Plant Protection Institute of the Hungarian Academy of Sciences, Pf 102, H-1525, Budapest, Hungary.
J Chem Ecol. 1992 Jan;18(1):13-25. doi: 10.1007/BF00997161.
(3Z,6Z,9Z)-3,6,9-Heptadecatriene and (6Z,9Z)-6,9-cis-3,4-epoxyheptadecadiene have been identified in female sex pheromone gland extracts ofAbraxas grossulariata L. (Lepidoptera: Geometridae). The compounds were detected by gas chromatography with electroantennographic detection (GC-EAD) and identified by GC-mass spectrometry (GC-MS). The amounts of hydrocarbon and epoxide were 0.13 and 0.42 ng/female, respectively. These identifications were confirmed by synthesis; the absolute configuration of the epoxide remains to be determined. Another isomeric epoxide, (3Z,6Z)-3,6-cis-9,10-epoxyheptadecadiene, was tentatively identified in small amounts (0.04 ng/female). Racemic (6Z,9Z)-6,9-cis-3,4-epoxyheptadecadiene elicited the largest electroantennogram response within a series of heptadecadiene and nonadecadiene monoepoxides and the corresponding trienic hydrocarbons and, in field tests, attracted maleA. grossulariata into traps. Addition of 10% (3Z,6Z,9Z)-3,6,9-heptadecatriene to this epoxide enhanced attractiveness; addition of (3Z,6Z)-3,6-cis-9,10-epoxyheptadecadiene had no effect at low proportions while higher proportions caused a reduction in the numbers of males caught.
(3Z,6Z,9Z)-3,6,9-十七碳三烯和(6Z,9Z)-6,9-顺式-3,4-环氧十七碳二烯已在 Abraxas grossulariata L.（鳞翅目：尺蛾科）的雌性性信息素腺提取物中被鉴定出来。这些化合物通过气相色谱与电触角检测（GC-EAD）进行检测，并通过气相色谱-质谱（GC-MS）进行鉴定。烃和环氧化物的含量分别为 0.13 和 0.42ng/只雌性。这些鉴定通过合成得到了证实；环氧化物的绝对构型仍有待确定。另一种顺式环氧异构体，(3Z,6Z)-3,6-顺式-9,10-环氧十七碳二烯，也被少量（0.04ng/只雌性）初步鉴定。外消旋（6Z,9Z）-6,9-顺式-3,4-环氧十七碳二烯在一系列十七碳二烯和十九碳单环氧化物及其相应的三烯烃中引起了最大的触角电图反应，并且在田间试验中，吸引了雄性 Abraxas grossulariata 进入诱捕器。在这种环氧化物中添加 10%（3Z,6Z,9Z）-3,6,9-十七碳三烯可增强吸引力；低比例添加（3Z,6Z）-3,6-顺式-9,10-环氧十七碳二烯没有效果，而较高比例会导致捕获的雄性数量减少。
