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1.
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
2.
Summary. To gain insight into the evolution of the sex pheromone communication system in Ostrinia (Lepidoptera Pyralidae), the sex pheromone of the burdock borer, O. zealis was analyzed by means of gas chromatography-electroantennographic detection (GC-EAD), GC-mass spectrometry and a series of
bioassays. Four EAD-active compounds were detected in the female sex pheromone gland extract, and these were identified as
tetradecyl acetate (14:OAc), (Z)-9-tetradecenyl acetate (Z9–14:OAc), (E)-11-tetradecenyl acetate (E11-14:OAc) and (Z)-11-tetradecenyl acetate (Z11-14:OAc). The average amounts (ratio) of the four compounds in single sex pheromone glands were 2.5 ng (13%), 11.6 ng (61%),
4.1 ng (21%) and 0.9 ng (5%), respectively. In a wind-tunnel bioassay, the ternary blend of Z9-, E11- and Z11-14:OAc at a ratio found in the sex pheromone gland elicited the same behavioral responses from the males as did virgin
females. 14:OAc did not show any enhancement or inhibition of the males’ behavioral responses when added to the ternary blend.
The attractiveness of the 3-component lure to O. zealis males was also confirmed by field trapping experiments. Based on these results, we concluded that the sex pheromone of O. zealis is composed of Z9-14:OAc, E11-14:OAc and Z11-14:OAc at a ratio of 70:24:6. The evolutionary changes of the sex pheromones in Ostrinia are also discussed based on the presently available information on the sex pheromones and phylogenetic relationships of Ostrinia spp.
Received 25 September 1998; accepted 2 December 1998. 相似文献
3.
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
4.
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
5.
Summary. Three components that elicited antennal response from male Choristoneura conflictana were found from female gland extracts analyzed using a coupled gas chromatographic-electroantennographic detector system.
The main component in gland extracts was (Z)-11-tetradecenal (Z11-14:Ald). Two minor components also elicited antennal response: (E)11-tetradecenal (E11-14:Ald) and (Z)-11- tetradecen-1-ol (Z11-14:OH). Analysis of effluvia indicated that calling virgin females release mostly Z11-14:Ald and trace amounts of Z11-14:OH. Field and wind tunnel behavioral studies showed that Z11-14:Ald alone attracted male moths in a dose response pattern. Tests comparing male response to blends of components detected
in gland extracts showed that addition of 1.8% of E11-14:Ald to Z11-14:Ald did not influence male moths in the wind tunnel, but resulted in significantly lower trap captures in the field.
The threecomponent blend [Z11-14:Ald (100), E11-14:Ald (1.8), Z11-14:OH (11)], was less attractive than Z11-14:Ald alone in both field and wind tunnel studies. Traps baited with two virgin female moths were equally attractive to
males as traps baited with the three-component synthetic blend but less attractive than traps baited with Z11-14:Ald alone. Field tests of various blends of the two components (Z11-14:Ald, Z11-14:OH) detected in the females’ effluvia showed that the addition of 1–10% Z11-14:OH to Z11-14:Ald did not affect the males’ response to Z11-14:Ald. Our data demonstrate that female C. conflictana release sex pheromone components in a different ratio than they are stored in the pheromone gland. The sex pheromone is comprised
of a single component, Z11-14:Ald, that can be used to monitor mated and virgin male C. conflictana throughout their flight period. 相似文献
6.
Summary. Females of both species start their pheromone-releasing activity on the second day after emergence at the beginning of the
photophase. During the present work, a peak of calling activity with close to 100% of active Ph. nigrescentella females was registered 1.5 hour after the light had been put on. The high pheromone release behaviour with 50% active females
lasted for 3 hours. The calling activity of the group of females was about 6 h/day. The beginning of a photophase under laboratory
conditions or an early morning in nature is a common period for sex pheromone release in the genus Phyllonorycter. (8Z,10E)-tetradecadien-1-yl acetate (8Z,10E-14:Ac), (8Z,10E)-tetradecadien-1-ol (8Z,10E-14:OH) and (8E,10Z)-tetradecadien-1-yl acetate (8E,10Z-14:Ac) in the ratio 96:4:traces as well as 8Z,10E-14:Ac and 8Z,10E-14:OH in the ratio 88:12 collected by Solid Phase Micro Extraction (SPME) were found to be specific for the calling periods
of virgin Phyllonorycter insignitella and Ph. nigrescentella females respectively. Field trapping experiments demonstrated that all three compounds are important for the attraction of
Ph. insignitella males while only 8Z,10E-14:Ac is the essential sex pheromone component for Ph. nigrescentella. The pheromone activity of all three compounds is reported for the first time. Addition of either 8Z,10E-14:OH or 8E,10Z-14:Ac to 8Z,10E-14:Ac did not have a significant effect on the attraction of Ph. nigrescentella males, while the efficiency of the three component blend was 5 times lower as compared to that of 8Z,10E-14:Ac. Our data demonstrate that 8Z,10E-14:OH and 8E,10Z-14:Ac play a dual function, they are minor sex pheromone components of Ph. insignitella essential for attraction of conspecific males and show an allelochemical, antagonistic effect on Ph. nigrescentella males and, thus, ensuring specificity of the mate location signal in two related Phyllonorycter species. 相似文献
7.
Summary. Male obliquebanded leafrollers, Choristoneura rosaceana (Harris), were induced to respond to a pheromone source tainted with a behavioural antagonist, Z9-tetradecenyl acetate, when a source releasing the antagonist was placed 10 cm upwind of the tainted source in a wind tunnel.
However, placement of the antagonist upwind of an attractive pheromone source did not interrupt pheromone-mediated responses.
Placement of a source releasing Z9-tetradecenyl acetate, a minor pheromone component of the sympatric species, the threelined leafroller, Pandemis limitata (Robinson), upwind of a calling P. limitata female, reduced conspecific male pheromone-mediated response but resulted in upwind flight by male C. rosaceana and contact with heterospecific females. Male P. limitata locked on and flew upwind to but did not contact heterospecific females when a source releasing Z9-tetradecenyl acetate was positioned upwind of a calling C. rosaceana female. In the field, adaptation or habituation to Z9-tetradecenyl acetate caused by atmospheric treatment with this compound apparently resulted in reciprocal heterospecific
pheromone responses. More C. rosaceana males were captured in traps baited with their pheromone and the behavioural antagonist in small field plots treated atmospherically
with Z9-tetradecenyl acetate than in nontreated control plots. Fewer male P. limitata were captured in traps baited with their own pheromone, or with C. rosaceana pheromone tainted with Z9-tetradecenyl acetate in plots treated atmospherically with Z9-tetradecenyl acetate than in nontreated control plots. We argue that Z9-tetradecenyl acetate is an important synomone which assists in partitioning the sexual chemical communication channels of
C. rosaceana and P. limitata.
Received 9 February 1999; accepted 22 March 1999. 相似文献
8.
Joan Solé Albert Sans Magí Riba Gloria Rosell Esmeralda Rosa Lourdes Muñoz Maria Pilar Bosch Angel Guerrero 《Chemoecology》2008,18(2):99-108
Summary. The differing antagonist activity of (Z)-13-hexadecen-2-one (Z11 – 14 :MK, 1) and its 1,1,1-trifluoro derivative (Z11 –14 :TFMK, 2), two closely related analogues of the European corn borer pheromone Ostrinia nubilalis (Z strain), and their rationale is reported. Both chemicals exhibited some electrophysiological activity, and topical application
of 10 pg of pheromone analogue on male antennae was sufficient to induce significantly lower depolarization responses to the
pheromone versus untreated insects. In a wind tunnel, the number of European corn borer males attracted to sources containing
mixtures of 1 + pheromone in ratios ≥ 1 :1 was significantly lower than the number attracted to a source containing pheromone alone. Source
contact behaviour was dramatically impaired when the 1 + pheromone blend reached a ratio of 10 :1, in which only 2% of males displayed source contact in the presence of antagonist.
When compound 1 was present at the source, males usually flew upwind with occasional downwind reversals; when compound 2 was present at the lure, males performed wider crosswind reversals, with little progress toward the source. In the field,
traps baited with mixtures of both compounds with the pheromone in ratios of 5 :1 and 10 :1 elicited a significantly decreased
number of male catches. In esterase inhibition assays, compound 2 was a potent inhibitor (IC50 = 70 nM), whereas the non-fluorinated compound 1 was not. The different activity of both compounds is presumed to be due to different mechanisms of action; considerations
for using methyl ketone analogues as new behavioural antagonists of the pheromone are outlined. 相似文献
9.
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
10.
A sex pheromone component novel to Ostrinia identified from Ostrinia latipennis (Lepidoptera: Crambidae) 总被引:1,自引:0,他引:1
Takuma Takanashi Suguru Ohno Yongping Huang Sadahiro Tatsuki Hiroshi Honda Yukio Ishikawa 《Chemoecology》2000,10(3):143-147
Summary. Extracts from the sex pheromone gland of Ostrinia latipennis (Lepidoptera: Crambidae) were analyzed by gas chromatography-electroantennographic detection (GC-EAD) and GC-mass spectrometry.
Only an EAD-active compound was detected in the extract, and it was identified as (E)-11-tetradecenol (E11-14:OH). In a wind-tunnel bioassay, E11-14:OH elicited a series of mate finding behaviors from males, although it was far less active than virgin females and crude
extract of the pheromone gland. The attractiveness of E11-14:OH to O. latipennis males was confirmed by field trapping experiments. Based on these findings, we concluded that E11-14:OH, which is novel to the genus Ostrinia, is a major component of the sex pheromone in O. latipennis. The significance of the use of alcohol in place of the usual acetates in Ostrinia is discussed in relation to the pheromone biosynthesis system.
Received 9 December 1999; accepted 14 March 2000 相似文献
11.
Summary Components of the green leaf volatile complex (Z-3-hexenyl acetate andE-2-hexenyl acetate) were shown to enhance responses of tobacco budworm,Heliothis virescens, males to the sex attractant pheromone of conspecific females in the field. The results are discussed with regard to green leaf volatiles which enhance the attractant pheromone of a cohabiting species, and serve as attractants of a parasitoid of conspecific larvae. 相似文献
12.
Summary. We investigated the hypothesis that aggregation signals produced by male webbing clothes moths (WCM), Tineola bisselliella (Hum.) (Lepidoptera: Tineidae), and close-range male attractant signals produced by females have a pheromonal basis, at least
in part. Gas chromatographic-electroantennographic detection (GC-EAD) and GC-mass spectrometric analyses of bioactive methanolic
extracts of male WCM disclosed three candidate pheromone components: hexadecanoic acid methyl ester (16:Ester), (Z)-9-hexadecenoic acid methyl ester (Z9—16:Ester), and octadecanoic acid methyl ester (18:Ester). In bioassay experiments in a large Plexiglas™ arena, a blend of
synthetic 16:Ester plus Z9—16:Ester was attractive to male and virgin (but not mated) female WCM; the 18:Ester was inactive.
GC-EAD analyses of pheromone gland extracts from female WCM revealed (E,Z)-2,13-octadecadienal (E2Z13—18:Ald) and (E,Z)-2,13-octadecadienol (E2Z13—18:OH) as candidate sex pheromone components. In arena bioassay experiments, 1—5 female equivalents of synthetic E2Z13—18:Ald (0.2 ng) and E2Z13—18:OH (0.1 ng) were more attractive to male WCM than were two virgin female WCM. We anticipate that the combination of
aggregation and sex pheromones, male-produced sonic aggregation signals, and habitat-derived semiochemicals will be highly
effective in attracting male and female WCM to commercial traps.
Received 12 January 2001; accepted 8 June 2001. 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.
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
15.
Summary. Male locust borers, Megacyllene robiniae
(Förster), responded to females only after contacting them
with their antennae, indicating that mate recognition was
mediated by a contact sex pheromone. GC-MS analyses of
whole-body extracts of males and females determined that the
profiles of compounds in the extracts were qualitatively similar,
but differed considerably in the ratios of compounds
between sexes. Biological activities of reconstructed blends
of the most abundant straight-chain (nC23, nC24, nC25, nC26),
methyl-branched (3me-C23, 3me-C25), and unsaturated
(Z9:C23, Z9:C25, Z9:C27 compounds in extracts from females
were assessed in arena bioassays, assessing four distinct steps
in the mating behavior sequence of males (orientation, arrestment,
body alignment, mounting and attempting to couple the
genitalia). Males were unresponsive to freeze-killed, solventwashed
females treated with blends of straight-chain and
methyl-branched alkanes, but responded strongly to females
treated with the blend of alkenes. Further trials determined
that the complete sequence of mating behaviors, up to and
including coupling the genitalia, was elicited by Z9:C25 alone.
Z9:C25 comprised 16.4 ± 1.3% of the total hydrocarbons in
whole-body hexane extracts of females and was co-dominant
with two other hydrocarbons that were not active. In contrast,
in solid phase microextraction (SPME) wipe samples from
several areas of the cuticle, Z9:C25 appeared as the single
dominant peak, comprising 34.6 – 37.8% of the sampled
hydrocarbons. Our data indicate that Z9:C25 is a contact sex
pheromone of M. robiniae, being the most abundant hydrocarbon
on the surface of the cuticular wax layer of females
where it is readily accessible to the antennae of males. 相似文献
16.
Peter Witzgall Jean-Pierre Chambon Marie Bengtsson C. Rikard Unelius Monica Appelgren Gyorgy Makranczy N. Muraleedharan Darwin W. Reed Klaus Hellrigl Hans-Ruedi Buser Eric Hallberg Gunnar Bergström Miklos Tóth Christer Löfstedt Jan Löfqvist 《Chemoecology》1996,7(1):13-23
Summary The geometric isomers (E,E)-, (E,Z)-, (Z,E)-, and (Z,Z)-8,10-dodecadien-1-yl acetate were identified as sex pheromone components or sex attractants in the tribes Eucosmini and Grapholitini of the tortricid subfamily Olethreutinae. Species belonging to the more ancestral Tortricinae were not attracted. Each one isomer was behaviourally active in males ofCydia andGrapholita (Grapholitini), either as main pheromone compound, attraction synergist or attraction inhibitor. Their reciprocal attractive/antagonistic activity in a number of species enables specific communication with these four compounds.Pammene, as well as otherGrapholita andCydia responded to the monoenic 8- or 10-dodecen-1-yl acetates. Of the tribes Olethreutini and Eucosmini,Hedya, Epiblema, Eucosma, andNotocelia trimaculana were also attracted to 8,10-dodecadien-1-yl acetates, but several otherNotocelia to 10,12-tetradecadien-1-yl acetates. The female sex pheromones ofC. fagiglandana, C. pyrivora, C. splendana, Epiblema foenella andNotocelia roborana were identified. (E,E)- and (E,Z)-8,10-dodecadien-1-yl acetate are producedvia a commonE9 desaturation pathway inC. splendana. CallingC. nigricana andC. fagiglandana females are attracted to wingfanning males. 相似文献
17.
Anat Levi-Zada Avraham Sadowsky Svetlana Dobrinin Maayan David Tamir Ticuchinski Daniela Fefer Amnon Greenberg Daniel Blumberg 《Chemoecology》2013,23(1):13-20
In a previous study of the sex pheromone of the lesser date moth, Batrachedra amydraula, using laboratory females, (Z4,Z7)-4,7-decadien-1-yl acetate, Z4-decen-1-yl acetate, Z5-decen-1-yl acetate and decyl acetate were identified by sequential SPME-GC/MS analysis. Traces of Z5-decen-1-ol were detected only in airborne collections. Concomitant field tests and re-evaluation of the composition of the sex pheromone of B. amydraula with feral female moths, using an improved sequential SPME-GC/MS procedure revealed a complex mixture of candidate pheromonal compounds. The same unsaturated acetates and the corresponding alcohols: (Z4,Z7)-4,7-decadien-1-ol, Z4-decen-1-ol, Z5-decen-1-ol were positively identified. In addition, the corresponding aldehydes, octanol and octyl acetate were also detected. All compounds were found to be released in a circadian rhythm, in a narrow time window of 2 h, approximately 1 h before sunrise. Comprehensive field bioassays indicated that the optimal attractive blend is a three-component mixture of (Z4,Z7)-4,7-decadien-1-yl acetate, Z5-decen-1-yl acetate and Z5-decen-1-ol in a ratio of 1:2:2. This blend gave about fivefold higher trap catch of B. amydraula males as compared to the previously published binary blend of (Z4,Z7)-4,7-decadien-1-yl acetate and Z5-decen-1-yl acetate in a ratio of 1:2. The alcohol Z5-decen-1-ol is an essential synergistic component of the sex pheromone of B. amydraula. All other identified compounds are inert, being neither synergists nor inhibitors of the pheromone. The optimal pheromone blend will be a useful tool in monitoring and control of B. amydraula, which is a serious pest of date plantations throughout the Middle East and northern Africa. 相似文献
18.
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
19.
Uta Gehlsen Peter Lindemann Willi Rettig Gerald Moritz Gunther Tschuch 《Chemoecology》2009,19(2):97-102
Defensive secretions of adult males and females of the subsocial thrips Suocerathrips linguis were examined using gas chromatography–mass spectrometry (GC–MS). The samples contained six long-chain acetates and five
aliphatic alkanes and alkenes. Whole-body extracts yielded six methyl esters of fatty acids as well as hexadecyl acetate.
Structures of the two main components, (11Z)-icosa-11,19-dienyl acetate and octadecyl acetate, were confirmed. The third most abundant substance was identified as octadec-17-enyl
acetate, which is a new natural product. In addition, (9Z)-octadec-9-enyl acetate was identified along with other acetates. Pure icosadienyl acetate was found to remain liquid down
to −15°C, and is the solvent for the solid components of the secretion cocktail. A tentative biosynthetic pathway for all
of the 12 acetates, alkanes and alkenes is discussed, considering especially the components with terminal double bonds that
are uncommon in Thysanoptera and other insects. 相似文献
20.
Summary A crude cuticular extract from 3450 virgin 9–13 day old female fruit flies(Drosophila virilis), was subjected to chromatography accompanied by bioassay for sex pheromone activity. After three chromatographic steps, fractions containing active monoenes and dienes were obtained. Chemical analysis by infrared absorption, gas liquid chromatography and gas chromatography/mass spectrometry of the active fraction indicated that active monoenes were comprised chiefly of (Z)-11-pentacosene (abbreviated (Z)-11-C25:1), (Z)-13-C27:1, (Z)-13- and (Z)-14-C29:1. Synthetic monoenes were made, and only (Z)-11-C25:1 elicited good courtship behaviour in maleD. virilis. Therefore it was concluded that (Z)-11-C25:1 was a major sex pheromone. A total of 16.2±1.32 µg of cuticular hydrocarbons was isolated from 10 day old females, including 5.9±0.56 µg of (Z)-11-C25:1. An additive effect was suggested from the higher observed courtship response when using a mixture of active dienes with the active monoene. 相似文献