Departamento de Química, Universidade Federal do Paraná, Caixa Postal 19081, Curitiba, PR, 81531-990, Brazil.
J Chem Ecol. 2020 Jun;46(5-6):490-496. doi: 10.1007/s10886-020-01189-z. Epub 2020 Jun 3.
The ability of stink bugs to release high amounts of strong-smelling and irritating defensive compounds is related to their metathoracic gland (MTG), which is an exocrine gland with defensive, sexual, alarm and aggregation signal functions. Orsilochides leucoptera (Scutelleridae) is a widespread species in the Neotropical region that feeds on plants of the families Malvaceae, Poaceae and Euphorbiaceae. A series of compounds (ketones, alcohols and esters) have been identified in the MTGs among the three species of Scutelleridae whose MTG secretions have been investigated thus far; however, no sex pheromone compounds have been described for any scutellerid species. The aim of this work was to study sex pheromone communication within this family of stink bugs, and identify the compounds present in the MTG of O. leucoptera. Analysis by gas chromatography/mass spectrometry (GC/MS) revealed two male specific compounds identified as (R)-camphor (1) and (R)-borneol (2), which were attractive to females in Y-tube olfactometer bioassays. Also, GC/MS analysis of secretions from MTG of males and females of O. leucoptera, identified eight additional compounds: 2-(E)-hexenal (3), (E)-4-oxo-2-hexenal (4), (E)-hex-2-enyl acetate (5), (R)-linalool (6), (R)-α-terpineol (7), dodecane (8), 1-tridecene (9) and n-tridecane (10). From these, (R)-α-terpineol was detected only in the gland of males, and is probably a biosynthetic intermediate of the pheromone components. Most of the MTG compounds identified in O. leucoptera have been identified in other heteropteran species. Camphor is often a toxic and repellent compound for insects. However, we report it, for the first time, as a sex pheromone component of an insect.
臭虫能够释放大量强烈气味和刺激性防御化合物的能力与它们的前胸腺(MTG)有关,MTG 是一种具有防御、性、警报和聚集信号功能的外分泌腺。Orsilochides leucoptera(Scutelleridae)是新热带地区广泛存在的物种,以锦葵科、禾本科和大戟科的植物为食。迄今为止,已经在 Scutelleridae 的三个物种的 MTG 中鉴定出一系列化合物(酮、醇和酯);然而,尚未描述任何 Scutellerid 物种的性信息素化合物。本工作旨在研究该臭虫科的性信息素通讯,并鉴定出 O. leucoptera MTG 中存在的化合物。气相色谱/质谱(GC/MS)分析显示,两种雄性特异性化合物被鉴定为(R)-樟脑(1)和(R)-龙脑(2),它们在 Y 型嗅觉计生物测定中对雌性有吸引力。此外,对 O. leucoptera 雌雄成虫 MTG 分泌物的 GC/MS 分析,鉴定出另外八种化合物:2-(E)-己烯醛(3)、(E)-4-氧代-2-己烯醛(4)、(E)-己-2-烯基乙酸酯(5)、(R)-芳樟醇(6)、(R)-α-松油醇(7)、十二烷(8)、1-十三烯(9)和正十三烷(10)。其中,(R)-α-松油醇仅在雄虫的腺体中被检测到,可能是信息素成分的生物合成中间体。在 O. leucoptera 中鉴定出的大多数 MTG 化合物也已在其他半翅目物种中被鉴定出。樟脑通常是昆虫的有毒和驱避化合物。然而,我们首次报道它是昆虫性信息素的组成部分。