Gyrinidal: A Sesquiterpenoid Aldehyde from the Defensive Glands of Gyrinid Beetles
- 1 May 1972
- journal article
- Published by Proceedings of the National Academy of Sciences in Proceedings of the National Academy of Sciences
- Vol. 69 (5) , 1208-1210
- https://doi.org/10.1073/pnas.69.5.1208
Abstract
Three species of gyrinid beetles (Gyrinus ventralis, Dineutes hornii, and D. serrulatus) have been found to produce the nor-sesquiterpenoid aldehyde gyrinidal in the secretion of their pygidial defensive glands. This highly functionalized terpene is shown to be (E,E,E)-3,7-dimethyl-8,11-dioxo-2,6,9-dodecatrienal on the basis of spectral evidence and chemical degradation. While a very wide range of sesquiterpenoid structures occur in nature, gyrinidal appears to be the most highly oxidized acyclic sesquiterpene known.Keywords
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