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  • 1
    Electronic Resource
    Electronic Resource
    Chemotaxonomic implications of the venom chemistry of someMonomorium “antarcticum” populations (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 2197-2212 
    Details
    ISSN: 1573-1561
    Keywords: Ants ; Monomorium ; Hymenoptera ; Formicidae ; 2,5-dialkylpyrrolidines ; 3,5-dialkylpyrrolizidines ; ant venom alkaloids ; chemotaxonomy
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A comparative analysis of the venom alkaloids produced by ants in the genusMonomorium (= Chelaner) collected on North Island and South Island, New Zealand, has been undertaken. All of the ants producetrans-2, 5-dialkylpyrrolidines along with 3,5-dialkylpyrrolizidines. The structures and sterochemistry of the novel alkaloidstrans-2-butyl-5-(8-nonenyl) pyrrolidine, (5E,8Z)-3,5-di(5-hexenyl)pyrrolizidine, and (5Z,8E)-3-methyl-5-(8-nonenyl)pyrrolizidine were established by unambiguous synthesis. The geographic distribution and the chemotaxonomic significance of the alkaloids produced by these ants are discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01014025
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Phenylalkenals in ponerine(Leptogenys sp.) and myrmicine (Pogonomyrmex sp.) ants (1992)
    Springer
    Journal of chemical ecology 18 (1992), S. 847-854 
    Details
    ISSN: 1573-1561
    Keywords: Phenylalkenals ; Leptogenys spp ; Pogonomyrmex rugosus ; Hymenoptera ; Formicidae ; 2-phenylpropenal ; 2-phenyl-2-butenal ; 2,5-dimethyl-3-(1-methyl) butylpyrazine ; 2,5-dimethyl-3-isopentylpyrazine ; 2,5-dimethyl-3-isopentenyl-6-isopentylpyrazine ; 4-methyl-3-heptanone ; 5-methyl-3-hexanone ; Maillard reaction ; benzaldehyde ; chemoreceptors ; defensive allomones
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Cephalic extracts of two unrelated species of ants,Leptogenys processionalis andPogonomyrmex rugosus, have been found to contain 2-phenylpropenal and 2-phenyl-2-butenal, while two other species related to the first,L. chinensis andL. kitteli, lacked either.L. kitteli also produced a tetrasubstituted pyrazine found previously only in two New Zealand ants in the genusMesoponera. The chemical reactivity of the phenylalkenals suggests their function in repelling attack by predators.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988325
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Novel 2-ethyl-5-alkylpyrrolidines in the venom of an australian ant of the genusMonomorium (1988)
    Springer
    Journal of chemical ecology 14 (1988), S. 35-45 
    Details
    ISSN: 1573-1561
    Keywords: Ants ; Monomorium ; Hymenoptera ; Formicidae ; venom ; 2,5-dialkylpyrrolidines ; 2,5-dialkyl-1-pyrrolines ; dimethyldisulfide adducts ; insecticidal activity ; chemical ecology
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Novel 2-ethyl-5-alkylpyrrolidines and their corresponding 1-pyrrolines have been identified as poison gland products from an unidentified Australian species ofMonomorium. The major alkaloids present in the venom of this ant aretrans-2-ethyl-5-undecylpyrrolidine andtrans-2-ethyl-5-(12-tridecen-1-yl)pyrrolidine. The position of the double bond in the latter was established from its dimethyl-disulfide adduct after the amine function had been protected, and the stereochemistry of the alkyl groups was determined by direct comparison with synthetic compounds. The corresponding 1-pyrrolines were also detected in varying amounts in this venom. The pyrrolidines and 1-pyrrolines possess considerable insecticidal activity when evaluated against termite workers. The alkaloidal venoms ofMonomorium appear to be an important factor contributing to the success of these small ants both as competitors and as predators.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01022529
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    Paper (German National Licenses)
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