Identification of epoxyhenicosadiene and novel diepoxy derivatives as sex pheromone components of the clear-winged tussock moth Perina nuda.
Four EAG-active components (A-D) were found in the solvent extract of virgin females of the clear-winged tussock moth, Perina nuda. The most abundant component (B, ca. 250 ng/female) was identified as (3Z,6S,7R,9Z)-6,7-epoxyhenicosa-3,9-diene by GC-MS analyses of the extract, chemical derivatization, and comparative chiral HPLC. Minor components also elucidated were (3Z,9Z)-cis-6,7-epoxyicosa-3,9-diene, (A); (3R,45,6S,7R,9Z)-3,4-6,7-diepoxyhenicos-9-ene, (C); and its 3S,4R,6S,7R isomer, (D); with amounts of 0.4, 5, and 8 ng/female, respectively. Component B showed weak attractiveness to male moths in the field. The attractiveness was significantly enhanced by addition of component(s) C and/or D. No males were captured with either the antipode of component B or its mixtures with the minor components. In this field test, noctuid Hypocala rostrata males were also attracted with the synthetic P. nuda pheromone.
Wakamura
Sadao
S
Laboratory of Insect Behavior, National Institute of Agrobiological Sciences (NIAS), Ohwashi, Tsukuba, Japan. swaka@affrc.go.jp
Arakaki
Norio
N
Yamazawa
Hiroyuki
H
Nakajima
Naoto
N
Yamamoto
Masanobu
M
Ando
Tetsu
T
D000818:Animals; D004852:Epoxy Compounds / Q000032:analysis / Q000737:chemistry*; D005260:Female; D008401:Gas Chromatography-Mass Spectrometry; D008297:Male; D009036:Moths / Q000502:physiology*; D009068:Movement; D009949:Orientation; D012724:Sex Attractants / Q000032:analysis / Q000737:chemistry*
D004852:Epoxy Compounds; D012724:Sex Attractants