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Phytochemistry. 1998 Nov 20;49(6):1709-1714. doi: 10.1016/s0031-9422(98)00195-2.

Essential oil composition of smyrnium olusatrum.

Phytochemistry

Ulrike Mölleken, Volker Sinnwell, Karl Heinz Kubeczka

Affiliations

  1. Department of Pharmaceutical Biology, University of Hamburg, Bundesstrasse 43, 20146 Hamburg, Germany

PMID: 11711086 DOI: 10.1016/s0031-9422(98)00195-2

Abstract

The essential oils obtained by hydrodistillation of green and ripe fruits, herb, flowers and roots of Smyrnium olusatrum (alexanders), have been analyzed by means of GC, GC-MS, and NMR spectroscopic methods. Roots, herb and flowers are characterized by a high content of oxygenated sesquiterpenoids, most of them furanosesquiterpenoids, while green and ripe fruits are dominated by monoterpene hydrocarbons with beta-phellandrene and alpha-pinene as major constituents. The furanosesquiterpenoids, comprising a high proportion of furanodiene and isofuranogermacrene, are present in all parts of the plant. In roots and herbs furanoeremophil-1-one is the second important furanosesquiterpenoid, whereas 1beta-acetoxyfurano-4(15)-eudesmene was detected as a prominent component in green and ripe fruits. Additionally a new furanoeudesmane derivative has been isolated from the fruits. With the aid of (13)C, (1)H and 2D NMR the structure has been established as furano-4(15)-eudesmen-1-one.

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