Cubebenes are a pair of chemical compounds, classified as sesquiterpenes, first isolated from Piper cubeba berries, known as cubebs.
The volatile oil from the distillation of cubebs is a pale green or blue-yellow viscous liquid with a warm woody, slightly camphoraceous odor[1] consisting of cubebene which comes in two forms, α- and β-cubebene, both with the molecular formula C15H24.[2] They differ only in the position of a double bond which is endocyclic (part of the five-membered ring) in α-cubebene, but exocyclic in β-cubeαbene.[3]
Additional plant sources
A 2022 study detected α-cubebene in samples of oleoresin from three pine species (Pinus elliottii, Pinus pinaster, Pinus tropicalis) via mass spectrometry. [4]
α-cubebene was detected in Vitis vinifera Lemberger cultivar fruit via gas chromatography-mass spectrometry.[5]
References
- ^ Lawless, Julia (1995), The Illustrated Encyclopedia of Essential Oils: The Complete Guide to the Use of Oils in Aromatherapy and Herbalism, Element Books, ISBN 978-1-85230-721-9
- ^ This article incorporates text from a publication now in the public domain: Chisholm, Hugh, ed. (1911). "Cubebs". Encyclopædia Britannica. Vol. 7 (11th ed.). Cambridge University Press. p. 607.
- ^ Ohta, Yoshimoto; Sakai, Tsutomu; Hirose, Toshio (1966). "Sesquiterpene hydrocarbons from the oil of cubeb α-cubebene and β-cubebene". Tetrahedron Letters. 7 (51): 6365–6370. doi:10.1016/S0040-4039(00)70179-1.
- ^ Rubini, Morandise; Clopeau, Armand; Sandak, Jakub; Dumarcay, Stephane; Sandak, Anna; Gerardin, Philippe; Charrier, Bertrand (2022-07-01). "Characterization and classification of Pinus oleoresin samples according to Pinus species, tapping method, and geographical origin based on chemical composition and chemometrics". Biocatalysis and Agricultural Biotechnology. 42: 102340. doi:10.1016/j.bcab.2022.102340. ISSN 1878-8181.
- ^ Könen, Philipp P.; Wüst, Matthias (2019-08-14). "Analysis of sesquiterpene hydrocarbons in grape berry exocarp (Vitis vinifera L.) using in vivo-labeling and comprehensive two-dimensional gas chromatography–mass spectrometry (GC×GC–MS)". Beilstein Journal of Organic Chemistry. 15 (1): 1945–1961. doi:10.3762/bjoc.15.190. ISSN 1860-5397. PMC 6720654. PMID 31501661.
