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Caterpillars of Cactoblastis cactorum secrete onto the surface of host cactuses droplets of an oily fluid that issues from the orifices of their paired mandibular glands. The fluid contains a series of 2-acyl-1,3-cyclohexanediones that, collectively, have been shown to elicit trail-following behavior from the caterpillars. This study reports the results of bioassays to determine the ability of two specific compounds, previously shown to be prominent components of the mandibular glands of pyralid caterpillars, 4-hydroxy-2-oleoyl-1,3-cyclohexanedione and 2-oleoyl-1,3-cyclohexanedione, to elicit trail-following behavior from the larvae of C. cactorum. Additionally bioassayed were structural fragments of these molecules. The relative effectiveness of the chemicals in eliciting trail following, the effect of varying concentration on the trail-following response, the importance of specific functional groups to the trail-following response, and the threshold sensitivity of the caterpillar to the pheromone were determined. The study showed that while all the tested compounds elicited some degree of trail following, they differed significantly in their effectiveness. The most effective of the compounds was 4-hydroxy-2-oleoyl-1,3-cyclohexanedione, which, on a per unit volume basis, was as effective as whole gland extract. Caterpillars secreted large quantities of fluid from the glands, and the threshold response to 4-hydroxy-2-oleoyl-1,3-cyclohexanedione occurred at a relative high application rate compared to trail pheromones of other social caterpillars and eusocial insects. This and the observation that the trail marker is secreted from the mandibular glands suggests that the use of 2-acyl-1,3-cyclohexanediones as trail markers is secondary, and that these compounds function primarily in some other, as yet undetermined, context.

The cactus moth, Cactoblastis cactorum (Berg) (Lepidoptera: Pyralidae), spends most of its larval life feeding within the cladodes of Opuntia cactuses, but the gregarious caterpillars begin their life outside the plant, and in the later instars make intermittent excursions over plant surfaces to access new cladodes and to thermoregulate. The study reported here showed that when the caterpillars move en masse, they mark and follow trails that serve to keep the cohort together. Artificial trails prepared from hexane extracts of the caterpillar's paired mandibular glands were readily followed by the caterpillars. The glands are remarkably large, and their fluid contents, which constitute approximately 1% of the total wet mass of a caterpillar, are secreted onto the substrate as they move. Although the caterpillars also lay down copious quantities of silk, the material in itself neither elicits trail following nor is it a requisite component of pathways that elicit trail following. Previous analyses of the mandibular glands of other species of pyralid caterpillars showed that they contain a series of structurally distinct 2-acyl-1,3 cyclohexane diones. Chemical analysis indicates that the glands of C. cactorum contain structurally similar compounds, and bio- assays indicate that trail following occurs in response to these chemicals. While the mandibular glands' fluids have been shown to act as semiochemicals, effecting both interspecific and intra- specific behavior in other species of pyralids, the present study is the first to report their use as a trail pheromone., (This is an open access paper. We use the Creative Commons Attribution 3.0 license that permits unrestricted use, provided that the paper is properly attributed.)

This study addressed the question of how caterpillars of Archips cerasivoranus feeding upon Prunus virginiana cope with the cyanogenic compounds of their food. Analysis by ion chromatography showed that young and aged leaves of P. virginiana consumed by the caterpillars during spring have hydrogen cyanide potentials (HCN-ps) of 2,473 +/- 130 ppm and 1,058 +/- 98 ppm, respectively. Although less than 3% of the cyanide released as the caterpillars feed escapes into the atmosphere, the larva's bright-yellow aposematic coloration and conspicuous activity can not be attributed to the sequestration of cyanide. Only six of 25 samples of the caterpillars' defensive regurgitants collected from 12 field colonies contained cyanide (17.6 +/- 6.54 ppm), less than 5% of the quantity previously reported to occur in the regurgitant of the tent caterpillar M. americanum. Only seven of 13 caterpillars assayed had detectable quantities of cyanide in their bodies (3.9 +/- 0.9 ppm). The fecal pellets that encase the cocoon contained no cyanide, nor did the frass that litters the leaf shelters. The small quantities of cyanide that occur in the caterpillar compared to the HCN-p of ingested plant material appear attributable to paced bouts of feeding and the maintenance of a highly alkaline foregut that inhibits cyanogenesis.

The larvae of the fall webworm, Hyphantria cunea (Dru.), though vulnerable to cyanide poisoning, consume the cyanogenic leaves of black cherry, Prunus serotina, without apparent harm. The cyanide contents of leaves, defensive regurgitant, the bolus, and frass were assayed by ion chromatography to determine the fate of the toxin in the caterpillar. Leaves collected in September, when the caterpillars were feeding, contained 1592+/-276 p.p.m. cyanide. Samples of dried frass obtained from caterpillars fed these leaves yielded 2868+/-552 p.p.m. cyanide. Frass extracted directly in NaOH yielded approximately five percent of the cyanide obtained from frass ground in buffer and distilled in Warburg flasks, indicating that cyanogenesis is largely inhibited as the bolus traverses the gut. This inhibition is attributable to the ability of the caterpillar to maintain a foregut environment in the presence of the bolus that is sufficiently alkaline to suppress the conversion of the plant cyanogen to cyanide. Although a number of caterpillars feed without harm on cyanogenic plants, this it the first shown to inhibit cyanogenesis in this manner.

Using a colorimetric procedure, we assessed the HCN-p of black cherry leaves (Prunus serotina) ingested by the eastern tent caterpillar, Malacosoma americanum, and the cyanide content of the bolus as it passed thorough the caterpillar's digestive tract and into the detritus pool. The mean HCN-p of leaves in our study area was 1902 +/- 174 (SE) ppm. Young leaves found at the tips of growing branches, which the caterpillars preferred, had a significantly higher HCN-p (3032 +/- 258 ppm) than older leaves found at the middle (1542 +/- 243 ppm) or base of the shoot (1131 +/- 159 ppm). Following a bout of overnight feeding on young leaves, the cyanide content of the foregut and midgut boluses of early sixth-instar caterpillars averaged 631 +/- 161 ppm, and 14 +/- 3 ppm, respectively, indicating that host-derived cyanide is rapidly depleted as the bolus transits the gut. Some cyanide, however, remains. In three studies, the mean cyanide content of fresh fecal pellets ranged from approximately 20 to 38 ppm, while the dried, compacted pellets ranged from 63 to 85 ppm. Food in the foreguts of mature caterpillars dispersing over the ground in search of pupation sites had 417 +/- 99 ppm cyanide. The potential impact of this egested and caterpillar-transported cyanide on the consumer and detritivore communities is discussed.