Hyperattenins L and M, two new polyprenylated acylphloroglucinols with adamantyl and homoadamantyl core structures from Hypericum attenuatum
Hyperattenins L and M, two new polyprenylated acylphloroglucinols with adamantyl and homoadamantyl core structures from Hypericum attenuatum
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Hyperattenins L 和 M，两种来自金丝桃的新型聚异戊二烯酰基间苯三酚，具有金刚烷基和高金刚烷基结构
DOI：
10.1016/j.fitote.2017.12.020
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发表时间：
2018-03-01
期刊：
影响因子：
3.4
通讯作者：
Zhang, Yonghui
中科院分区：
文献类型：
--
作者：
Li, Dongyan;Du, Guang;Zhang, Yonghui
Hyperattenins L（1）和M（2）是两个新的苯甲酰化聚异戊二烯化间苯三酚衍生物，具有不寻常的金刚烷基和高金刚烷基核心结构。通过广泛的NMR光谱方法确定了它们的结构。化合物1具有不寻常的四环[6.3.1.1（1，10）.0（1，5）]十三烷骨架，代表具有该碳骨架的天然产物的第二个报道。化合物2的特征在于意外的2，3，13-三氧杂五环[7.5.3.1（7，11）.0（5，16）.0（12，16）]辛-癸烷环系统，其通过2，3，8-三氧杂双环[4.3.1]癸烷部分与三环[4.3.1.1（3，8）]十一烷核的融合形成。评价了两种化合物对5种人癌细胞系的细胞毒活性，化合物1对HL-60、A-549和MCF-7细胞系显示出优异的抑制活性，IC 50值分别为3.86、4.34和5.78 μ M。
Hyperattenins L (1) and M (2), two new benzoylated polyprenylated phloroglucinol derivatives possessing unusual adamantyl and homoadamantyl core structures, were isolated from the aerial parts of Hypericum attenuatum. Their structures were determined by extensive NMR spectroscopic methods. Compound 1 possesses an unusual tetracyclo[6.3.1.1(1,10).0(1,5)]tridecane skeleton, representing the second report of natural product with this carbon skeleton. Compound 2 features an unexpected 2,3,13-trioxapentacyclo [7.5.3.1(7,11).0(5,16).0(12,16)]oc-todecane ring system formed by the fusion of 2,3,8-trioxabicyclo [4.3.1] decane moiety to the tricycle[4.3.1.1(3,8)] undecane core. Both compounds were evaluated for their cytotoxic activities against five human cancer cell lines and compound 1 showed excellent inhibitory activities against HL-60, A-549, and MCF-7 cell lines with IC50 values of 3.86, 4.34, and 5.78 mu M, respectively.