Adio Adewale Martins, Paul Claudia, Kloth Petra, König Wilfried A
Institut für Organische Chemie, Universität Hamburg, Martin-Luther-King-Platz 6, D-20146, Hamburg, Germany.
Phytochemistry. 2004 Jan;65(2):199-206. doi: 10.1016/j.phytochem.2003.10.018.
The essential oil of the liverwort Scapania undulata, collected in the Harz mountains, Northern Germany, was analysed by gas chromatography (GC), GC-mass spectrometry (MS) and several new components were isolated and investigated by various NMR techniques. As new natural compounds the sesquiterpene hydrocarbons (+)-helminthogermacrene (1) [the 4Z-isomer of germacrene A (9)], (-)-cis-beta-elemene (2) as a Cope-rearrangement product of 1, (+)-beta-isolongibornene (3) and (-)-perfora-1,7-diene (4) could be identified. 1 has an identical mass spectrum and identical GC retention time on a non-polar stationary phase as germacrene A (9) but is considerably more stable than the latter. The Cope-rearrangement of 1 proceeds slowly at 350 degrees C and (-)-cis-beta-elemene (2) is formed together with small amounts of other diastereoisomers.
对采集于德国北部哈茨山的波叶鞭苔（Scapania undulata）的精油进行了气相色谱（GC）分析、气相色谱-质谱（MS）分析，并通过多种核磁共振技术分离和研究了几种新成分。作为新的天然化合物，鉴定出了倍半萜烃类化合物（+）-蠕孢菌烯（1）[吉马烯A（9）的4Z-异构体]、（-）-顺式-β-榄香烯（2）（作为1的科浦重排产物）、（+）-β-异长叶松烯（3）和（-）-穿孔-1,7-二烯（4）。1在非极性固定相上具有与吉马烯A（9）相同的质谱和相同的气相色谱保留时间，但比后者稳定得多。1的科浦重排在350℃时进行缓慢，（-）-顺式-β-榄香烯（2）与少量其他非对映异构体一起形成。
