New Formyl Phloroglucinol Meroterpenoids from the Leaves of Eucalyptus robusta.
New Formyl Phloroglucinol Meroterpenoids from the Leaves of Eucalyptus robusta.
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粗桉叶中新甲酰基间苯三酚间萜类化合物
DOI：
10.1038/srep39815
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发表时间：
2016-12-22
影响因子：
4.6
通讯作者：
Kong LY
中科院分区：
文献类型：
--
作者：
Shang ZC;Yang MH;Liu RH;Wang XB;Kong LY
从粗桉叶中分离出七种新的甲酰基间苯三酚类萜 (FPM)，即 eucalrobusones J-P (1-7)，以及三种已知的 (8-10)。通过光谱数据分析阐明了它们的结构，并通过应用 Snatzke 螺旋度规则和电子圆二色性（ECD）计算确定了它们的绝对构型。这些 FPM 间苯三酚和倍半萜单元之间的偶联模式各异，形成新型多环系统。化合物1具有新的碳骨架，即1-氧杂螺[5.6]十二烷核心是通过芳香环部分的C-14而不是C-4形成的。化合物 2 具有新型 6/7/5 环稠合 6-氧杂双环[3.2.2]壬烷骨架。化合物 3-5 是罕见的基于马兜铃烷的 FPM。通过形成不同的氧桥，化合物3是第一个具有苯并二氢呋喃结构的FPM样品，化合物4具有新颖的6/6/6/6/3稠合五环骨架。化合物1、6和8对光滑念珠菌表现出显着的抗真菌活性，MIC50值分别为2.57、1.95和2.49μg/mL。
Seven new formyl phloroglucinol meroterpenoids (FPMs), namely eucalrobusones J-P (1–7), as well as three known ones (8–10) were isolated from the leaves of Eucalyptus robusta. Their structures were elucidated by spectroscopic data analysis, and their absolute configurations were determined by applications of the Snatzke’s helicity rule and the electron circular dichroism (ECD) calculation. These FPMs are diverse in coupling patterns between phloroglucinol and sesquiterpenoid units, forming novel polycyclic ring systems. Compound 1 possesses a new carbon skeleton that a 1-oxaspiro[5.6]dodecane core is formed through C-14 rather than C-4 of the aromadendrane moiety. Compound 2 features a novel 6/7/5 ring-fused 6-oxabicyclo[3.2.2]nonane skeleton. Compounds 3–5 are rare aristolane-based FPMs. By forming different oxo bridges, compound 3 is the first sample of FPM with benzo-dihydrofuran structure, and compound 4 possesses a novel 6/6/6/6/3-fused pentacyclic skeleton. Compounds 1, 6, and 8 exhibited significant antifungal activities against Candida glabrata with MIC50 values of 2.57, 1.95, and 2.49 μg/mL, respectively.
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影响因子：
3.8
作者：
Slade, D;Ferreira, D;Marais, JPJ
通讯作者：
Marais, JPJ
DOI：
10.1016/s0021-9673(00)81947-0
发表时间：
1981-01-01
期刊：
JOURNAL OF CHROMATOGRAPHY
影响因子：
--
作者：
AMANO, T;KOMIYA, T;SAWADA, T
通讯作者：
SAWADA, T
桉树 A-C 具有从蓝桉中分离出的新骨架
影响因子：
5.2
作者：
Yin, Sheng;Xue, Jun-Juan;Yue, Jian-Min
通讯作者：
Yue, Jian-Min
影响因子：
2.1
作者：
GIJSEN, HJM;WIJNBERG, JBPA;DEGROOT, A
通讯作者：
DEGROOT, A
来自蓝桉的有效 HGF/c-Met 轴抑制剂：间苯三酚和倍半萜类化合物的偶联对于活性至关重要
影响因子：
7.3
作者：
Yang, Sheng-Ping;Zhang, Xiao-Wei;Yue, Jian-Min
通讯作者：
Yue, Jian-Min