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  • Coleoptera  (156)
  • Female
  • Organic Chemistry
  • Springer  (157)
  • 1
    ISSN: 1573-1561
    Keywords: Ceutorhynchus assimilis ; cabbage seed weevil ; Coleoptera ; Curculionidae ; Brassica napus ; oilseed rape ; volatiles ; isothiocyanates ; EAG ; SCR ; GC-EAG ; GC-SCR
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response of theCeutorhynchus assimilis antenna to volatiles in air entrainment-derived extracts of oilseed rape,Brassica napus, was studied using coupled gas chromatography (GC)-electroantennography (EAG) and coupled GC-single cell recording (SCR). By means of these techniques and coupled gas chromatography-mass spectrometry (GC-MS), 25 active compounds were identified, including isoprenoids and compounds derived from fatty acids and amino acids. Some of the latter, the isothiocyanates and goitrin, and probably indole and benzyl cyanide, are catabolites of glucosinolates. The electrophysiological activity of the identified compounds was confirmed by EAG using a physiologically discriminating dose, and by SCR studies. The importance of the combined use of the EAG and SCR techniques was demonstrated, since specific olfactory cells were located for five compounds that did not elicit significant EAG responses. The majority of the olfactory cells from which single cell recordings were obtained showed very high specificity, and in numerous recordings there were consistent pairings of specific cell types.
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  • 2
    ISSN: 1573-1561
    Keywords: Oviposition-deterring pheromone ; host marking pheromone ; marker ; electrophysiology ; contact chemoreception ; gustatory sensilla ; antenna ; behavior ; Ceutorhynchus assimilis ; Coleoptera ; Curculionidae ; Brassica napus
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Following oviposition into a pod of oilseed rape (Brassica napus), the female cabbage seed weevil (Ceutorhynchus assimilis) marks the pod with oviposition-deterring pheromone (ODP) by brushing it with her eighth abdominal tergite. On an unmarked pod, oviposition site selection was always accompanied by intensive antennation of the pod. Females approaching a freshly ODP-marked pod brought their antennae within 1 mm of the pod but usually did not antennate it before rejecting it for oviposition. Females with the clubs of their antennae amputated continued to discriminate pods from stems or petioles as oviposition sites but showed no behavioral response to ODP. Extracts of volatiles air-entrained from ovipositing weevils failed to inhibit oviposition. Air passed over a behaviorally active extract of ODP did not elicit a detectable electroantennogram response. By contrast, when presented as a gustatory stimulus to the sensilla chaetica of the antennal club, a behaviorally active extract of ODP from postdiapause, gravid females elicited a strong electrophysiological response. This response usually involved more than one cell and displayed a phasic–tonic time course over the recording period of 10 sec. Extract from prediapause (and hence sexually immature) females elicited neither behavioral nor electrophysiological (contact) responses. Thus the ODP of the cabbage seed weevil is sensed primarily by contact chemoreception at the sensilla chaetica of the antennae, and the electrophysiological responses recorded from these gustatory sensilla are of value as the basis of a bioassay to assist identification of the active constituent(s) of the pheromone.
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  • 3
    ISSN: 1573-1561
    Keywords: Coleoptera ; Curculionidae ; Metamasius hemipterus sericeus ; aggregation pheromones ; pheromone chirality ; (4S, 5S)-4-methyl-5-nonanol ; 2-methyl-4-heptanol ; sugarcane ; ethyl acetate ; ethyl propionate ; ethyl butyrate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Coupled gas chromatographic–electroantennographic detection (GC-EAD) analyses and coupled GC-mass spectrometry (MS) of volatiles produced by male and female West Indian sugarcane weevils (WISW), Metamasius hemipterus sericeus (Oliv.), revealed eight male specific, EAD-active compounds: 3-pentanol (1), 2-methyl-4-heptanol (2), 2-methyl-4-octanol (3), 4-methyl-5-nonanol (4), and the corresponding ketones. In field experiments in Florida, alcohols 1–4 in combination with sugarcane were most attractive, whereas addition of the ketones or replacement of alcohols with ketones significantly reduced attraction. In Costa Rica field experiments testing alcohols 1–4 singly and in all binary, ternary, and quaternary combinations revealed 4 in combination with 2 was the major aggregation pheromone, equally attracting male and female WISW. Stereoisomeric 4 and (4S,5S)-4, the only isomer produced by WISW, were equally attractive. Addition of 4S-, 4R- or (±)-2 to (4S,5S)-4 significantly enhanced attraction. Sugarcane stalks in combination with 2 plus 4 (ratio of 1:8) were highly synergistic, whereas EAD-active sugarcane volatiles ethyl acetate, ethyl propionate, or ethyl butyrate only moderately increased attractiveness of the pheromone lure.
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  • 4
    ISSN: 1570-7458
    Keywords: Cylas puncticollis ; Cylas brunneus ; sweetpotato weevil ; pheromone ; pheromone trap ; Coleoptera ; Apionidae ; Africa
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Experiments were carried out in Uganda to optimise pheromone traps for the African sweetpotato weevil species, Cylas puncticollis Bohe. and C. brunneus F. (Coleoptera: Apionidae). Various designs of funnel, water and sticky traps were compared and a 5-l plastic jerry can trap was the most appropriate design for effectiveness and practicability. A solution of Omo detergent in water was found to be the most effective trapping agent. Fewer weevils were caught in red traps than in yellow, white, green or blue traps. Catches of C. puncticollis increased when the trap was raised above crop height, but catches of C. brunneus were unaffected. When marked weevils were dropped onto the trap, 36% of C. puncticollis and 23% of C. brunneus were captured, and, of weevils placed in the trap, 88% and 92%, respectively, of the two species remained overnight. Lures for the two species showed no significant loss in attractiveness after 8 weeks in the field, and chemical analysis showed 19% of the C. puncticollis pheromone and 72% of the C. brunneus pheromone remaining after this time. Summarizing, the following trap is presently recommended for monitoring/controlling African Cylas species: a 5-l plastic jerry can trap of any colour with rectangular openings of 11×5 and 6×5 cm positioned 15 cm above the crop canopy, filled with 0.5 l Omo solution (1 g/1 l water), with 0.1 mg lures to be replaced every 8 weeks.
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  • 5
    Electronic Resource
    Electronic Resource
    Springer
    Entomologia experimentalis et applicata 30 (1981), S. 151-156 
    ISSN: 1570-7458
    Keywords: Xyleborus ferrugineus ; pupae ; ecdysteroids ; pharate adult ; radioimmunoassay ; Coleoptera ; Scolytidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Description / Table of Contents: Zusammenfassung Der Ecdysteroidtiter weiblicher Puppen von Xyleborus ferrugineus (Fabr.) wurde geschätzt, indem ganze Tiere homogenisiert und radioimmunologisch untersucht wurden. Ein ausgeprägtes Maximum an Ecdysteroiden wurde bei 36 Stunden Puppenent-wicklung beobachtet (743 pg/mg Körpergewicht). Der Titer nahm ab auf 299 pg/mg im Pharatstadium und auf 193 pg/mg unmittelbar vor Schlüpfen der Adulten. Qualitative Studien mit HPLC ergaben in frischen Puppen ein Verhältnis von 3:1 Ecdyson zu 20-Hydrooxyecdyson. Pharatstadien enthielten vor allem 20-Hydrooxyecdyson. Das beobachtete einzige Maximum im Titer stimmt überein mit den Resultaten bei andern untersuchten Coleopteren.
    Notes: Abstract Ecdysteroid titers were estimated on the whole body homogenates of Xyleborus ferrugineus (Fabr.) female pupae during development by radioimmunoassay. A distinct peak of ecdysteroids was observed at 36-hr pupal development (743 pg/mg body wt). Titer declined to 299 pg/mg by the pharate adult stage and to 193 pg/mg body wt just before adult emergence. Qualitative studies by HPLC revealed a ratio of 3:1 ecdysone to 20-hydroxyecdysone in the initial pupal stage. Pharate adults had mainly 20-hydroxyecdysone. The observed single peak in ecdysteroid titer agrees with findings in other studied coleopteran species.
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  • 6
    ISSN: 1570-7458
    Keywords: Coleoptera ; Curculionidae ; Cylas formicarius elegantulus ; sweetpotato weevil ; sweet potato ; digestion ; enzyme distribution ; trypsin-inhibitors ; resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Description / Table of Contents: Résumé L'activité endoprotéinase était limitée au liquide de la lumière des régions ventriculaires antérieure et postérieure de l'intestin moyen des larves deCylas formicarius elegantulus Summers. Les aminopeptidases ont été trouvées dans le liquide de la lumière (18%), mais étaient principalement associées avec les fractions insolubles des cellules du ventricule postérieur (82%). Suivant le substrat, l'activité carboxypeptidase était à peu près également répartie entre le liquide de la lumière et les fractions insolubles des cellules du ventricule postérieur. L'amylase, enzyme secrétée, a été observée à la fois dans la lumière antérieure et postérieure. Cinq bandes d'activité amylase ont été révélées sur zymogrammes d'amidon après électrophorèse d'intestins moyens entiers. Trois des bandes d'amylase pouvaient provenir de la plante. Il y avait au moins 2 α-glucosidases, une secrétée et une liée aux cellules du ventricule antérieur. L'activite β-glucosidase était liée aux cellules du ventricule antérieur, fandis que l'activité α-galactosidase était limitée au fluide de la lumière. Les activités β-galactosidase et cellulase ont été trouvées à la fois dans le liquide de la lumière et dans la fraction cellulaire insoluble. Ainsi, la digestion initiale des grosses protéines et des polymères de carbohydrates se produit dans le liquide de la lumière dans les régions ventriculaires antérieure et postérieure. Cependant, l'achèvement de la digestion des oligopeptides se produit principalement dans le ventricule postérieur, tandis que la fin de la digestion des oligosaccharides se produit dans le ventricule antérieur. Les concentrations en inhibiteurs de trypsine de 5 cultivars d'I. batatas L. diffèrent de 1 à 20. Les endoprotéinases deC. formicarius elegantulus ont été inhibées par des extraits de cultivars, mais les cultivars avec des concentrations relativement élevées d'inhibiteur avainent antérieurement montré être susceptibles d'être attaqués par le coléoptère dans des essais en champs.
    Notes: Abstract Endoproteinase activity was confined to luminal fluid from anterior and posterior ventricular regions of midguts of larvae of the sweetpotato weevil,Cylas formicarius elegantulus (Summers). Aminopeptidase was found in luminal fluid (18%) but was primarily associated with insoluble fractions from cells of the posterior ventriculus (82%). Depending on substrate, carboxypeptidase activity was about equally distributed between luminal fluid and insoluble fractions from posterior ventriculus cells. Amylase was found in luminal fluid in both the anterior and posterior ventriculus. Five bands of amylase activity were detected on starch zymograms following electrophoresis of whole midgut samples. Three of the amylase bands may be plant-derived. At least two α-glucosidases were present, one secreted and one bound to anterior ventriculus cells. β-Glucosidase activity was bound to anterior ventriculus cells whereas α-galactosidase activity was confined to luminal fluid. β-Galactosidase and cellulase activities were found in both luminal fluid and the insoluble cell fraction. Thus, initial digestion of large protein and carbohydrate polymers occurs in luminal fluid in both anterior and posterior ventriculus regions. However, terminal digestion of oligopeptides occurs primarily in the posterior ventriculus while terminal digestion of oligosaccharides occurs in the anterior ventriculus. A 20-fold difference in trypsin-inhibitor concentration was found among five sweetpotato cultivars. Endoproteinases from sweetpotato weevil larvae were inhibited by extracts from the cultivars but cultivars with relatively high concentrations of inhibitor were previously shown to be susceptible to weevil attack in field trials.
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  • 7
    Electronic Resource
    Electronic Resource
    Springer
    Cellular and molecular life sciences 48 (1992), S. 1023-1027 
    ISSN: 1420-9071
    Keywords: Chrysolina fuliginosa ; Coleoptera ; Chrysomelidae ; beetles ; cardenolides ; eggs ; glands ; chemical defence
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract Besides the known sarmentogenin 3-O-β-D-allopyranoside (1) and digitoxigenin-3-O-[β-D-xylopyranosyl-(1→4)-2′, 3′-di-O-acetyl-β-D-allopyranoside] (4), four new cardiac glycosides (2, 3, 5 and6) have been isolated from the defensive glands of adults ofChrysolina fuliginosa. The structures of the new compounds were determined by1H NMR at 600 MHz and FABMS. Compounds1–6, present in the adults ofC. fuliginosa, have also been identified in the eggs.
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  • 8
    ISSN: 1420-9071
    Keywords: Migdolus fryanus ; Coleoptera ; Cerambycidae ; N-2′-methylbutanoyl 2-methylbutylamine ; N-formyll-isoleucine methyl ester ; sex pheromone ; chiral resolution ; dose-response
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract The first known long-range female-released sex pheromone for the family Cerambycidae is reported fromMigdolus fryanus, a sugarcane pest in South America. Although two female-specific compounds, namely, N-(2′S)-methylbutanoyl 2-methylbutylamine and N-formyll-isoleucine methyl esters were identified, field tests with synthetic chemicals revealed that only the amide was active and that the amino acid derivative neither increased or decreased trap catches by the amide. This is the first identification of amide as a sex pheromone.
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  • 9
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 12 (1986), S. 1189-1203 
    ISSN: 1573-1561
    Keywords: Defensive secretion ; egg defense ; allomones ; Salix ; salicin ; Coleoptera ; Chrysomelidae ; monoterpenes ; salicylaldehyde
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chemical defense in chrysomelid larvae (subtribe Chrysomelina and Phyllodectina) is reviewed. Most species secrete autogenous monoterpenes. The diversity of their secretion is interpreted as a mechanism to reduce adaptation by predacious arthropods. The consequences of a host plant shift to the Salicacae are explored. Salicin from these host plants is used as a precursor for the salicylaldehyde secreted by the larvae of many species. This offers several advantages. It provides the larvae with an inexpensive and efficient defense. The recovery of the glucose moiety of the salicin contributes significantly to the larval energy budget. Adults sequester salicin in the eggs at concentrations which are toxic to ants. Owing to this maternal provisioning, neonate larvae produce salicylaldehyde from hatching onwards, whereas other species secreting monoterpenes are not protected at hatching. The secretion of salicylaldehyde by different species is considered to be chemical mimicry reinforcing visual aposematic signals.
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  • 10
    ISSN: 1573-1561
    Keywords: Sex pheromone ; cigarette beetle ; Lasioderma serricorne (F.) ; Coleoptera ; Anobiidae ; serricornin ; 7-hydroxy-4,6-dimethyl-3-nonanone ; anhydroserricornin ; 2,6-diethyl-3,5-dimethyl-3,4-dihydro-2H-pyran
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Reinvestigation of the pheromonal activity of anhydroserricornin, (2S,3S)-2,6-diethyl-3,5-dimethyl-3,4-dihydro-2H-pyran, showed that the magnitude of its activity was less than 1/103 of that of serricornin, 7-hydroxy-4,6-dimethyl-3-nonanone, the sex pheromone of the cigarette beetleLasioderma serricorne (F.). Neither a synergistic nor an inhibitory effect of anhydroserricornin addition on the action of serricornin was observed.
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