ABSTRACT
Minor constituents of the essential oil of Cyperus rotundus have been investigated. The three new sesquiterpene hydrocarbons (-)-isorotundene, (-)-cypera-2,4(15)-diene, (-)-norrotundene and the ketone (+)-cyperadione were isolated and their structures elucidated. The absolute configuration of (-)-rotundene was derived by chemical correlation and enantioselective gas chromatography.
Subject(s)
Cyperus/chemistry , Ketones/isolation & purification , Oils, Volatile/chemistry , Sesquiterpenes/analysis , Sesquiterpenes/isolation & purification , Gas Chromatography-Mass Spectrometry/methods , Magnetic Resonance Spectroscopy/methodsABSTRACT
The essential oils of mosses of the genera Mnium, Plagiomnium, Homalia, Plagiothecium and Taxiphyllum (Musci) have been investigated by gas chromatography and mass spectrometry. The new sesquiterpenes (+)-10-epi-muurola-4,11-diene and 10,11-dihxdro-alpha-cuparenone were isolated by preparative gas chromatography and identified as major constituents of the hydrodistillation products of Mnium hornmum (Hedw.) using NMR and mass spectrometry. In addition, (+)-dauca-8,11-diene and two new butenolides, 3,4,5-trimethyl-5-pentyl-5H-furan-2-one and 3.4-dimethyl-5-pentyl-5H-furan-2-one were identified as constituents in Plagiomnium undulatum (Hedw.) T. Kop. Although the amounts of volatiles present in the investigated mosses are generally smaller than in liverworts, the spectrum of terpenoid compounds is similar. The investigated mosses also generate aliphatic compounds of greater abundance and structural variety.
Subject(s)
Bryopsida/chemistry , Oils, Volatile/chemistry , Sesquiterpenes/chemistry , Chromatography, Gas , Gas Chromatography-Mass Spectrometry , Magnetic Resonance Spectroscopy , Models, Molecular , Molecular Conformation , Molecular Structure , Oils, Volatile/isolation & purification , Sesquiterpenes/isolation & purificationABSTRACT
The hydrocarbon fraction of the liverwort Trocholejeunea sandvicensis was investigated. Four new sesquiterpene hydrocarbons including the trifaranes (-)-trifara-9,14-diene (6) and (-)-3,7-di-epi-3,7-trifara-9,14-diene (7), as well as (+)-sandvicene (8), a sesquiterpene with uncommon skeleton, and the rearranged trifarane sesquiterpene (+)-neotrifaradiene (9) were isolated and their structure elucidated. A biogenetic pathway for the four compounds is proposed, with nerolidol as their common precursor.
Subject(s)
Hydrocarbons/chemistry , Plant Extracts/analysis , Plants, Medicinal/chemistry , Sesquiterpenes/chemistry , Sesquiterpenes/isolation & purification , Gas Chromatography-Mass Spectrometry , Magnetic Resonance SpectroscopyABSTRACT
We have investigated the constituents of the essential oil of Cyperus alopecuroides. Three new compounds, the hydrocarbon, (-)-eudesma-2,4(15)-11-triene, the sesquiterpene alcohol (-)-eudesma-3,11-dien-5-ol and the diterpene hydrocarbon (-)-dolabella-3,7,18-triene were isolated and their structure elucidated.