Spirocyclopropane-type sesquiterpene hydrocarbons from Schinus terebinthifolius Raddi.
The essential oil of Schinus terebinthifolius fruits was reinvestigated using GC and GC-MS techniques. Apart from several known compounds three sesquiterpene hydrocarbons with a carbon skeleton exhibiting the rare spiro(cyclopropane) moiety could be isolated by a combination of column chromatography and GLC. Structure assignments were carried out by NMR spectroscopy. These natural products are 9-spiro(cyclopropa)-4,4,8-trimethyl-2-methylenbicyclo[4.3.0]non-1(6)-ene (terebanene), 9-spiro(cyclopropa)-2,4,4,8-tetramethylbicyclo[4.3.0]nona-1,5-diene (teredenene), and (6R*,8R*)-9-spiro(cyclopropa)-2,4,4,8-tetramethylbicyclo[4.3.0]non-1-ene (terebinthene).
Richter
Rita
R
RiRichter@gmx.de
von Reuss
Stephan H
SH
König
Wilfried A
WA
D027926:Anacardiaceae / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D005858:Germany; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009822:Oils, Volatile / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism
D009822:Oils, Volatile; D012717:Sesquiterpenes; C552510:terebanene; C552511:terebinthene; C552512:teredenene