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  • 1
    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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  • 2
    Electronic Resource
    Electronic Resource
    (5Z,9Z)-3-alkyl-5-methylindolizidines fromSolenopsis (Diplorhoptrum) species (1984)
    Springer
    Journal of chemical ecology 10 (1984), S. 1233-1249 
    Details
    ISSN: 1573-1561
    Keywords: Ants ; Solenopsis (Diplorhoptrum) species ; Monomorium pharaonis ; Hymenoptera ; Formicidae ; 3-alkyl-5-methylindolizidines ; alkaloids ; venom components ; 2,5-dialkylpyrrolidines
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The alkaloidal venom components of two species of thief ants,Solenopsis (Diplorhoptrum) species AA andS. (Diplorhoptrum)conjurata have been found to contain (5Z,9Z)-3-hexyl-5-methylindolizidine and a mixture of (5Z,9Z)-3-ethyl-5-methylindolizidine andcis-2-methyl-6-nonyl-piperidine,trans-2-methyl-6-nonylpiperidine,cis-2-methyl-6-undecylpiperidine, and hexadecanoic acid.Monomorium pharaonis was similarly investigated and found to contain the indolizidine and pyrrolidines previously described (Ritter et al., 1977b). Both indolizidines were synthesized along with their stereoisomers and separated by preparative gas chromatography. Spectral studies revealed the stereochemistry to be 5Z,9Z in both cases. The stereochemistry of 2-butyl-5-pentylpyrrolidine inM. phaeronis has also been established. Biosynthetic relationships are discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988551
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  • 3
    Electronic Resource
    Electronic Resource
    Volatile compounds from ponerine ants in the genusMesoponera (1984)
    Springer
    Journal of chemical ecology 10 (1984), S. 651-665 
    Details
    ISSN: 1573-1561
    Keywords: Hymenoptera ; Formicidae ; Mesoponera ; ants ; ponerine ants ; secondary and tertiary aliphatic amines ; formamides ; acetamides ; isovaleramides ; 2,6-dimethyl-3-isopentylpyrazine ; aliphatic aldehydes and acids ; phenylacetic acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Volatile constituents have been characterized from two species of ponerine ants in the genusMesoponera. 2,5-Dimethyl-3-isopentyl-pyrazine has been identified from cephalic extracts ofM. castanea andM. castaneicolor, by gas chromatography-mass spectrometry. Combined gasters and thoraces of both species are also characterized by the presence of nonanal, nonanoic acid, isovaleric acid, phenylacetic acid, and undecanal, as well as a series of aliphatic amines and amides.N-Isoamylnonylamine was a major constituent that was accompanied byN-isoamylnonenylamine,N,N-diisoamylnonylamine,N-acetyl nonylamine,N-formyl isoamylnonylamine,N-isovaleroyl nonylamine, and several other secondary and tertiary amines. The possible significance of the amines and amides as idiosyncratic natural products ofMesoponera species is discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00994226
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  • 4
    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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