Venom Alkaloid Chemistry of Australian Species of the <i>Monomorium rothsteini</i> Complex, with Particular Reference to Taxonomic Implications

Jones, Tappey H.; Andersen, Alan N.; Kenny, Joshua C.

doi:10.1002/cbdv.200900005

Cited by 13 publications

(8 citation statements)

References 20 publications

(22 reference statements)

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“…Alkaloid-rich ant venoms have been well-studied, particularly among the genera Solenopsis (Brand, 1978;Jones et al, 1996) and Monomorium (Jones et al, 1982(Jones et al, , 2003(Jones et al, , 2009(Jones et al, , 1988. However, proteinaceous venoms remain highly understudied despite the fact that they appear to be very common in both the Poneroid and Formicoid clades of ant venoms.…”

Section: Ant Venom Peptidesmentioning

confidence: 99%

Diversity of peptide toxins from stinging ant venoms

Aili

Touchard

Escoubas³

et al. 2014

Toxicon

100

151

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Ants (Hymenoptera: Formicidae) represent a taxonomically diverse group of arthropods comprising nearly 13,000 extant species. Sixteen ant subfamilies have individuals that possess a stinger and use their venom for purposes such as a defence against predators, competitors and microbial pathogens, for predation, as well as for social communication. They exhibit a range of activities including antimicrobial, haemolytic, cytolytic, paralytic, insecticidal and pain-producing pharmacologies. While ant venoms are known to be rich in alkaloids and hydrocarbons, ant venoms rich in peptides are becoming more common, yet remain understudied. Recent advances in mass spectrometry techniques have begun to reveal the true complexity of ant venom peptide composition. In the few venoms explored thus far, most peptide toxins appear to occur as small polycationic linear toxins, with antibacterial properties and insecticidal activity. Unlike other venomous animals, a number of ant venoms also contain a range of homodimeric and heterodimeric peptides with one or two interchain disulfide bonds possessing pore-forming, allergenic and paralytic actions. However, ant venoms seem to have only a small number of monomeric disulfide-linked peptides. The present review details the structure and pharmacology of known ant venom peptide toxins and their potential as a source of novel bioinsecticides and therapeutic agents.

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Section: Ant Venom Peptidesmentioning

confidence: 99%

Diversity of peptide toxins from stinging ant venoms

Aili

Touchard

Escoubas³

et al. 2014

Toxicon

100

151

View full text Add to dashboard Cite

show abstract

“…Both classes are insecticidal and common in Monomorium ants (Bacos et al 1988;Jones et al 1988Jones et al , 1989Jones et al , 2009. It is believed that the alkaloidal venom is a factor contributing to the success of Monomorium ants both as competitors and as predators (Jones et al 1988).…”

Section: Introductionmentioning

confidence: 99%

Fatty Amines from Little Black Ants, Monomorium minimum, and Their Biological Activities Against Red Imported Fire Ants, Solenopsis invicta

Wang

Chen²

2015

J Chem Ecol

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Red imported fire ants, Solenopsis invicta, are significant invasive pests. Certain native ant species can compete with S. invicta, such as the little black ant, Monomorium minimum. Defensive secretions may contribute to the competition capacity of native ants. The chemistry of ant defensive secretions in the genus Monomorium has been subjected to extensive research. The insecticidal alkaloids, 2,5-dialkyl-pyrrolidines and 2,5-dialkyl-pyrrolines have been reported to dominate the venom of M. minimum. In this study, analysis of defensive secretions of workers and queens of M. minimum revealed two primary amines, decylamine and dodecylamine. Neither amine has been reported previously from natural sources. Toxicity and digging suppression by these two amines against S. invicta were examined. Decylamine had higher toxicity to S. invicta workers than dodecylamine, a quicker knockdown effect, and suppressed the digging behavior of S. invicta workers at lower concentration. However, the amount of fatty amines in an individual ant was not enough to knockdown a fire ant or suppress its digging behavior. These amines most likely work in concert with other components in the chemical defense of M. minimum.

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“…Eventually, the best methodology turned out to be the preparation of the alkylphosphonium salt 8 in acetonitrile (ACN). This solvent was finally replaced by a mixture of DMPU/THF for the reaction of formation of the phosphorus ylide, that was accomplished with n ‐butyllithium at 0 °C . This temperature resulted a good compromise to limit the reactivity of the base and, at the same time, to avoid the precipitation of the reagent, that in some cases caused a decrease of the yields.…”

Section: Resultsmentioning

confidence: 99%