Structures and conformations of (–)-isobicyclogermacrenal and (–)-lepidozenal, two key sesquiterpenoids of the cis- and trans-10,3-bicyclic ring systems, from the liverwort Lepidozia vitrea : X-ray crystal structure analysis of the hydroxy derivative of (–)-isobicyclogermacrenal

URI http://harp.lib.hiroshima-u.ac.jp/hbg/metadata/4368
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Title
Structures and conformations of (–)-isobicyclogermacrenal and (–)-lepidozenal, two key sesquiterpenoids of the cis- and trans-10,3-bicyclic ring systems, from the liverwort Lepidozia vitrea : X-ray crystal structure analysis of the hydroxy derivative of (–)-isobicyclogermacrenal
Author
氏名 松尾 昭彦
ヨミ マツオ アキヒコ
別名 Matsuo Akihiko
氏名
ヨミ ノザキ ヒロシ
別名 Nozaki Hiroshi
氏名
ヨミ クボタ ナオジ
別名 Kubota Naoji
氏名
ヨミ ウト セイリュウ
別名 Uto Seiryû
氏名
ヨミ ナカヤマ ミツル
別名 Nakayama Mitsuru
Abstract

The structures and absolute configurations of the two sesquiterpene aldehydes, (–)-isobicyclogermacrenal (1) and (–)-lepidozenal (2), which were isolated from the liverwort Lepidozia vitrea, have been determined on the basis of chemical and spectroscopic evidence to be (6R,7S)-6,11-cyclogermacra-1(10)-E,4E-dien-14-al and (6R,7S)-lepidoza-1 (10)E,4E-dien-14-al, consisting of the cis- and trans-10,3-bicyclic ring systems. The structure of the former (1) has been confirmed by a single-crystal X-ray analysis of its hydroxy derivative (7). The molecular conformations, biogenetical features, and biological activity are also described.

Journal Title
Journal of the Chemical Society. Perkin transactions 1
Spage
203
Epage
214
Published Date
1984
Publisher
Chemical Society
Language
eng
NIIType
Journal Article
Text Version
Old URI
Set
hbg