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1.
Summary. The basic chemical structure of the sex
pheromone of the pine sawfly Microdiprion pallipes
(Fallén) has earlier been identified as the propionate
ester of (2S,3S,7R/S,11R/S)/(2R,3R,7R/S,11R/S)-3,7,11-
trimethyl-2-tridecanol. We now report the results from
further investigations on the male response to individual
stereoisomers and to blends of stereoisomers, both in electroantennographic
(EAG) recordings and in field trapping
experiments. We also present our attempts to determine the
stereochemistry of the compounds present in females of
M. pallipes. By comparing gas chromatograms and mass
spectra obtained from natural extracts with those from synthetic
compounds it was found that the females contain one
or more of the four (2S,3S,7R/S,11R/S)-3,7,11-trimethyl-2-
tridecanol isomers (SS++-1). The active pheromone component
is the corresponding propionate ester 2. In EAG
experiments, males responded most strongly to five propionate
ester samples, namely two four-isomer blends: SS++-2
and SR++-2, and three individual stereoisomers: SSSR-,
SRRR- and SRSR-2. In a series of field trapping experiments
it was found that males were attracted to the SR++-2
four-isomer blend and to the individual isomer SSSR-2.
Based on the EAG-recordings and field responses of males
and the stereoisomers found in the females, we suggest that
the propionate ester of (2S,3S,7S,11R)-3,7,11-trimethyl-2-
tridecanol (SSSR-2) is used as a main component of the sex
pheromone in M. pallipes. Apparently the males react to
other stereoisomers in addition to that or those produced by
the females. 相似文献
2.
Deepa S. Pureswaran Regine Gries John H. Borden Harold D. Pierce Jr. 《Chemoecology》2000,10(4):153-168
Summary. The mountain pine beetle, Dendroctonus ponderosae Hopkins, and the pine engraver, Ips pini (Say), often co-exist in lodgepole pine, Pinus contorta var. latifolia Engelmann. Intra- and interspecific semiochemical communication occurs in both species and their complete semiochemical repertoire
and precise dynamics of pheromone production have not been elucidated. Porapak-Q extracts of captured volatiles from beetles
of each species aerated at different attack phases (freshly emerged, pioneer sex alone in the log and both sexes paired in
new galleries), followed by gas chromatographic-electroantennographic detection (GC-EAD) and GC-mass spectroscopic analyses
identified 17 compounds (seven compounds common to both species, six present in D. ponderosae and four present in I. pini) that excited the antennae of either or both species. Seven compounds for D. ponderosae and nine for I. pini had not been assessed for behavioural activity. In field trapping experiments, 2-phenylethanol produced by both species inhibited
the response of D. ponderosae to its aggregation pheromones. exo- and endo-Brevicomin produced by D. ponderosae significantly decreased the response of I. pini to its aggregation pheromone ipsdienol. Nonanal, a ubiquitous compound found in the volatiles of lodgepole pine, various
nonhosts and in both beetle species deterred the response of I. pini to ipsdienol. The occurrence of cis-verbenol, trans-verbenol and verbenone in emergent I. pini, and verbenone and 2-phenylethanol in emergent D. ponderosae suggests that these compounds may inhibit aggregation and induce dispersal following emergence. Termination of aggregation
in D. ponderosae appears to depend on the production of frontalin in combination with changes in the relative ratios of verbenone, exo-brevicomin, trans-verbenol and 2-phenylethanol. In I. pini, the cessation of ipsdienol production by males is probably the main factor in terminating aggregation.
Received 16 November 1999; accepted 7 August 2000 相似文献
3.
Eva S. Stangler Stefan Jarau Michael Hrncir Ronaldo Zucchi Manfred Ayasse 《Chemoecology》2009,19(1):13-19
Foragers of several species of stingless bees deposit pheromone spots in the vegetation to guide recruited nestmates to a
rich food source. Recent studies have shown that Trigona and Scaptotrigona workers secrete these pheromones from their labial glands. An earlier report stated that species within the genus Geotrigona use citral from their mandibular glands for scent marking. Since convincing experimental proof for this conjecture is lacking,
we studied the glandular origin of the trail pheromone of Geotrigona mombuca. In field bioassays, newly recruited bees were diverted by artificial scent trails that branched off from the natural scent
trail deposited by their nestmates only when they were baited with extracts from the foragers’ labial glands. Compounds extracted
from the mandibular glands, however, did not release trail following behavior. This demonstrates that the trail pheromone
of G. mombuca is produced in the labial glands, as in Trigona and Scaptotrigona. Furthermore, in chemical analyses citral was identified exclusively in the foragers’ mandibular glands, which disproves
its supposed role as a trail pheromone. The labial glands contained a series of terpene- and wax type esters, with farnesyl
butanoate as major constituent. We, therefore, postulate that the trail pheromone of G. mombuca is composed of a blend of esters. 相似文献
4.
Johannes Stökl Robert Twele Dirk H. Erdmann Wittko Francke Manfred Ayasse 《Chemoecology》2007,17(4):231-233
Summary.
Ophrys flowers mimic the female produced sex pheromone of their pollinator species to attract males for pollination. The males try
to copulate with the putative female and thereby pollinate the flower. Using electrophysiological and chemical analyses, floral
volatiles released by O. iricolor as well as the female sex pheromone of its pollinator species, Andrena morio are investigated. Overall, 38 peaks comprising 41 chemical compounds, were found to release reactions in the antennae of
male A. morio bees. Analyses using coupled gas chromatography-mass spectrometry revealed the presence of alkanes and alkenes with 20 to
29 carbon atoms, aldehydes (C9 to C24) and two esters. Almost all of those compounds were found in similar proportions in
both, the floral extracts of O. iricolor and cuticle surface extracts of A. morio females. The pattern of biologically active volatiles described here is very similar to that used by other Ophrys species pollinated by Andrena males. 相似文献
5.
Summary Males ofCarpophilus freemani Dobson (Coleoptera: Nitidulidae) produce an aggregation pheromone to which both sexes fly in a wind-tunnel bioassay. The major pheromone component (ca. 30 ng per male per day in volatile collections) was identified as (2E,4E,6E)-5-ethyl-3-methyl-2,4,6-nonatriene. A minor component, (2E,4E,6E,8E)-7-ethyl-3,5-dimethyl-2,4,6,8-undecatetraene, was 3–10% as abundant as the major triene and was 5–20% as active when compared at relative doses ranging from natural proportions to 1:1. These compounds act synergistically: a mixture of major and minor components in natural proportions attracted more than twice as many beetles as the major component alone, and the mixture fully accounted for the activity of male-derived volatile collections. Six other male-derived conjugated hydrocarbons, ranging from 2% down to 0.04% as abundant as the major component, were also identified. These are (in order of decreasing bioassay activity when compared on an equal-weight basis): (3E,5E,7E)-6-ethyl-4-methyl-3,5,7-decatriene, (2E,4E,6E)-5-ethyl-3-me-thyl-2,4,6-octatriene, (3E,5E,7E,9E)-8-ethyl-4,6-dimethyl-3, 5,7,9-dodecatetraene, (2E,4E,6E,8E)-3,5,7-trimethyl-2,4,6, 8-undecatetraene, (3E,5E,7E)-5-ethyl-7-methyl-3,5,7-undecatriene, and (2E,4E,6E)-3,5-dimethyl-2,4,6-nonatriene. All structure identifications were confirmed by synthesis. In the wind tunnel, the pheromone acted synergistically with host-type volatiles such as propyl acetate, valeric acid, and ethanol. This concept was verified by fields tests in California, in which there was dramatic synergism between the pheromone and fermenting host materials. Pheromone biosynthesis is discussed. 相似文献
6.
Summary By means of gas chromatography, gas chromatographic coupled mass spectrometry, trail-following experiments and electrophysiological recordings from worker antennae, the major trail pheromone components from the hindgut of the formicine speciesCamponotus atriceps andC. floridanus were identified as 3,5-dimethyl-6-(1-methylpropyl)-tetrahydropyran-2-one and nerolic acid, respectively. The Dufour's gland contents of both species, investigated by gas chromatographic coupled mass spectrometry, show significant differences.Pheromones 104: Janssen E, Übler E, Bauriegel L, Kern F, Bestmann H-J, Attygalle AB, Steghaus-Kovacs S, Maschwitz U: Trail pheromone of the Ponerinae antLeptogenys peuqueti (Hymenoptera: Formicidae): a multicomponent mixture of related compounds 相似文献
7.
Summary. By means of gas chromatography, gas
chromatographic coupled mass spectrometry and behavioral
analysis the major trail pheromone components from the
hindgut of the formicine species Camponotus castaneus, C.
balzani and C. sericeiventris were identified. The trail
pheromone of C. castaneus is 3,5-dimethyl-6-(1-methylpropyl)-
tetrahydro-2H-pyran- 2-one, and that of the other
two species is 3,4-dihydro-8-hydroxy-3,5,7-trimethylisocoumarin.
Although both compounds release precise trail
following behavior in the respective species, the major
recruitment signal in the three Camponotus species appears
to be formic acid discharged from the poison gland. The
composition of the Dufour gland secretions of C. castaneus
and C. sericeiventris is similar, but that of the hypertrophied
Dufour gland of C. balzani is very different from any other
Camponotus Dufour gland content described up to date: it
contains large amounts of esters, the major compound of
which is octyl hexanoate, which makes up 97% a/a of the
total volatiles. 相似文献
8.
M. Subchev T. Toshova C. Koshio S. Franke A. Tröger R. Twele W. Francke J. A. Pickett L. J. Wadhams C. M. Woodcock 《Chemoecology》2009,19(1):47-54
The plum moth, Illiberis rotundata Jordan (Lepidoptera: Zygaenidae: Procridinae), is a pest of orchards in Japan and China. Few chemical ecological studies
have been directed towards the Zygaenidae and particularly the Procridinae. To investigate the sex pheromone of this species,
extracts of pheromone glands from adult female I. rotundata were analyzed by coupled gas chromatography-electroantennography (GC-EAG) and coupled gas chromatography-mass spectrometry
(GC-MS). Whilst GC-EAG on male moths showed an active peak, identified as 2-butyl (7Z)-dodecenoate, GC-MS also revealed the presence of the homologue 2-butyl (9Z)-tetradecenoate. Electroantennographic investigations, as well as field tests, strongly suggested the natural compounds to
have the (R)-configuration at the stereogenic centre. Field results demonstrate 0.2 mg of a 1:1-mixture of (2R)-butyl (7Z)-dodecenoate and (2R)-butyl (9Z)-tetradecenoate to be a powerful lure that may be used in pest control measures against I. rotundata. The chemical structures of the new pheromone components show the same features as those of other zygaenid species: unsaturated
fatty acids esterified with a short chain chiral alcohol. This is the first example of a two-component blend constituting
the pheromone of a procridinid species. 相似文献
9.
Till Tolasch 《Chemoecology》2008,18(3):177-180
Summary.
Ectinus aterrimus (L.) is a fairly common European click beetle species which develops mainly in forests. In pheromone gland extracts of female
E. aterrimus, examined using gas chromatography – mass spectrometry (GC-MS), one single compound was present. This was identified as 7-methyloctyl
9-methyldecanoate by comparison with a synthetic sample. Field trapping trials revealed a highly significant attraction of
male E. aterrimus towards this ester. The structure of the compound differs remarkably from the pheromones of the closely related Agriotes spp., which exclusively use terpene esters. 相似文献
10.
Summary Sex pheromone communication in the nine European species of small ermine moths (Yponomeuta) is reviewed in regard to the potential role of pheromones in the speciation process. Six of the nine species studied (viz.,Y. evonymellus, Y. cagnagellus, Y. padellus, Y. irrorellus, Y. plumbellus, andY. vigintipunctatus) use a mixture of (E)-11-and (Z)-11-tetradecenyl acetate in different ratios as primary pheromone components, with combinations of tetradecyl acetate, (Z)-9-tetradecenyl acetate, (Z)-11-hexadecenyl acetate and the corresponding alcohols of the acetates as additional pheromone components. Analysis of (Z)- to (E)-11-tetradecenyl acetate ratios produced by individual females of these species demonstrated significant variation among females of all species. However, the ranges of ratios produced byY. cagnagellus, Y. irrorellus, andY. plumbellus, sharing the same host-plant species, spindle tree, did not overlap. Niche separation of all six species mentioned required consideration of at least one additional pheromone component or of temporal aspects. The remaining three species,i.e. Y. malinellus, Y. mahalebellus andY. rorellus, have pheromones that differ qualitatively.Biosynthetic routes to the pheromone components identified are proposed on the basis of fatty acid pheromone precursors found in the pheromone glands. A phylogenetic tree for the genus is constructed based on allozyme frequency data and changes in pheromone composition are superimposed on this tree. We suggest that the ancestral ermine moth pheromone is a mixture of (Z)-11- and (E)-11-tetradecenyl acetate and the corresponding alcohols, and a scenario of how present-day patterns evolved is outlined. The pheromone differences among the three species using spindle tree as their host-plant might have evolved throughreproductive character displacement upon secondary contact between populations that had already diverged genetically in allopatry. Pheromone differences within the so-calledpadellus-complex (includingY. cagnagellus, Y. mahalebellus, Y. malinellus, Y. padellus, andY. rorellus) in which species might have originated sympatrically, may have evolved byreinforcing selection as these species still hybridise and produce viable offspring when confined in cages. The role of pheromones in reproductive isolation amongYponomeuta species is emphasised by (1) the function of pheromone components of some of the species as behavioural antagonists to other species, (2) the cross-attraction under experimental conditions between allochronic species with similar pheromones, and (3) the formation of hybrids in the laboratory between species that are isolated in nature by pheromone differences. 相似文献
11.
Summary. In a local population of Ostrinia zaguliaevi Mutuura & Munroe (Lepidoptera: Crambidae), extensive variation was found in the blend ratio of three sex pheromone components,
(Z)-9-tetradecenyl acetate (Z9-14:OAc, 10.2-63.8%), (Z)-11-tetradecenyl acetate (Z11-14:OAc, 32.2-86.8%), and (E)-11-tetradecenyl acetate (E11-14:OAc, 2.1-11.9%). The variation was observed over a three-year period (2002-2004). Mother-daughter
regression analyses have shown that although the heritability of the minor component E11-14:OAc was not significant, the heritability
of the proportions of Z9-14:OAc and Z11-14:OAc were substantial (0.5–0.6). In artificial selection experiments, the mean % Z9-14:OAc in the sex pheromone changed significantly within three generations (37% in the control line, 48 and 52% for two
lines selected for increase, and 23 and 30% for two lines selected for decrease). Despite these changes, the amounts of fatty
acyl pheromone precursors, (Z)-9-, (Z)-11- and (E)-11-tetradecenoate, in the pheromone gland were not significantly affected by the selection. Taken together, variation in
the pheromone blend of O. zaguliaevi is likely to be attributable to a few genes involved in the reduction or acetylation of fatty acyl pheromone precursors,
the last two steps in pheromone biosynthesis. 相似文献
12.
Manfred Ayasse Wolf Engels Gunter Lübke Timo Taghizadeh Wittko Francke 《Behavioral ecology and sociobiology》1999,45(2):95-106
The present paper reports on behavioral experiments and gas chromatographic analysis of chemical communication in the mating
biology of the primitively eusocial sweat bee Lasioglossum (Evylaeus) malachurum. In a dual-choice experiment, a female made odorless was significantly less attractive than an untreated one. Attraction in
L. (Evylaeus) malachurum is therefore mediated by a female-produced sex pheromone. Further bioassays showed that unmated gynes are more attractive
to males than mated ones. Males are able to differentiate between the two groups of females as little as 3 h after mating.
Biotests with different samples obtained from attractive gynes showed surface extracts to be most attractive. Behavioral tests
with synthetic copies of the compounds identified as cuticular constituents of virgin gynes were highly attractive to males;
the volatile bouquets consisting of n-alkanes, n-alkenes and iso- pentenyl esters of unsaturated fatty acids were the most
attractive samples. Isopentenyl esters of unsaturated fatty acids were the key compounds in inducing male inspections as well
as stimulating pounces and copulatory attempts. Virgin and nesting gynes differed clearly in the relative and absolute amounts
of the volatiles on the cuticle. The total amount of volatiles was significantly higher in virgin gynes and decreased in breeding
queens. Hydrocarbons were the dominant group of compounds in both groups of females. The relative amounts of the wax-type
ester, hexadecyl oleate, iso- pentenyl esters, and a hitherto unidentified steroid were higher in attractive virgin gynes,
while the relative proportions of hydrocarbons and lactones dominated in nesting queens. The site of sex pheromone production
in attractive young L. (Evylaeus) malachurum gynes remains unknown. Head glands or Dufour's gland secretions may be involved. Another possible source of the `active principle'
found among the cuticular lipids could be glandular cells of the epidermis. The significance of modulation of female sex pheromone
composition is discussed in terms of a reduction in mating expenditures.
Received: 30 April 1998 / Accepted after revision: 24 July 1998 相似文献
13.
Host-plant green-leaf volatiles synergize the synthetic sex pheromones of the corn earworm and codling moth (Lepidoptera) 总被引:8,自引:0,他引:8
Douglas M. Light Robert A. Flath Ronald G. Buttery Frank G. Zalom Richard E. Rice Joseph C. Dickens Eric B. Jang 《Chemoecology》1993,4(3-4):145-152
Summary The capture of adult male moths in female sex pheromone traps of two key agricultural pests, the corn earworm (Helicoverpa zea) and the codling moth (Cydia pomonella), is enhanced or synergized by a certain group of host-plant volatiles, the green-leaf volatiles (GLVs). Since female adults of both species call and release their sex pheromones while perched upon the leaves of their host-plants, the volatile constituents from the leaves of a number of host-plants were compared. Sex pheromone traps containing one of the prominent leaf volatiles of certainH. zea hosts, (Z)-3-hexenyl acetate, not only significantly increased the capture ofH. zea males but were preferred over traps baited only with sex pheromone. Similarly, traps baited with synthetic sex pheromome ofC. pomonella plus a blend of GLVs captured significantly more males than traps baited only with sex pheromone. Since male moths are not captured in traps baited only with these GLVs, it appears that these GLVs act as pheromone synergists which increase or enhance the attraction or arrestment of male moths in pheromone traps. 相似文献
14.
Jim Hardie Stephen F. Nottingham Glenn W. Dawson Richard Harrington John A. Pickett Lester J. Wadhams 《Chemoecology》1992,3(3-4):113-117
Summary Transparent plastic water traps, baited with the synthetic aphid sex pheromone components (4aS,7S,7aR)-nepetalactone and (1R,4aS,7S,7aR)-nepetalactol or control lures, were placed in four semi-sheltered field sites at a height of 1.1 m. Although males of twenty-one aphid species were collected from the water traps, onlySitobion fragariae (Walker) was abundant. In total, 8 pheromone traps produced 102 males compared with only 10 males in 8 control traps. The sex pheromone released by sexual femaleS. fragariae was identified as the nepetalactone used in the lures. Aphid sex pheromones may be more species-specific than previously thought and the presence of a host plant is not essential for males to locate sexual females. 相似文献
15.
Thomas Hartmann Claudine Theuring Till Beuerle Elizabeth A. Bernays 《Chemoecology》2004,14(3-4):207-216
Summary. The alkaloid profiles of the life history stages
of the highly polyphagous arctiid Estigmene acrea were
established. As larvae individuals had free choice between
a plain diet (alkaloid-free) and a diet that was supplemented
with Crotalaria-pumila powder with a known content and
composition of pyrrolizidine alkaloids (PAs). Idiosyncratic
retronecine esters (insect PAs) accounted for approximately
half of the PAs recovered from the larvae. These alkaloids
were synthesized by the larvae through esterification of dietary
supinidine yielding the estigmines, and esterification of
retronecine yielding the creatonotines. The retronecine is
derived from insect-mediated degradation of the sequestered
pumilines (macrocyclic PAs of the monocrotaline type).
With one exception, the PA profiles established for larvae
were found almost unaltered in all life-stages as well as
larval exuviae and pupal cocoons. The exception is the
males, which in comparison to pupae and adult females,
showed a significantly decreased quantity of the creatonotines
and pumilines. These data support the idea that
the creatonotines are direct precursors of the PA-derived male
courtship pheromone, hydroxydanaidal. Crosses of PA-free
males with PA-containing females and vice versa confirmed
an efficient trans-mission of PAs from males to females and
then from females to eggs. In single cases a male bestowed
almost his total PA load to the female, and a female her total load
to the eggs. The results are discussed with respect to pheromone
formation, PA transmission between life-stages, and the
defensive role of PAs against predators and parasitoids 相似文献
16.
Grant E. Brown Douglas P. Chivers R. Jan F. Smith 《Behavioral ecology and sociobiology》1995,36(2):105-110
Fathead minnows (Pimephales promelas) that have never encountered a predatory pike (Esox lucius), are able to detect conspecific alarm pheromone in a pike's diet if the pike has recently consumed minnows. It remains unclear how this minnow alarm pheromone is secreted by pike and if a pike is able to avoid being labelled as a potential predator by localizing these cues away from its foraging range. The first experiment determined that minnow alarm pheromone is present in pike feces when pike are fed minnows. Individual fathead minnows exhibited a fright response to a stimulus of pike feces if the pike had been fed minnows, but not if the pike had been fed swordtails, which lack alarm pheromone. Individual minnows also exhibited a fright reaction to alarm pheromone in the water (which contained no feces) housing pike which had been fed minnows, suggesting that alarm pheromone is also released in urine, mucous secretions and/or via respiration. The second experiment determined that test pike spent a significantly greater proportion of time in the home area of the test tanks (i.e. where they were fed) but the majority of feces were deposited in the opposite end of the test tank. By localizing their defecation away from the home or foraging area, pike may be able to counter the effects of being labelled as a predator by the alarm pheromone of the prey species. 相似文献
17.
X. Fu J. Tabata T. Takanashi S. Ohno S. Tatsuki Y. Ishikawa Y. Huang H. Honda 《Chemoecology》2004,14(3-4):175-180
Summary. The sex pheromone of Ostrinia orientalis
(Lepidoptera: Crambidae) was analyzed by gas chromatography–electroantennographic detection (GC–EAD), GC–mass spectrometry and a series of bioassays. Three EAD-active
compounds were detected in the female sex pheromone
gland extract, and identified as tetradecyl acetate (14:OAc),
(Z)-11-tetradecenyl acetate (Z11-14:OAc) and (E)-11-tetradecenyl acetate (E11-14:OAc). The titers (ratio) of 14:OAc, Z11-14:OAc and
E11-14:OAc in 3-day-old virgin
females were 0.49 ng (10), 4.86 ng (98) and 0.10 ng (2),
respectively. In a wind-tunnel bioassay, the 98:2 blend of
Z11- and E11-14:OAc, but not Z11-14:OAc alone, elicited
the same male behavioral responses as virgin females and
crude gland extracts. 14:OAc was inactive by itself, and did
not show any synergistic effect on the binary blend.
Field trapping experiments also confirmed the attractiveness
of the binary blend to O. orientalis
males. Based on
these results, we concluded that the sex pheromone of
O. orientalis
is a 98:2 mixture of Z11-14:OAc and
E11-14:OAc. This sex pheromone is very similar to that of the Z-type European corn borer,
O. nubilalis. The present
finding raises the question of whether O. orientalis
, which is indistinguishable from O. nubilalis
based on external morphology,
is a biologically distinct species independent from
O. nubilalis. 相似文献
18.
Population differentiation in female sex pheromone and male preferences in a solitary bee 总被引:2,自引:0,他引:2
Nicolas J. Vereecken Jim Mant Florian P. Schiestl 《Behavioral ecology and sociobiology》2007,61(5):811-821
Population differentiation in female mating signals and associated male preferences can drive reproductive isolation among
segregated populations. We tested this assumption by investigating intraspecific variation in female sex pheromone and associated
male odour preferences among distant populations in the solitary bee Colletes cunicularius (L.) by using quantitative gas chromatography and by performing field bioassays with synthetic blends of key sex pheromone
compounds. We found significant differences in sex pheromone blends among the bee populations, and the divergence in odour
blends correlated positively with geographic distance, suggesting that genetic divergence among distant populations can affect
sex pheromone chemistry. Our behavioural experiments, however, demonstrate that synthetic copies of allopatric female sex
pheromones were cross-attractive to patrolling males from distant populations, making reproductive isolation by non-recognition
of mating signals among populations unlikely. Our data also show that patrolling male bees from different populations preferred
odour types from allopatric populations at the two sites of bioassays. These male preferences are not expected to select for
changes in the female sex pheromone, but may influence the evolution of floral odour in sexually deceptive orchids of the
genus Ophrys that are pollinated by C. cunicularius males. 相似文献
19.
Regine?Gries Aurélia ?Reckziegel Herman?Bogenschütz Hans-Günter?Kontzog Christian?Schlegel Wittko?Francke Jocelyn?G.?Millar Gerhard?Gries
Summary. Our objective was to identify sex pheromone
components of the oak processionary moth, Thaumetopoea
processionea (Lepidoptera: Thaumetopoeidae), whose larvae
defoliate oak, Quercus spp., forests in Eurasia and impact
human health. Coupled gas chromatographic-electroantennographic
detection (GC-EAD) and GC-mass spectrometric
(MS) analyses of pheromone gland extract of female
T. processionea revealed two consistently EAD-active compounds.
They were identified as (Z,Z)-11,13-hexadecadienyl
acetate (Z11,Z13-16:OAc) and (Z,E)-11,13,15-hexadecatrienyl
acetate (Z11,E13,15-16:OAc) by comparative GC,
GC-MS and GC-EAD analyses of insect-produced compounds
and authentic standards. In replicated field experiments
(2000, 2001) in Nordbaden, Südbaden and Sachsen-Anhalt
(Germany), Z11,Z13-16:OAc and Z11,E13,15-16:OAc in
combination, but not singly, attracted significant numbers of
male moths. It will now be intriguing to investigate whether
Z11,E13,15-16:OAc, or its corresponding alcohol or aldehyde,
serves as a pheromone component also in other species of
the Thaumetopoeidae. 相似文献
20.
David Sillam-Dussès Etienne Sémon Céline Moreau Irena Valterová Jan Šobotník Alain Robert Christian Bordereau 《Chemoecology》2005,15(1):1-6
Summary. The diterpene neocembrene A or (1E,5E,9E,12R)-1,5,9-trimethyl-12-(1-methylethenyl)-1,5,9-cyclotetradecatriene, known as the trail-following pheromone of the advanced Termitidae Nasutitermitinae Nasutitermes exitiosus and Trinervitermes bettonianus, has been identified after SPME-GC/MS as the major component of the trail-following pheromone of the Rhinotermitidae Prorhinotermitinae, Prorhinotermes canalifrons and P. simplex. In all the other Rhinotermitidae studied until now, the major component of their trail pheromones is dodecatrienol ((3Z,6Z,8E)-dodeca-3,6,8-trien-1-ol). This biochemical data further add to the anatomical and molecular characteristics that give a special status to the taxon Prorhinotermes among Rhinotermitidae. In Prorhinotermes canalifrons and P. simplex, neocembrene A was the only secretory compound specific to the sternal gland surface that could be detected after SPME. It elicited orientation as well as recruitment behavioral effects. However, the comparison of the respective biological activities triggered by neocembrene A and by sternal gland secretion suggests that minor components of the latter are acting in synergy with neocembrene A. 相似文献