Halogenated Briarane Diterpenes with Acetyl Migration from the Gorgonian Coral Junceella fragilis

Halogenated Briarane Diterpenes with Acetyl Migration from the Gorgonian Coral Junceella fragilis
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柳珊瑚 Junceella fragilis 中具有乙酰基迁移的卤化丁芳烷二萜

DOI:
10.1002/cbdv.201700053
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发表时间:
2017-05-01
影响因子:
2.9
通讯作者:
Lin, Wenhan
Lin, Wenhan
中科院分区:
化学3区
文献类型:
--
作者:
Cheng, Wei;Li, Xiaodan;Lin, Wenhan

文献摘要

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柳珊瑚Junceella fragilis的化学检查导致四对乙酰基异构体属于briarane二萜类化合物的分离,包括五个新的化合物。基于与化学转化相关的广泛光谱(IR、MS、NMR和单晶X射线衍射)分析来确定它们的结构。每对异构体的特征在于通过乙酰基在1,2-二醇中的迁移进行动态相互转化,这被假定为在形成环状原乙酸酯中间体的情况下产生。所有化合物均对RAW264.7巨噬细胞产生一氧化氮具有抑制活性。
Chemical examination of the gorgonian coral Junceella fragilis resulted in the isolation of four pairs of acetyl isomers belonging to briarane diterpenoids, including five new compounds. Their structures were determined on the basis of extensive spectroscopic (IR, MS, NMR, and single‐crystal X‐ray diffraction) analysis in association with the chemical conversion. Each pair of isomers featured by dynamical interconversion through as acetyl migration in 1,2‐diol, which was postulated to be generated under the formation of a cyclic orthoacetate intermediate. All compounds exerted the inhibitory activities against the nitric oxide production in RAW264.7 macrophage cells.