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J Chem Ecol

Title:		Pheromone Composition and Chemical Ecology of Six Species of Cerambycid Beetles in the Subfamily Lamiinae
Author(s):		Meier LR; Zou Y; Mongold-Diers JA; Millar JG; Hanks LM;
Address:		"Department of Entomology, University of Illinois at Urbana-Champaign, 505 S. Goodwin Ave., 320 Morrill Hall, Urbana, IL, 61801, USA. USDA-APHIS-PPQ-CPHST, 1398 W. Truck Rd., Otis Air National Guard Base, Buzzards Bay, MA, 02542, USA. Department of Entomology, University of California, Riverside, CA, 92521, USA. Department of Entomology, University of Illinois at Urbana-Champaign, 505 S. Goodwin Ave., 320 Morrill Hall, Urbana, IL, 61801, USA. hanks@illinois.edu"
Journal Title:		J Chem Ecol
Year:		2020
Volume:		20191206
Issue:		1
Page Number:		30 - 39
DOI:		10.1007/s10886-019-01128-7
ISSN/ISBN:		1573-1561 (Electronic) 0098-0331 (Linking)
Abstract:		"Cerambycid beetles of the subfamily Lamiinae use male-produced aggregation-sex pheromones that are attractive to both sexes. Terpenoid pheromones have been identified from species in the tribes Acanthoderini and Acanthocinini native to North and South America, comprised of (E)-6,10-dimethyl-5,9-undecadien-2-one (geranylacetone), the structurally related 6-methylhept-5-en-2-one (sulcatone), and/or specific enantiomers or nonracemic ratios of enantiomers of the related compounds (E)-6,10-dimethyl-5,9-undecadien-2-ol (fuscumol), its acetate ester, (E)-6,10-dimethyl-5,9-undecadien-2-yl acetate (fuscumol acetate), and 6-methylhept-5-en-2-ol (sulcatol). Here, we present new information about the chemical ecology of six acanthoderine and acanthocinine species native to the eastern USA. The pheromone of Astyleiopus variegatus (Haldeman) previously was identified as a blend of (S)-fuscumol and (S)-fuscumol acetate, and we report here that geranylacetone is a synergistic component. Males of Aegomorphus modestus (Gyllenhal), Lepturges angulatus (LeConte), and Lepturges confluens (Haldeman) were found to produce similar blends composed of the enantiomers of fuscumol acetate and geranylacetone, whereas males of Astylidius parvus (LeConte) and Sternidius alpha (Say) produced both enantiomers of fuscumol together with (R)-fuscumol acetate and geranylacetone. Field experiments with synthesized chemicals revealed that species with similar pheromone composition nevertheless differed in their responses to individual components, and to various blends of components, and in how attraction was influenced by chemicals that were pheromone components of other species. Sulcatone and/or sulcatol antagonized attraction of some species to pheromones of the geranylacetone class, suggesting that there is an adaptive advantage in an ability to detect these heterospecific compounds, such as in avoiding cross attraction to other cerambycid species, as yet unknown, that use pheromones composed of both chemical classes"
Keywords:		"Animals Coleoptera/*chemistry/metabolism Female Gas Chromatography-Mass Spectrometry Male Pheromones/*chemistry/isolation & purification/pharmacology Sexual Behavior, Animal/drug effects Species Specificity Stereoisomerism Terpenes/chemistry/isolation & p;"
Notes:		"MedlineMeier, Linnea R Zou, Yunfan Mongold-Diers, Judith A Millar, Jocelyn G Hanks, Lawrence M eng 1/CX/CSRD VA/ 2012-67013-19303/USDA-NIFA/ 2015-67013-23173/USDA-NIFA/ 15-8130-1422-CA./USDA-APHIS/ 2019/12/07 J Chem Ecol. 2020 Jan; 46(1):30-39. doi: 10.1007/s10886-019-01128-7. Epub 2019 Dec 6"