来自叶苔类植物泰勒光萼苔和裸光萼苔精油中的倍半萜成分。

Sesquiterpene constituents from the essential oils of the liverworts Mylia taylorii and Mylia nuda.

作者信息

von Reuss Stephan H, Wu Chia-Li, Muhle Hermann, König Wilfried A

机构信息

Institut für Organische Chemie, Universität Hamburg, Martin-Luther-King-Platz 6, D-20146 Hamburg, Germany.

出版信息

Phytochemistry. 2004 Aug;65(15):2277-91. doi: 10.1016/j.phytochem.2004.04.039.

DOI:10.1016/j.phytochem.2004.04.039

PMID:15587712

Abstract

The essential oils and extracts of Mylia taylorii and M. nuda were investigated by gas chromatography, mass spectrometry, NMR spectroscopy and chemical correlations. Beside several known compounds 13 new constituents including three new carbon skeletons could be identified. Four hydrocarbons with a molecular formula of C15H22 (m/z 202) were identified as myli-4(15)-ene (1), aromadendra-1(10),4(15)-diene (19), aromadendra-4,10(14)-diene (20) and aromadendra-4,9-diene (21). Three oxaspiro-compounds were identified as 7-epi-bourbon-3-en-5,11-oxide (22), guai-3,10(14)-dien-5,11-oxide (23) and guai-3,9-dien-5,11-oxide (24). The absolute configuration of myli-4(15)-en-3-one (5) could be established by chemical correlation. Together with alpha-taylorione (7) the corresponding 6,11-seco-compound taylopyran (25) with a new carbon skeleton was identified which serves as a precursor to taylocyclane (26) and taylofuran (27). Taynudol (28) contains a new carbon skeleton with a cyclobutenyl structure.

摘要

采用气相色谱、质谱、核磁共振光谱以及化学关联方法，对泰勒氏木（Mylia taylorii）和裸木（M. nuda）的精油和提取物进行了研究。除了几种已知化合物外，还鉴定出13种新成分，其中包括三种新的碳骨架。四种分子式为C15H22（m/z 202）的烃类被鉴定为迈利-4(15)-烯（1）、香木兰-1(10),4(15)-二烯（19）、香木兰-4,10(14)-二烯（20）和香木兰-4,9-二烯（21）。三种氧杂螺环化合物被鉴定为7-表-波旁-3-烯-5,11-氧化物（22）、愈创木-3,10(14)-二烯-5,11-氧化物（23）和愈创木-3,9-二烯-5,11-氧化物（24）。迈利-4(15)-烯-3-酮（5）的绝对构型可通过化学关联确定。与α-泰勒酮（7）一起，鉴定出了具有新碳骨架的相应6,11-断-化合物泰勒吡喃（25），它是泰勒环烷（26）和泰勒呋喃（27）的前体。泰勒裸醇（28）含有一种具有环丁烯基结构的新碳骨架。