具有细胞毒性的对映异构双(9,10-二氢)菲并[9,10-d]菲和菲/联苄二聚体来自 Pleione bulbocodioides 的假鳞茎。
Atropisomeric bi(9,10-dihydro)phenanthrene and phenanthrene/bibenzyl dimers with cytotoxic activity from the pseudobulbs of Pleione bulbocodioides.
机构信息
State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, PR China.
State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, PR China.
出版信息
Fitoterapia. 2019 Oct;138:104313. doi: 10.1016/j.fitote.2019.104313. Epub 2019 Aug 14.
Bulbocodioidins E-H (1-4), four pairs of undescribed racemic bi(9,10-dihydro)phenanthrene and phenanthrene/bibenzyl atropisomers, along with four known compounds (5-8) were isolated from the ethanol extract of the pseudobulbs of Pleione bulbocodioides. Their structures were established by HRESIMS and comprehensive NMR spectroscopic data analysis. Their absolute configurations were elucidated by comparison of their experimental and calculated ECD (electronic circular dichroism) curves. Furthermore, compound 4a displayed cytotoxic activity against colon cancer (HCT-116), liver cancer (HepG2), and breast cancer (MCF-7) cell lines with IC values of 7.6, 3.8 and 3.4 μM, respectively. Compound 6 showed cytotoxic activity against breast cancer cell lines (MCF-7) with IC value of 5.4 μM.
从 Pleione bulbocodioides 的假鳞茎的乙醇提取物中分离得到了 4 对未描述的外消旋双（9,10-二氢）菲和菲/联苄对映异构体，以及 4 个已知化合物（5-8）。通过高分辨质谱和全面的 NMR 光谱数据分析确定了它们的结构。通过比较实验和计算的 ECD（电子圆二色性）曲线确定了它们的绝对构型。此外，化合物 4a 对结肠癌细胞（HCT-116）、肝癌细胞（HepG2）和乳腺癌细胞（MCF-7）的细胞系显示出细胞毒性活性，IC 值分别为 7.6、3.8 和 3.4 μM。化合物 6 对乳腺癌细胞系（MCF-7）的细胞毒性活性的 IC 值为 5.4 μM。
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