epi-neoverrucosane- and epi-homoverrucosane-type diterpenoids from Fossombronia alaskana

epi-neoverrucosane- and epi-homoverrucosane-type diterpenoids from Fossombronia alaskana
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DOI:
10.1016/s0031-9422(96)00781-9
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发表时间:
1997-04-01
期刊:
影响因子:
3.8
通讯作者:
Becker, H
Becker, H
中科院分区:
生物学2区
文献类型:
--
作者:
Grammes, C;Burkhardt, G;Becker, H

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对一种罕见的北极苔类植物阿拉斯加福松布罗尼亚进行了无害化培养。配子体的植物化学研究发现了5种新的表新过核糖烷型二萜(5-氧-表新过核糖烷、13-羟基-5-氧-表新过核糖烷、8 α -乙酰氧-13-羟基-5-氧-表新过核糖烷、8 α,16-二乙酰氧-13-羟基-5-氧-表新过核糖烷和8 α,13-二羟基-5-氧-表新过核糖烷)以及先前已知的5- β -羟基表新过核糖烷。具有外新核糖烷骨架的天然产物总数现在是7种。此外,还分离到了新的同聚核糖烷型二萜5,18-二羟基-外延同聚核糖烷。通过x射线晶体学、二维核磁共振和化学降解等手段对其结构进行了表征,得到了一些不饱和的表新核磁共振结构。版权所有爱思唯尔科学有限公司
Fossombronia alaskana, a rare arctic liverwort, was axenically cultured. Phytochemical investigation of the gametophytes afforded five new epi-neoverrucosane-type diterpenoids (5-oxo-epi-neoverrucosane, 13-hydroxy-5-oxo-epi-neoverrucosane, 8 alpha-acetoxy-13-hydroxy-5-oxo-epi-neoverrucosane, 8 alpha,16-diacetoxy-13-hydroxy-5-oxo-epi-neoverrucosane and 8 alpha,13-dihydroxy-5-oxo-epi-neoverrucosane) together with the previously known 5 beta-hydroxy-epi-neoverrucosane. The overall number of natural products with the epi-neoverrucosane skeleton is now seven. In addition, the new homoverrucosane-type diterpene 5,18-dihydroxy-epi-homoverrucosane was isolated. The structures were elucidated by X-ray crystallography (5-oxo-epi-neoverrucosane), two-dimensional NMR spectroscopy and chemical degradation, resulting in some unsaturated epi-neoverrucosane structures. Copyright (C) 1997 Elsevier Science Ltd.