Structures of ent-2,3-secoalloaromadendrane sesquiterpenoids, which have plant-growth-inhibitory activity, from Plagiochila semidecurrens(liverwort)

URI http://harp.lib.hiroshima-u.ac.jp/hbg/metadata/4156
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Title
Structures of ent-2,3-secoalloaromadendrane sesquiterpenoids, which have plant-growth-inhibitory activity, from Plagiochila semidecurrens(liverwort)
Author
氏名 松尾 昭彦
ヨミ マツオ アキヒコ
別名 Matsuo Akihiko
氏名
ヨミ アツミ カズノリ
別名 Atsumi Kazunori
氏名
ヨミ ナカヤマ ミツル
別名 Nakayama Mitsuru
氏名
ヨミ ハヤシ シュウイチ
別名 Hayashi Shûichi
Abstract

Nine acetyl hemiacetals, (+)-ovalifoliene (1), (+)-ovalifolienal (2), (+)-ovalifolienalone (3), deacetoxyovalifoliene (6), (+)-ovalimethoxy l (7), (+)-ovalimethoxy ll (8), (+)-plagiochiline A (9), (+)-plagiochiline B (10), and (+)-9-acetoxyovalifoline (11), which possess the ent-2,3-secoalloaromadendrane skeleton and display plant-growth-inhibitory properties, and their bicyclic precursors, (–)-hanegokedial (4) and (+)-hanegoketrial (5), have been isolated from the methanol extract of Plagiochila semidecurrens together with the related enantiomeric sesquiterpenoids (12)–(15a). The structures and absolute configurations have been determined on the basis of chemical and spectroscopic evidence and are coincident with the result obtained by X-ray analysis of (+)-ovalifolienalone (3). The biological activity is also described.

Journal Title
Journal of the Chemical Society. Perkin transactions 1
Spage
2816
Epage
2824
Published Date
1981
Publisher
Chemical Society
ISSN
0300922X
NCID
AA00695134
Language
eng
NIIType
Journal Article
Text Version
Old URI
Set
hbg