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  • 2-phenylethanol  (2)
  • Danaidae  (2)
  • Food Science, Agricultural, Medicinal and Pharmaceutical Chemistry  (2)
  • Applications
  • Electronic structure and strongly correlated systems
  • 1995-1999  (6)
Collection
Keywords
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Year
  • 1
    ISSN: 1420-9071
    Keywords: Oviposition stimulants ; Ideopsis similis ; Danaidae ; Tylophora tanakae ; Asclepiadaceae ; (+)-isotylocrebrine ; (−)-7-demethyltylophorine ; alkaloids
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract Chemicals releasing oviposition by an Asclepiadaceae feeder,Ideopsis similis, were identified from a host plant,Tylophora tanakae. A strong positive response was evoked by a methanolic extract of the plant, which proved to contain multiple stimulants. A mixture of two phenanthroindolizidine alkaloids, (+)-isotylocrebrine and (−)-7-demethyltylophorine, isolated from organic fractions, elicited significant ovipositional responses from females.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1573-1561
    Keywords: Oviposition stimulants ; Idea leuconoe ; Lepidoptera ; Danaidae ; Parsonsia laevigata ; Apocynaceae ; pyrrolizidine alkaloids ; parsonsianine ; parsonsianidine ; 17-methylparsonsianidine
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A giant danaid butterfly, Idea leuconoe, specializes on apocynaceous plants such as Parsonsia laevigata, which has been reported to contain pyrrolizidine alkaloids. Females of I. leuconoe deposited eggs in response to methanolic extract of P. laevigata, and subsequent bioassay-guided fractionation of the extract revealed that phytochemicals crucial for host recognition by ovipositing females are Parsonsia-specific macrocyclic pyrrolizidine alkaloids including parsonsianine, parsonsianidine, and 17-methylparsonsianidine. Parsonine, another P. laevigata pyrrolizidine component with a keto-dihydropyrrolizine moiety that is closely related in structure to male pheromones of the butterfly, and several nonhost pyrrolizidine alkaloids were entirely inactive. We interpret these data as strong evidence for an ancestral association through herbivory between danaid butterflies and pyrrolizidine alkaloids.
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 1573-1561
    Keywords: Flower-visiting ; floral scent ; Pieris rapae ; Pieridae ; Ligustrum japonicum ; Oleaceae ; proboscis extension ; EAG ; phenylacetaldehyde ; 2-phenylethanol ; 6-methylhept-5-en-2-one
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Floral scent compounds of Ligustrum japonicum that affect the foraging behavior of Pieris rapae adults were examined by means of chemical analyses, electroantennogram (EAG) responses, and behavioral bioassays; the behavioral biossays consisted of two tests: reflex extension of proboscis (REP) in response to odor, and attraction to scented and unscented artificial flowers. More than 30 compounds, including 2-phenylethanol, benzyl alcohol, and methyl phenylacetate as the major components were identified from L. japonicum flowers. Of these, 22 compounds were tested for their effect on foraging behavior. Phenylacetaldehyde (PA), 2-phenylethanol (PE), and 6-methylhept-5-en-2-one (MHO) elicited the highest REP responses, and benzaldehyde (BA) and methyl phenylacetate (MPA) evoked intermediate REP responses. EAG responses were not necessarily correlated with REP activities; the three high-REP compounds gave only moderate EAG responses, whereas two other compounds (ethyl phenylacetate and 2-phenylethyl acetate) that released high EAG responses showed low REP activities. In two-choice behavioral bioassays, flower models scented with any one of these high-REP compounds attracted significantly more adults, while compounds with low REP activities exhibited weak or no appreciable attractiveness. This suggests that the REP responsiveness closely reflects the attractiveness of a compound and could be an effective measure in elucidating which chemical attractants are involved in flower-visiting. A synthetic blend of five floral chemicals (PA, PE, MHO, BA, and MPA) displayed an attractiveness that was comparable to that of the floral extract and was more effective in attractiveness than the compounds tested singly. Consequently, it is highly likely that the flower-visiting by P. rapae to L. japonicum is mediated largely by floral scent chemicals and that a synergistic effect of the five floral components would be most responsible for attraction of the butterfly to this flower. The present results also strongly suggest that specific floral volatiles may facilitate close-range flower location by P. rapae, could serve in part as a cue for recognizing food sources, and also be profoundly implicated in flower preference.
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  • 4
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 25 (1999), S. 1895-1906 
    ISSN: 1573-1561
    Keywords: Flower-volatiles ; floral scent ; Pieris rapae ; Brassica rapa ; proboscis extension reflex ; EAG ; benzaldehyde ; phenylacetaldehyde ; 2-phenylethanol ; phenylacetonitrile ; UV nectar guide
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Scent and coloration of corolla were examined as floral attributes responsible for preferential visiting by the cabbage butterfly, Pieris rapae, to rape flower, Brassica rapa. Floral volatile components that release the flower-visiting behavior of the butterfly were identified by chemical analyses, electroantennography (EAG), and two behavioral bioassays: proboscis extension reflex (PER) in response to odor and attraction to artificial flowers. GC and GC-MS analyses of the headspace volatiles from the flowers revealed the presence of six aromatic compounds, benzaldehyde, phenylacetaldehyde, benzyl alcohol, 2-phenylethanol, phenylacetonitrile, and indole in decreasing order of quantity. Of these, phenylacetaldehyde elicited the highest response in the PER assay. While benzyl alcohol, 2-phenylethanol, benzaldehyde, and phenylacetonitrile evoked moderate responses, the PER-eliciting activity of indole was very weak. In two-choice behavioral bioassays, artificial flowers scented with any one of these PER-active compounds attracted significantly more butterflies than control (unscented) flowers, whereas those treated with indole were almost inactive. The EAG activities of the six chemicals were not high and were about the same at a low dose (1 μg), but phenylacetaldehyde elicited a much stronger response from both sexes at higher doses (10 and 100 μg). An overall profile of EAG responses at a dose of 100 μg was analogous to that of PER performance, suggesting that floral volatiles may be involved in close-range location or recognition of flowers rather than long-range attraction. By spectroscopic and UV-photographic examinations of rape flower, the central part of the corolla was found to absorb UV rays in marked contrast to the other parts, which reflected near-UV rays (λmax = 350 nm). This indicates that the flower is endowed with a conspicuous nectar guide that is probably an important visual stimulus for attracting foraging adults of P. rapae. Consequently, the present findings strongly suggest that this elaborate pollination strategy of rape flower, characterized by its good combination of olfactory and visual attractiveness, accounts for preferential visiting by the cabbage butterfly to the flower.
    Type of Medium: Electronic Resource
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  • 5
    Electronic Resource
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Archives of Insect Biochemistry and Physiology 30 (1995), S. 25-40 
    ISSN: 0739-4462
    Keywords: Acyrthosiphon pisum ; Aphid ; 2,2-dimethylchromenes ; Metamorphosis ; Precocenes ; Wing determination ; Chemistry ; Food Science, Agricultural, Medicinal and Pharmaceutical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Biology
    Notes: The relationship between the structure of nineteen 2,2-dimethylchromene derivatives and their effects on aphid morphogenesis were investigated in a pink clone of the pea aphid, Acyrthosiphon pisum (Harris). Three bioassay systems were used: (1) wing induction - the induction of winged (alate) progeny by winged adults that normally produce only wingless (apterous) daughters, (2) wing inhibition - the inhibition of production of winged progeny by wingless adults that had been crowd-induced to promote the appearance of winged progeny, (3) the effect on metamorphosis - the production of precocious adults indicating a decrease in juvenile hormone titre or the induction of supernumerary moults indicating a juvenile hormone agonist effect. Compounds demonstrating wing-promoting effects had short (≤2 carbon) side chains at the C6 and/or C7 positions while methylation of C5 tended to decrease this activity. Of the seven compounds inducing wing formation, three also inhibited the production of winged progeny. However, the compounds affecting metamorphosis, in particular promoting precocious adult development, were similar to those that promoted wing inhibition rather than those with wing inducing effects; they had alkoxy groups at C7 with lengths of ≥2 carbons.There is a stronger correlation between compounds interfering with metamorphosis (and therefore evidenced to be affecting juvenile hormone levels, a classic property of some 2,2-dimethylchromene derivatives) and the promotion of wingless forms than the induction of winged forms. This finding is in contradiction to the idea that juvenile hormones are involved in promoting wingless forms. In addition, attempts to reduce the wing-inducing properties of Precocene II (the most potent compound effecting wing induction) by subsequent treatment with juvenile hormone Ill or the juvenile hormone analogue, pyriproxyfen, were inconclusive and attempts to inhibit w ng formation with these two compounds atter crowding were also unsuccessful. The precise mode of action of the 2,2-dimethylchromenes in relation to aphid wing induction remains unclear but it seems likely that the effect is not related to changes in juvenile hormone titres. © 1095 WiIey-Liss, Inc.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Archives of Insect Biochemistry and Physiology 30 (1995), S. 1-23 
    ISSN: 0739-4462
    Keywords: Lepidoptera ; oviposition ; attractant ; repellent ; stimulant ; deterrent ; host-marking pheromone ; oviposition-deterring pheromone ; Chemistry ; Food Science, Agricultural, Medicinal and Pharmaceutical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Biology
    Notes: Phytochemical mediators serving as attractants, repellents, stimulants, or deterrents in oviposition behavior of moths and butterflies are reviewed in regard to the chemical mechanism of host selection. Ovipositing females seem generally to utilize plant volatiles as cues for orientation to host plants, and the subsequent contact evaluation of plants by means of less- or non-volatile secondary metabolites is usually of great significance in host recognition. Most lepidopterans appear to be induced to oviposit in response to a single host-specific compound, while extreme synergism of multiple components features the stimulatory system of oviposition enacted by some butterflies. Recent investigations clearly demonstrate that acceptance or rejection of a particular plant by females is regulated not only by the presence or absence of oviposition stimulants but by negative stimuli evoked by co-occurring deterrents. The epideictic pheromones implicated in host assessment by females are also referred to in this review. © 1995 Wiley-Liss, Inc.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
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