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  • 1
    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
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  • 2
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 17 (1991), S. 1897-1908 
    ISSN: 1573-1561
    Keywords: Megalomyrmex ; Hymenoptera ; Formicidae ; venom ; alkaloids ; ants ; trans-2,5-dialkylpyrrolidine ; 3,5-dialkylpyrrolizidine ; Hofmann degradation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chemical analyses of three species in the Neotropical ant genusMegalomyrmex have identified this taxon as the third myrmicine genus to produce alkaloids as major venom products. Workers ofM. leoninus and workers and ergatoids ofM. goeldii produce one or more of fourtrans-2,5-dialkylpyrrolidines previously identified in other myrmicine genera.M. modestus, on the other hand, is distinctive in producing the novel alkaloid (5E,8E)-3-butyl-5-hexylpyrrolizidine (5d), whose structure was established using a micro-Hofmann degradation sequence. The relationship ofMegalomyrmex to other alkaloid-producing ant genera is discussed along with the possible chemotaxonomic significance of the analyzed species when viewed in terms of the recognized species groups in this genus.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 10 (1984), S. 451-461 
    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
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  • 4
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 17 (1991), S. 2507-2518 
    ISSN: 1573-1561
    Keywords: Megalomyrmex ; Hymenoptera ; Myrmicinae ; venom ; alkaloids ; ants ; pyrrolines ; alarm behavior ; stridulation ; toxicity
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chemical analysis of the venom of the myrmicine antMegalomyrmex foreli from Costa Rica revealed the presence of four major alkaloidal components. Two of these, 2-butyl-5-(E, 1-heptenyl)-5-pyrroline (3) and 2-butyl-5-(E, E, 1,3-heptadienyl)-5-pyrroline (4), constitute a new functional class of ant venom alkaloids, whose structures were assigned from their spectral and chemical behavior and unambiguous syntheses. The function of these compounds is suggested by field observations of the behavior ofM. foreli, its sting morphology, and the relative toxicity of 3 and 4 against termite workers.
    Type of Medium: Electronic Resource
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