1990
DOI: 10.1007/bf00982113
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Trail pheromone of the antTetramorium impurum and model compounds: Structure-activity comparisons

Abstract: The major component of the trail pheromone ofT. impurum is methyl 2-hydroxy-6-methylbenzoate (methyl 6-methyl salicylate). The poison reservoir of each worker contains about 1.0 ng of this substance in the venom. To ascertain the degree of specificity of the substance as pheromone and to determine any correlation between structure and biological activity, 38 synthetic analogs were tested in a bioassay. Sixteen compounds showed activity at 100 ng per artificial trail. The importance of the methyl group and meth… Show more

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Cited by 24 publications
(12 citation statements)
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“…Also outstanding for its unusual pattern of occurrence in nature, this compound has never been reported from plants other than AG seeds. It is, however, a common metabolite of fungi and insects, particularly as a semiochemical of ants (21)(22)(23)(24). It is a trail pheromone in two myrmicine species, elicits alarm or stinging behavior in two ponerine species, and is a component of queen sex pheromone in the formicine Polyergus rufescens.…”
Section: Discussionmentioning
confidence: 99%
“…Also outstanding for its unusual pattern of occurrence in nature, this compound has never been reported from plants other than AG seeds. It is, however, a common metabolite of fungi and insects, particularly as a semiochemical of ants (21)(22)(23)(24). It is a trail pheromone in two myrmicine species, elicits alarm or stinging behavior in two ponerine species, and is a component of queen sex pheromone in the formicine Polyergus rufescens.…”
Section: Discussionmentioning
confidence: 99%
“…Myrmica rubra L. workers responded actively to a synthetic pheromone concentration ranging from 10⎯²-10²ng per 30 cm trail (one poison gland produced 508 ng 3-ethyle-2,5dimthylepyrazine), whereas at concentrations lower than 10⎯²ng, the workers had difficulty detecting the trail. Morgan et al (1990) found that the highest activity in T. impurum Foerster was at a concentration of 0.1 poison gland equivalent / 30 cm trail. The activity decreased at a concentration of 1 and 0.01 poison gland / 30 cm trail and subsequently completely disappeared at the concentration of 0.001 gland.…”
Section: Optimum Dosementioning
confidence: 94%
“…Morgan et al (1990) stated that T. impurum Foerster used methyl-2-hydroxy-6-methylbenzoate (methyl 6-methyl salicylate) as a trail pheromone secreted from the poison gland. Morgan et al (2004) identified (R)-2-dodecanol as the major component of the trail pheromone secreted from the tibial gland of the ant C. castanea.…”
Section: Trail Pheromone Structuresmentioning
confidence: 99%
“…Iridomyrmex humilis (Cavill et al 1979(Cavill et al , 1980Van Vorhis Key & Baker 1982a,b) Tetramorium impurum (Morgan & Ollett 1987;Morgan et al 1990) Lasius juliginosus (Huwyler et al 1975) Pristomyrmex pungens (Hayashi & Komae 1977)…”
Section: Alarm Pheromonesmentioning
confidence: 98%