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  • 1
    Electronic Resource
    Electronic Resource
    Nest plundering allomones of the fire beeTrigona (Oxytrigona) mellicolor (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 495-501 
    Details
    ISSN: 1573-1561
    Keywords: Fire bee ; Trigona (Oxtrigona) mellicolor ; Trigona (Oxtrigona) tataira ; honeybee ; Apis mellifera ; Hymenoptera ; Apidae ; mandibular gland secretion ; allomone ; nest plundering ; diketones ; (E)-3-heptene-2,5-dione ; (E)-3-nonene-2,5-dione
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ten volatile compounds derived from the cephalic glands of the fire beeTrigona (Oxytrigona)mellicolor were bioassayed for possible allomonal activities facilitating nest plundering. Two diketones, (E)-3-heptene-2,5-dione and (E)-3-nonene-2,5-dione, caused the honeybeeApis mellifera to display avoidance behavior and reduced defensive behavior. These diketones are produced in relatively large quantities in fire-bee cephalic glands.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01013901
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  • 2
    Electronic Resource
    Electronic Resource
    Chemistry of cephalic secretion of fire beeTrigona (Oxytrigona) tataira (1984)
    Springer
    Journal of chemical ecology 10 (1984), S. 451-461 
    Details
    ISSN: 1573-1561
    Keywords: Fire bee ; Trigona (Oxytrigona) tataira ; Hymenoptera ; Apidae ; mandibular gland secretion ; enediones ; monoketones ; carboxylic esters ; hydrocarbons ; E-3-hepten-2,5-dione ; E-3-nonen-2,5-dione
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Analysis of the volatile compounds derived from cephalic glands of the fire beeTrigona (Oxytrigona) tataira by GC-MS was undertaken. The following compounds were readily identified: hydrocarbons:n-C11H24,n-C13H28,n-C14H30,n-C15H32,n-C17H36,n-C23H48,n-C15H30,n-C17H34,n-C21 H42, andn-C23H46; carboxylic acids: palmitic acid, linoleic acid, linolenic acid, stearic acid, and oleic acid; carboxylic esters: dodecyl acetate, tetradecyl acetate, hexadecyl acetate, octadecyl acetate, and dodecyl decanoate; monoketones: 5-hepten-2-one, 3-hepten-2-one, 2-heptanone, and 5-nonen-2-one. Two major components of the mixture were identified asE-hepten-2,5-dione andE-3-nonen-2,5-dione. Structures of these novel compounds were suggested by their GC-MS behavior and the GC-MS behavior of their dimethoximes and proved by comparison with authentic synthetic samples. Trace amounts of the corresponding Z isomers and the saturated analogs, heptan-2,5-dione and nonan-2,5-dione, were also found. The possible functions of these glandular constituents are discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988091
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    3-Hexyl-5-Methylindolizidine Isomers from Thief Ants, Solenopsis (Diplorhoptrum) Species (1998)
    Springer
    Journal of chemical ecology 24 (1998), S. 933-943 
    Details
    ISSN: 1573-1561
    Keywords: Venom ; alkaloids ; Solenopsis (Diplorhoptrum) ; indolizidine ; chemotaxonomy
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The venom alkaloids from the workers of nine collections of Solenopsis (Diplorhoptrum) from California contain either (5E,9E)-3-hexyl-5-methylindolizidine (1c) or (5Z,9E)-3-hexyl-5-methylindolizidine (1d) along with cis-2-methyl-6-nonylpiperidine. The structures of these compounds were determined from their mass spectra and by comparison of their GC-FTIR spectra with those of a synthetic mixture. In view of the facts that a third diastereomer of 3-hexyl-5-methylindolizidine had been reported in previous collections of Solenopsis (Diplorhoptrum) queens from Puerto Rico, and that indolizidines along with other ant venom alkaloids are sequestered by amphibians, the determination of species in this difficult group of ants is significant. In particular, the chemotaxonomic value of the stereochemistry of these venom alkaloids is discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1022381719471
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    Paper (German National Licenses)
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  • 4
    Electronic Resource
    Electronic Resource
    Chemistry of venom alkaloids in someSolenopsis (Diplorhoptrum) species from Puerto Rico (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 1221-1236 
    Details
    ISSN: 1573-1561
    Keywords: Venom ; alkaloids ; Solenopsis ; Puerto Rico
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A number of 15-carbon alkaloids have been identified in venom extracts of four Puerto Rican species of ants in the genusSolenopsis (Diplorhoptrum). Workers of a species from El Verde produced thecis andtrans isomers of 2-methyl-6-nonylpiperidine with the latter isomer predominating. The same compounds were identified in queens of a species from Río Grande, but in this species no alkaloids were detected in worker extracts. Workers of aDiplorhoptrum species collected on Mona Island produced primarily atrans-2-methyl-6-(Z-4-nonenyl)piperidine,3, with smaller amounts of thecis isomer, whereas the major compound found in the queens of the same species on Mona Island was (5Z,9Z)-3-hexyl-5-methylindolizidine, identical with the alkaloid produced by queens of a species collected on Cabo Rojo. Surprisingly, workers of the Cabo Rojo species produced (5Z,9Z)- and (5E,9E)-3-butyl-5-propylindolizidine (4 and5, respectively) reported earlier as the 223AB indolizidines from skins of dendrobatid frogs. The possible significance of the qualitative and quantitative differences in the venom alkaloids synthesized by queens and workers is discussed as is the possibility that ants containing such alkaloids may serve as a dietary source for the skin alkaloids used by certain frogs in chemical defense.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02266962
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    Paper (German National Licenses)
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