extracts by GC. A blend of Z11–16:Ald, Z11–16:OH and 16:Ald in a ratio of 100∶6∶3, as well as in combination with 0.1 or 1 part Z9–16:Ald was tested at 0.01, 0.1, 1.0 and 10.0 μg doses in a flight tunnel. In flight tunnel tests male behavioral responses elicited by 0.1 or 1.0 μg doses of the 100∶6∶3∶1 blend were similar to those elicited by an ovipositor extract at 2 female equivalents. Deletion of Z9–16:Ald from the blend at 0.1 μg dose caused a decrease in the male response. In the field test, however, presence or absence of Z9–16:Ald did not significantly influence the number of males trapped in sticky traps with rubber septa containing 100 μg of the respective blends.     

烟青虫(Helicoverpa assulta Guenée)信息素的结构鉴定及田间试验(英语)

北京地区的烟青虫(Helicover Pa asslta Cucn(?)e)的性信息素腺体提取物经毛细管柱气相色谱分析及GC MS分析,鉴定了6种组分.这6种组分为:十六醛(16:Ald)、顺 9—十六烯醛(Z9—16:Ald)、顺11—十六烯醛(Zll 16:Ald)、顺9—十六烯醇(Z9-16:OH)、顺11—十六烯醇(Zll-16:OH)、顺9—十六烯基乙酸酯(Z9 16:OAc),比例为10.9:58.7:3.9:14.7:1.1:10.7.田间试验表明,只有16:Ald、Z9 16:Ald和Zll 16:Ald(比例为15.3:79.2:5.5)组成的三组分诱芯和Z9—16:Ald和Zll—16:Ald(比例为93.4:6.6)组成的两组分诱芯对于雄蛾有强烈的引诱活性.在3种醛为组分的诱芯中加入Z9 16:OH明显地降低引诱活性.     

Field evaluation of female sex pheromone of the artichoke moth, Gortyna xanthenes

Field responses of Gortyna xanthenes (Germar) males to traps baited with different mixtures of the female sex pheromone components were evaluated in an artichoke field. Catches were compared to those obtained by virgin females and light traps. The best results were achieved by utilizing a mixture of 5 mg Z11-16:Ald + 0.15 mg Z9-16:Ald + 0.15 mg 16:Ald + 0.12 mg Z11-16:OH, which captured only G. xanthenes males 3–5 times more than light traps and ca two times more than one virgin female. Starting from the basic mixture Z11-16:Ald (89–92%) + Z9-16:Ald (2–4%), the addition of 16:Ald (2–4%) and of Z11-16:OH (2–3%) produced an increase of G. xanthenes and a decrease of H, armigera (Hb.) catches. The inhibitory action of Z11-16:OH towards H. armigera males was confirmed.

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Evaluation sur le terrain des constituants de la phéromone sexuelle de la noctuelle de l'artichaut (Gortyna xanthenes)

Résumé Dans un champ d'artichaut de la province de Salerno on a evalué la réponse des mâles de G. xanthenes à mélanges divers des constituants de la phéromone sexuelle produite par la femelle. Les meilleurs résultats ont été obtenus en employant un mélange de 5 mg Z11-16:Ald + 0.15 mg Z9-16:Ald + 0.15 mg 16:Ald + 0.12 mg Z11-16:OH, qui a capturé seulement les mâles de G. xanthenes en mesure 3–5 fois plus élevée que les pièges lumineux et ca. deux fois plus élevée que la femelle vierge. En partant du mélange base Z11-16:Ald (89–92%) + Z9-16:Ald (2–4%), l'addition de 16:Ald (2–4%) et de Z11-16:OH (2–3%) a causé un accroissement des captures de G. xanthenes et une diminution des captures de Heliothis armigera. Cela confirme l'action inhibitoire du Z11-16:OH à l'égard des males de H. armigera.

     

Exocrine chemistry of the myrmicine ant Zacryptocerus pusillus (Hymenoptera: Formicidae)

Minor workers of the ant Zacryptocerus pusillus have unusual exocrine secretions in both their mandibular and Dufour glands. The mandibular glands contain a 3:1 mixture of 4-heptanone and 4-heptanol, a mixture found only in the related species Z. varians. The Dufour gland contains a mixture of 13 aldehydes from C9 to C18, not previously encountered in ant secretions. The venom glands gave variable results with only nonanal present consistently.     

Cracking the olfactory code of a butterfly: the scent of ageing

Although olfaction is a primary mode of communication, its importance in sexual selection remains understudied. Here, using the butterfly Bicyclus anynana, we address all the parameters of importance to sexual selection for a male olfactory signal. We show that variation in the male sex pheromone composition indicates male identity and male age. Courting males of different ages display small absolute (c. 200 ng) but large relative (100%) change of one specific pheromone component (hexadecanal) which, unlike the other components, showed no heritability. Females prefer to mate with mid-aged over younger males and the pheromone composition is sufficient to determine this preference. Surprisingly refined information is thus present in the male olfactory signal and is used for sexual selection. Our data also reveal that there may be no 'lek paradox' to resolve once the precise signal of importance to females is identified, as hexadecanal is, as expected, depleted in additive genetic variation.     

Female sex pheromone components of Helicoverpa gelotopoeon: first heliothine pheromone without (Z)-11-hexadecenal

Helicoverpa gelotopoeon Dyar is a very important pest of economic importance on cotton in Argentina. Analysis of female pheromone gland extracts prepared from 1‐ to 2‐day‐old virgin female moths demonstrated the presence of a 1 : 0.84 blend of hexadecanal (16:Ald) and (Z)‐9‐hexadecenal (Z9‐16:Ald), with trace quantities of tetradecanal in some samples, 2.4% of 16:Ald. The average quantity of Z9‐16:Ald extracted per female was estimated to be 33 ng, with a range of 18.9–46.4 ng per female when collected 2–3 h into the scotophase. In field trials conducted in both cotton and tomato crops in Santiago del Estero, Argentina 1 : 1 blends of 16:Ald and Z9‐16:Ald caught significantly more male H. gelotopoeon than Z9‐16:Ald alone, although there was no significant difference between blends containing between a 0.2 : 1 and 2 : 1 ratio of 16:Ald and Z9‐16:Ald. There was no analytical evidence for the presence of (Z)‐11‐hexadecenal (Z11‐16:Ald) in pheromone gland extracts, although this compound has been identified in all female sex pheromones of Heliothinae to date. In field trials, the addition of Z11‐16:Ald at the 1% level to either a 1 : 1 blend of 16:Ald and Z9‐16:Ald or Z9‐16:Ald alone significantly reduced the catch of male H. gelotopoeon. Sympatric Heliothis virescens were not caught in any of the blends tested for H. gelotopoeon, but were caught in low numbers in traps baited with a 4 : 100 blend of (Z)‐9‐tetradecenal and (Z)‐11‐hexadecenal.     

IDENTIFICATION OF MINOR COMPONENTS OF THE SEX PHEROMONE OF YELLOW PEACH MOTH DICHOROCIS PUNCTIFEEALIS GUENÉE AND FIELD TRIALS

Abstract  Along with the major component, (E1–10–hexadecenal (E10–16: Al,), two minor components, (Z)-10-hexadecenal(Z10-l6:Aid) and hexadecanal (16: Ald) were identified as components of the sex pheromone of Dichocrocis punctiferalis Guenee. Analysis of single sex pheromone gland extracts by capillary gas chromatography indicated that the relative ratio of 16:Ald, E10–16:Ald_t and 210–16:Ald was equal to 13. 0:80. 4:6. 6 respectively. Field trails indicated that 210–16: Ald and 16: Aid alone caught no males. The most attractive was a blend containing 16: Ald, E10–16:Ald, and 210–16: Ald at a ratio of 16:100:8, and a two-compound blend of E10–16:Ald and 210–16:Ald at a ratio of 100:8.     

More to legs than meets the eye: Presence and function of pheromone compounds on heliothine moth legs

Chemical communication is ubiquitous in nature and chemical signals convey species-specific messages. Despite their specificity, chemical signals may not be limited to only one function. Identifying alternative functions of chemical signals is key to understanding how chemical communication systems evolve. Here, we explored alternative functions of moth sex pheromone compounds. These chemicals are generally produced in, and emitted from, dedicated sex pheromone glands, but some have recently also been found on the insects' legs. We identified and quantified the chemicals in leg extracts of the three heliothine moth species Chloridea (Heliothis) virescens, Chloridea (Heliothis) subflexa and Helicoverpa armigera, compared their chemical profiles and explored the biological function of pheromone compounds on moth legs. Identical pheromone compounds were present on the legs in both sexes of all three species, with no striking interspecies or intersex differences. Surprisingly, we also found pheromone-related acetate esters in leg extracts of species that lack acetate esters in their female sex pheromone. When we assessed gene expression levels in the leg tissue, we found known and putative pheromone-biosynthesis genes expressed, which suggests that moth legs may be additional sites of pheromone production. To determine possible additional roles of the pheromone compounds on legs, we explored whether these may act as oviposition-deterring signals, which does not seem to be the case. However, when we tested whether these chemicals have antimicrobial properties, we found that two pheromone compounds (16:Ald and 16:OH) reduce bacterial growth. Such an additional function of previously identified pheromone compounds likely coincides with additional selection pressures and, thus, should be considered in scenarios on the evolution of these signals.     

SEX PHEROMONE COMPONENTS OF THE OREIENTAL TOBACCO BUDWORM, HELICOVERPA ASSULTA GUENÉE: IDENTIFICATION AND FIELD TRIALS

Abstract  The sex pheromone gland extracts of the Oriental tobacco budworm, Helicover assulta Guenée, collected from North China in Beijing area, were analyzed by capillary gas chromatograph(GC) and 6 components from the extracts were identified by capillary GC—MS as hexadecanal (16:Ald), (Z)9-hexadecenal (Z9–16:Ald), (Z)-11-hexadecenal (Z11–16:Ald), (Z)-9-hexadecen-1-ol (Z9–16:OH), Z11-hexadecen-1-ol (Z11–16:OH), Z-9-hexadecenylacetate (Z9–16:OAc) at a ratio of 10. 9: 58. 7: 3. 9: 14. 7: 1.1: 10. 7. Field studies indicated that an optimum blend of Z9–16:Ald and Z11–16:Ald was 100: 7. Addition of 16: Ald or Z9–16:Ac to the two aldehyde blend showed no significant effect on attractiveness. However presence of Z9–16:OH in the blends significantly reduced male captures.