School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University , Kanazawa 920-1192, Japan.
Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina at Chapel Hill , Chapel Hill, North Carolina 27599-7568, United States.
J Org Chem. 2018 Jan 19;83(2):951-963. doi: 10.1021/acs.joc.7b02951. Epub 2018 Jan 10.
The isolation studies of a crude MeOH/CHCl (1:1) extract (N005829) of the bark of Laetia corymbulosa yielded 15 new clerodane diterpenes, designated corymbulosins I-W (1-15), as well as four known diterpenes, 16-19. The structures of 1-15 were characterized on the basis of extensive 1D and 2D NMR and HRMS analyses. The absolute configurations of newly isolated compounds 1-15, as well as known 16-19, which were reported previously with only relative configurations, were determined through ECD experiments, X-ray analysis, chemical methods, including Mosher esterification, and comparison of their spectroscopic data. The isolated compounds were evaluated for cytotoxicity against human cancer cell lines. Flow cytometric and immunocytochemical observations of cells treated with cytotoxic clerodanes demonstrated that the chromatin was fragmented and dispersed with formation of apoptotic microtubules.
从拉蒂亚科伦布索斯树皮的粗甲醇/氯仿（1:1）提取物（N005829）的分离研究中，得到了 15 种新的 clerodane 二萜，分别命名为 corymbulosins I-W（1-15），以及 4 种已知的二萜，16-19。基于广泛的 1D 和 2D NMR 和 HRMS 分析，确定了 1-15 的结构。新分离的化合物 1-15 的绝对构型，以及以前仅报告相对构型的已知化合物 16-19，通过 ECD 实验、X 射线分析、包括 Mosher 酯化在内的化学方法以及比较它们的光谱数据来确定。对分离得到的化合物进行了人癌细胞系的细胞毒性评价。用细胞毒性 clerodanes 处理的细胞的流式细胞术和免疫细胞化学观察表明，染色质被碎片化并分散，形成凋亡微管。
