Identification and Synthesis of Leptotriene, a Unique Sesquiterpene Hydrocarbon from Males of the Leaffooted Bugs Leptoglossus zonatusand L. occidentalis

Autor: Millar, Jocelyn G., Zou, Yunfan, Hall, David R., Halloran, Sean, Pajares, Juan A., Ponce-Herrero, Laura, Shates, Tessa, Wilson, Houston, Daane, Kent M.
Zdroj: Journal of Natural Products; August 2022, Vol. 85 Issue: 8 p2062-2070, 9p
Abstrakt: The leaffooted bugs Leptoglossus zonatusand L. occidentalis(Hemiptera: Coreidae) cause substantial damage in tree nut crops in North America and pine seed orchards in North America and Europe, respectively. Sexually mature males of both species produce a number of aldehydes, esters, and sesquiterpenes, which are hypothesized to constitute an aggregation pheromone attractive to both sexes. Among the volatiles produced by males of both species, we identified a unique sesquiterpene hydrocarbon, given the common name “leptotriene” (5), which elicited strong responses from antennae of both sexes in electroantennogram assays. Here, we report its structure and its synthesis from (−)-(E)-β-caryophyllene (1).
Databáze: Supplemental Index