Cuceolatins A-D: New Bioactive Diterpenoids from the Leaves of Cunninghamia lanceolata
Cuceolatins A-D: New Bioactive Diterpenoids from the Leaves of Cunninghamia lanceolata
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Cuceolatins A-D：来自杉木叶的新生物活性二萜类化合物
DOI：
10.1002/cbdv.201900317
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发表时间：
2019
影响因子：
2.9
通讯作者：
Zhang Hua
中科院分区：
文献类型：
--
作者：
Yu Jin-Hai;Yu Zhi-Pu;Wu Dong-Xiang;Yan Xue;Wang Yin-Yin;Zhang Hua
从杉木（Cunninghamia lanceolata）叶片中分离得到4个新的二萜化合物，命名为cuceolatins A-D，其中包括3个唇形科（labela-type）化合物（1-3）和1个松香烷（abietane-type）化合物（4），以及3个已知的唇形科类似物（labela-type）化合物（5-7）。这些化合物的结构归属通过光谱数据的分析进行，并且它们的绝对构型通过基于时间依赖密度泛函理论（TD-DFT）的电子圆二色性（ECD）计算确定。其中，松香烷型二萜类化合物（11-羟基-12-甲氧基松香-8，11，13-三烯-3-酮（4））对人MDA-MB-231、MCF-7和HeLa肿瘤细胞系显示出显著的细胞毒性，IC 50测量值分别为4.3、2.8和4.5 μm，而具有4α-羧基（1- 3and 5）的拉布拉多型二萜类化合物对枯草芽孢杆菌和金黄色葡萄球菌具有中等抑菌活性，IC_（50）值均小于25 μm。
Four new diterpenoids named cuceolatins A–D, including three labdane‐type (1–3) and one abietane‐type (4) as well as three known labdane analogs (5–7), were reported from the leaves ofCunninghamia lanceolata. Structural assignments for these compounds were conducted by analyses of spectroscopic data, and their absolute configurations were determined by time‐dependent density functional theory (TD‐DFT) based electronic circular dichroism (ECD) calculations. Among them, the abietane‐type diterpenoid (11‐hydroxy‐12‐methoxyabieta‐8,11,13‐trien‐3‐one (4)) showed significant cytotoxicity against human MDA‐MB‐231, MCF‐7, and HeLa tumor cell lines with IC50measurements of 4.3, 2.8 and 4.5 μm, respectively, while the labdane‐type diterpenoids with a 4α‐carboxy group (1–3and5) exhibited moderate antibacterial activity towardsBacillus subtilisandStaphylococcus aureuswith IC50values all below 25 μm.