1 Two new concepts describing the origin of insects caught in an attractive trap are presented. 2 Male European pine sawflies Neodiprion sertifer Geoffroy (Hymenoptera: Diprionidae) were marked and released from 50, 100, 200, 400 and 800 m in the four cardinal directions around a centrally placed pheromone trap. 3 Based on linear regression of transformed data, we calculated the seasonal sampling range (r s ) as 1040 m. 4 We estimated the previously defined`effective sampling area' (a) at 4.9 ha, assuming that the insects are evenly distributed around the trap and that they are attracted from a circular area around it. This is the area from which all insects originate if the trap is 100% effective within the area but captures nothing outside of it. The effective sampling area reveals nothing about the origin of the insects caught. We defined the Cumulative Proportional Catch (CPC) that gives the proportion of the trap catch that originates from an area within a distance r from the trap. At r r s CPC 1, and in our study 50% of the captured insects originated up to 450 m from the trap. Thus, for the trap used in this study, a relatively large proportion of the catch originates some distance from the trap. 5 We also defined the Catch Concentration (CC), which is the ratio of the radius of the effective sampling area (r a ) to r s . For our data, CC 0.12, which is intermediate to high compared to the few other studies that we have extracted information from. If r a is considerably lower than r s , then only a small proportion of the insects caught originate from close proximity to the trap. When r a is close to r s , the catch adequately mirrors the population within most of its sampling range. 6 By using these two new concepts, we will better understand why monitoring traps mirror the local population in some cases but not in others. This will help in designing more reliable monitoring programmes.

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We present the identification of the sex pheromone in the pine sawfly, Gilpinia pallida, including analysis of the female pheromone content, male antennal response and attraction in the field, and synthesis of the most active pheromone component. Several 3,7-dimethyl-2-alkanols were identified from female whole-body extracts, including some compounds with a 2R configuration. This is the first observation of such compounds in a pine sawfly species. Antennae of male G. pallida responded strongly in electroantennograph (EAG) recordings to the (2S,3R,7R)-isomers of the propionates of 3,7-dimethyl-2-tridecanol, 3,7-dimethyl-2-tetradecanol, and 3,7-dimethyl-2-pentadecanol, as well as to the acetates of the tri- and pentadecanols (the acetate of the tetradecanol was not tested). The propionate of (2S,3R,7R)-3,7-dimethyl-2-tetradecanol caught more males in the field than the corresponding isomer of tri- or pentadecanol. We suggest that the (2S,3R,7R)-isomer of 3,7-dimethyl-2-tetradecanol is likely the main sex pheromone precursor in G. pallida, with a subsidiary role for the (2S,3R,7R)-isomer of the tridecanol. Preparation of highly pure (2R,3R,7R)- and (2S,3R,7R)-stereoisomers of 3,7-dimethyl-2-tetradecanol, including the biological active esters, was performed via chemoenzymatic methods and is described in detail.

The autumn gum moth, Mnesampela privata, utilizes several species of Eucalyptus planted outside regions of endemism within Australia. We investigated whether foliar monoterpene composition influenced oviposition in the field on the natural primary host (E. globulus) and a novel host (E. rubida), both characterized by nonstructural epicuticular waxes. In the laboratory, oviposition preferences of females for species and families of known host, novel hosts, and non-hosts that were characterized by both nonstructural and structural waxes but also varied in foliar concentrations of the purportedly toxic plant secondary metabolite (sideroxylonal) were studied. Although M. privata laid as many eggs on trees of two families of E. rubida as they did on trees of two families of E. globulus, there were significant differences in the numbers of clutches of eggs laid. When combined with data for oviposition on another five families of E. globulus, we found a negative relationship between mean numbers of eggs and foliar concentration of alpha-pinene but a positive relationship between egg numbers and the concentration of alpha-terpineol. The field data suggest that female M. privata are just as willing to lay eggs on novel hosts with comparable foliar monoterpene compositions to those of the primary host, especially if they produce nonstructural epicuticular waxes. Oviposition assays in the laboratory endorse this mechanism of host plant hierarchy and support the long-held assumption of the host primacy of E. globulus. In laboratory assays, some larvae pupated on all hosts (except Corymbia eximia) but the number completing larval development was greater on hosts with softer leaves. Larval survival was also reduced on hosts with high concentrations of sideroxylonal but only if those hosts also had modest to high concentrations of monoterpenes. Larval survival was high on a host (E. macarthurii) with a high concentration of sideroxylonal but with virtually zero monoterpene content. This suggests that the monoterpene content of a host could antagonize the effect on M. privata larvae of its sideroxylonal content. The larval food plant most affected the fitness of female rather than male pupae. Of the known host expansion events, all have occurred in mixed species plantations. The co-occurrence in these plantations of either the primary host or other highly ranked species probably explains the eventual expansion onto the neighboring species of Eucalyptus and Corymbia.

The autumn gum moth, Mnesampela privata (Guenée) (Lepidoptera: Geometridae), is native to Australia and can be a pest of plantation eucalypts. Field-collected and laboratory-reared female autumn gum moths were dissected to remove glands likely to contain components of the sex pheromone. Using gas chromatography (GC) and combined gas chromatography-mass spectrometry (GC-MS), three compounds were identified from female extracts, namely (3Z,6Z,9Z)-3,6,9-nonadecatriene, 1-hexadecanol and 1-octadecanol (confirmed by comparison with synthetic samples). Nonadecatriene elicited an antennal response in male autumn gum moth during gas chromatographic analyses combined with electroantennographic detection (GC-EAD). In electroantennogram (EAG) recording male M. privata antennae responded to the nonadecatriene. Nonadecatriene was synthesised via Kolbe electrolysis, starting with (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid (linolenic acid) and propanoic acid or via an alternative four-step method also starting from linolenic acid. In field trials (3Z,6Z,9Z)-3,6,9-nonadecatriene proved attractive to male moths. Thus, we conclude that (3Z,6Z,9Z)-3,6,9-nonadecatriene is a sex pheromone component of autumn gum moth. This component has been identified in extracts from other geometrids in the same subfamily, Ennominae. However, to our knowledge this is the first example where (3Z,6Z,9Z)-3,6,9-nonadecatriene has been found in females and also proved attractive to male moths when presented on its own. Our results are discussed in relation to other geometrid pheromones.