p-Mentha-1,3-dien-9-ol: A novel aggregation-sex pheromone for monitoring longhorn beetles (Cerambycidae) in Eurasia and North America

Longhorn beetles (Cerambycidae) are a diverse family of beetles that can cause considerable damage as forest pests and vectors of pathogens, as well as being important components of forest food webs and ecosystem functionality. In recent years, numerous cerambycid pheromones have been identified, revealing some broad general patterns in functionality in terms of sex or aggregation-sex pheromones in different subfamilies and different types of compounds characterizing the pheromones of various cerambycid taxa. Here, we describe the identification of the aggregation-sex pheromones of the Eurasian longhorn beetle Aromia moschata moschata (L.) (Cerambycinae; tribe Callichromatini) and the North American species Holopleura marginata LeConte (Cerambycinae; Holopleurini), as part of an ongoing effort to extend the taxonomic coverage of identified cerambycid pheromones and to expand the prospects for cerambycid monitoring into the study of biodiversity and ecosystem services. Both species were found to use the novel pheromone compound p-mentha-1,3-dien-9-ol, which also attracted significant numbers of the longhorn beetle Xestoleptura crassipes (LeConte) (Lepturinae; Lepturini) in trials in California. p-Mentha-1,3-dien-9-ol represents a class of pheromone compounds novel to both tribes (Callichromatini and Holopleurini), further increasing the chemical space of identified pheromones within the subfamily Cerambycinae. This compound is also noteworthy because it represents an entirely different chemical class of pheromones than the monoepoxide (E)-2-cis-6,7-epoxynonenal, previously reported as an aggregation-sex pheromone for the invasive Asian congener Aromia bungii (Faldermann).