Chemotaxonomic implications of the venom chemistry of someMonomorium ?antarcticum? populations

Jones, Tappey H.; Stahly, Susan M.; Don, AN; Blum, Murray S.

doi:10.1007/bf01014025

Cited by 34 publications

(34 citation statements)

References 12 publications

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“…Zealand Monomorium species (Jones et al, 1982b(Jones et al, , 1988, where other carbonchain lengths are not observed or are minor components. Additionally, while the presence of monocyclic alkaloids accompanying bicyclic alkaloids of the same carbon number in a particular ant venom has been reported, this is the first report of a monocyclic ant venom alkaloid (2) having side-chain functionality at a position that might permit the biosynthesis of a third C-N bond (in this case, by allylic activation), to yield the bicyclic alkaloid, 3, found only in the queens.…”

Section: Discussionmentioning

confidence: 98%

Chemistry of venom alkaloids in someSolenopsis (Diplorhoptrum) species from Puerto Rico

et al. 1996

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A number of 15-carbon alkaloids have been identified in venom extracts of four Puerto Rican species of ants in the genusSolenopsis (Diplorhoptrum). Workers of a species from El Verde produced thecis andtrans isomers of 2-methyl-6-nonylpiperidine with the latter isomer predominating. The same compounds were identified in queens of a species from Río Grande, but in this species no alkaloids were detected in worker extracts. Workers of aDiplorhoptrum species collected on Mona Island produced primarily atrans-2-methyl-6-(Z-4-nonenyl)piperidine,3, with smaller amounts of thecis isomer, whereas the major compound found in the queens of the same species on Mona Island was (5Z,9Z)-3-hexyl-5-methylindolizidine, identical with the alkaloid produced by queens of a species collected on Cabo Rojo. Surprisingly, workers of the Cabo Rojo species produced (5Z,9Z)- and (5E,9E)-3-butyl-5-propylindolizidine (4 and5, respectively) reported earlier as the 223AB indolizidines from skins of dendrobatid frogs. The possible significance of the qualitative and quantitative differences in the venom alkaloids synthesized by queens and workers is discussed as is the possibility that ants containing such alkaloids may serve as a dietary source for the skin alkaloids used by certain frogs in chemical defense.

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Section: Discussionmentioning

confidence: 98%

Chemistry of venom alkaloids in someSolenopsis (Diplorhoptrum) species from Puerto Rico

et al. 1996

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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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“…Besides 2,5-dialkylpyrrolidines, the venoms of several Monomorium spp. also contain indolizidine and pyrrolizidine alkaloids, e.g., (+ )-(3R,5S,9S)-3-butyl-5-methylindolizidine (58) (monomorine I), the related 59, and the pyrrolizidines 60 and 61 (Jones et al, 1988). The composition of the venoms is again species specific .…”

Section: 11d Other Beetlesmentioning

confidence: 98%