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. 1977 Jun;74(6):2189-93.
doi: 10.1073/pnas.74.6.2189.

New methylcyclopentanoid terpenes from the larval defensive secretion of a chrysomelid beetle (Plagiodera versicolora)

J Meinwald, T H Jones, T Eisner, K Hicks

New methylcyclopentanoid terpenes from the larval defensive secretion of a chrysomelid beetle (Plagiodera versicolora)

J Meinwald et al. Proc Natl Acad Sci U S A. 1977 Jun.

Abstract

The defensive secretion of larvae of the chrysomelid beetle Plagiodera versicolora contains two unstable, volatile methylcyclopentanoid terpenes: a dialdehyde (chrysomelidial) isomeric with dolichodial and anisomorphal, and a closely related enol lactone (plagiolactone). Chrysomelidial and plagiolactone are shown to have structures III and IV on the basis of a detailed analysis of their spectra, coupled with chemical transformations to products of known structure.

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References

    1. Tetrahedron. 1965 Nov;21(11):3121-6 - PubMed
    1. Science. 1964 Dec 4;146(3649):1318-20 - PubMed

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