Unusual occurrence of aldehydes and ketones in the defensive secretion of the tenebrionid beetle, Eleodes beameri

The defensive secretion of the tenebrionid beetle, Eleodes beameri, is quite unlike the benzoquinone and 1-alkene secretion of other species of Eleodes and Tenebrionidae. Twenty-three compounds were isolated from the secretion by gas-liquid chromatography (GLC) and 13 of these were identified by infrared, nuclear magnetic resonance, ultraviolet, and mass spectroscopy. Identified compounds were: 1-nonene (3·2%), 1-undecene (<0·5%), n-hexanal (15·6%), n-heptanal (0·9%), n-octanal (4·5%), trans-2-hexenal (2·0%), trans-2-heptenal (1·5%), trans-2-nonenal (28·6%), trans-2-decenal (3·4%), n-3-nonanone (0·5%), n-1-nonen-3-one (16·8%), methyl-1,4-benzoquinone (22·0%), and 1-hexanol (<0·5%). 1-Nonen-3-one is unique to E. beameri. A number of minor components remain unidentified. The morphology and ultrastructure of the glands were similar to other species of Eleodes. The gland reservoirs are a pair of strongly bilobed sacs with narrow exit ducts opening between abdominal sternites 7 and 8. There are two types of secretory cell units: Type 1 consisting of cells closely attached to the reservoir intima, with large, central vesicles drained by highly convoluted tubules. Type 2 units are composed of a pair of cells functioning together, the cuticular organelle from the microvilli-filled vesicle of the distal cell (2a) passing through the vesicle of the proximal one (2b) and then draining more or less directly into the reservoir via a cuticular tubule.