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  • 1
    Electronic Resource
    Electronic Resource
    Chemistry of venom alkaloids in the ant genusMegalomyrmex (1991)
    Springer
    Journal of chemical ecology 17 (1991), S. 1897-1908 
    Details
    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
    URL: http://dx.doi.org/10.1007/BF00993736
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Chemistry of venom alkaloids in the antMegalomyrmex foreli (Myrmicinae) from Costa Rica (1991)
    Springer
    Journal of chemical ecology 17 (1991), S. 2507-2518 
    Details
    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
    URL: http://dx.doi.org/10.1007/BF00994598
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    Paper (German National Licenses)
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