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  • 1
    Electronic Resource
    Electronic Resource
    s.l. : American Chemical Society
    Journal of agricultural and food chemistry 33 (1985), S. 425-427 
    ISSN: 1520-5118
    Source: ACS Legacy Archives
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition , Process Engineering, Biotechnology, Nutrition Technology
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  • 2
    Electronic Resource
    Electronic Resource
    s.l. : American Chemical Society
    The @journal of organic chemistry 28 (1963), S. 2641-2643 
    ISSN: 1520-6904
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 1423-0445
    Keywords: sequestration ; pharmacophagy ; defense ; allomone ; kairomone ; cucurbitacin ; Cucurbitaceae ; Coleoptera ; Chrysomelidae ; Luperini ; Diabrotica ; Aulacophora
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Summary Two South American polyphagous leaf beetles,Diabrotica speciosa andCerotoma arcuata, selectively accumulated the bitter tasting compound 23,24-dihydrocucurbitacin D in their body after ingesting root tissues of cucurbit plants. Similarly, three Asian Cucurbitaceae-feeding specialists in the genusAulacophora were found to sequester the same compound. Cucurbitacin analogs were shown to deter feeding by a bird predator, indicating an allomonal role for these compounds in cucurbitacin-associated chrysomelid leaf beetles both of New and Old Worlds. The strong affinity to cucurbitacins, selective sequestration of the analogs and consequent protection from predators suggested an ecological adaptation mechanism developed in common among these two geographically isolated subtribes in the Luperini.
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  • 4
    ISSN: 1423-0445
    Keywords: Key Words:neo-clerodane diterpenoids; clerodendrins; Clerodendron trichotomum; Verbenaceae; Athalia rosae ruficornis; turnip sawfly; Tenthredinidae; feeding stimulants; pharmacophagy; defense substance; sex pheromone.
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Summary. Adults of the turnip sawfly, Athalia rosae ruficornis (Tenthredinidae: Hymenoptera), frequently visit a plant, Clerodendron trichotomum (Verbenaceae), and feed pharmacophagously on the glandular trichomes on the leaf surface. A series of neo-clerodane diterpenoids (e.g. clerodendrins B and D) contained in glandular organs on the leaf surface stimulate feeding of the sawflies (both males and females). The adults fed selectively on the trichomes were found to sequester a series of the bitter-tasting diterpenes (clerodendrin D, ajugachin A, athaliadiol) in the body tissues, which suggested their primary role as defense substances against predators. Females fed on Clerodendron leaves or on clerodendrin B or D were more successful in mating than unfed females. Thus, females seem to obtain an advantage in mating success through the acquisition of the defensive principles from the Clerodendron plant.
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  • 5
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 15 (1989), S. 1837-1845 
    ISSN: 1573-1561
    Keywords: Defense ; deterrent ; sequestration ; iridoid glycoside ; paederoside ; Acyrthosiphon nipponicus ; Homoptera ; aphid ; Aphididae ; Harmonia axyridis ; Coleoptera ; Coccinellidae ; Paederia scandens
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A Rubiaceae-feeding aphid,Acyrthosiphon nipponicus, is seldom attacked by the ladybird beetle,Harmonia axyridis. A potent deterrent against the beetle was isolated from the aphid and identified as paederoside, an iridoid glycoside originating in the aphid's host,Paederia scandens. The iridoid content was as high as 2% of the intact body weight, and a large portion was found in the cornicle secretion.
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  • 6
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 16 (1990), S. 151-164 
    ISSN: 1573-1561
    Keywords: Sequestration ; pharmacophagy ; kairomone ; allomone ; Athalia spp. ; Diabrotica spp. ; Dacus dorsalis ; clerodendrin ; cucurbitacin ; methyl eugenol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Several pharmacophagous insects have been shown to sequester specific kairomonal substances or their derivatives in their body tissues. Turnip sawflies,Athalia rosae, visit a plant,Clerodendron trichototmum (Verbenaceae), and feed voraciously on the leaf surface. Clerodendrins were characterized as the potent phagostimulants forA. rosae adults. The insect sequesters some of the analogs and becomes extremely bitter on its body surface. Some chrysomelid leaf beetles associated with cucurbitacins were found to store high concentrations of these bitter principles in their body. South American polyphagous beetles,Diabrotica speciosa andCerotoma arcuata, are strongly arrested by root components from the cucurbit plant,Ceratosanthes hilariana, and selectively accumulate 23,24-dihydrocucurbitacin D, effectively gaining bitterness. Similarly, four species of Asian pumpkin leaf beetles belonging to the genusAulacophora were shown to sequester the same compound in body tissue as the major bitter principle. Three phenylpropanoids closely related to methyl eugenol were found to accumulate in the rectal glands of the male Oriental fruit fly,Dacus dorsalis. One of the rectal gland components, 2-allyl-4,5-dimethoxyphenol was shown to be released in the air during courtship. In all of these cases, selectively sequestered compounds strongly deterred feeding by some predators, thus serving as allomones in this context. Kairomonal and pheromonal functions linked with allomonal sequestration by pharmacophagous feeding has also been suggested.
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  • 7
    ISSN: 1573-1561
    Keywords: German cockroach ; Blattella germanica ; sex pheromone ; absolute configuration ; (3S, 11S)-3 ; 11-dimethyl-2-nonacosanone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The component of the sex pheromone of the German cockroach, 3, 11-dimethyl-2-nonacosanone (compound A), is a chiral compound. The chiral center at C-3 was assigned theS-configuration by ORD studies and PMR studies using a chiral shift reagent.
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  • 8
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 11 (1985), S. 441-452 
    ISSN: 1573-1561
    Keywords: Nilaparvata lugens ; Sogatella furcifera ; Laodelphax striatellus ; Hemiptera ; Delphacidae ; kairomone ; probing stimulant ; C-glycosylflavone ; schaftoside ; neoschaftoside ; carlinoside ; neocarlinoside
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Three species of planthopper,Nilaparvata lugens,Sogatella furcifera, andLaodelphax striatellus, showed characteristic behavior of stylet probing in parenchymal tissues of plants. Feeding experiments of planthoppers on aqueous sucrose solution containing the extract of rice plants or barnyard grass revealed the presence of the stimulant for the probing behavior in the plant tissues. EightC-glycosylflavones which stimulated stylet probing were isolated from rice plants. Four of them were identified to be schaftoside, neoschaftoside, carlinoside, and neocarlinoside, the last one being a new compound isolated from the plant. The isolatedC-glycosylflavones showed the same level of the activity for the probing ofN. lugens as the rice plant extract only when all of them were combined.
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  • 9
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 15 (1989), S. 2565-2575 
    ISSN: 1573-1561
    Keywords: Oviposition stimulant ; host selection ; butterfly ; Lepidoptera ; Papilionidae ; Atrophaneura alcinous ; Aristolochia debilis ; aristolochic acid ; sequoyitol ; Synergist
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Oviposition stimulants of an Aristolochiaceae-feeding swallowtail butterfly,Atrophaneura alcinous, were isolated from the leaves ofAristolochla debilis and characterized as a mixture of aristolochic acids and sequoyitol. An artificial blend of these components applied to filter paper induced a significant oviposition response by the female butterflies, identical to that elicited by intact leaves of theAristolochia host plant.
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  • 10
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 15 (1989), S. 2549-2563 
    ISSN: 1573-1561
    Keywords: Atrophaneura alcinous ; Lepidoptera ; Papilionidae ; Aristolochia debilis ; Aristolochiaceae ; aristolochic acid ; sequestration ; feeding stimulant ; defense ; cannibalism ; osmeterium ; sparrow ; Passer montanus
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Seven analogs of aristolochic acids (I, II, III, B, C, D, and E) were isolated from the leaves ofAristolochia debilis and characterized as the larval feeding stimulants of an Aristolochiaceae-feeding swallowtail butterfly,Atrophaneura alcinous. Aristolochic acids showed synergistic activity in combination with the water-soluble components in the leaf extract. Aristolochic acids were detected in the body tissues and specialized organs throughout all life stages ofA. alcinous. Larval osmeterial fluid contained aristolochic acids as high as 2% of the secretions, the compositions of which were similar to that found in the leaf extracts. In contrast, the eggs selectively contained aristolochic acids I and II. These two acids were present both in the egg yolk and egg coating material as well as in the collateral glands (glandulae sebaceae) of the adult females. The cannibalistic activity of the larvae against the eggs and pupae seemed to be triggered by aristolochic acids present on the egg surface and pupal cuticle, suggesting a possible adaptive mechanism in this species. Aristolocic acid I deterred feeding of tree sparrows, which suggested a defensive role against vertebrate predators.
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