Wang Jia-Xi, Wang Qian, Zhen Yong-Qi, Zhao Shuang-Mei, Gao Feng, Zhou Xian-Li
School of Life Science and Engineering, Southwest Jiaotong University.
Key Laboratory of Advanced Technology of Materials, Ministry of Education, School of Material Science and Engineering, Southwest Jiaotong University.
Chem Pharm Bull (Tokyo). 2018 Jun 1;66(6):674-677. doi: 10.1248/cpb.c17-00946. Epub 2018 Mar 27.
We isolated two new lathyrane-type diterpenes L (1) and L (2) along with seven known compounds (3-9) from the seeds of Euphorbia lathyris. These compounds were identified by NMR, high-resolution electrospray ionisation (HR-ESI)-MS as well as IR spectroscopy. Compounds 1 and 2 were assigned NMR spectrums with H-NMR, C-NMR, distortionless enhancement by polarization (DEPT), correlation spectroscopy (COSY), heteronuclear multiple quantum coherence (HMQC), heteronuclear multiple bond connectivity (HMBC) and nuclear Overhauser effect spectroscopy (NOESY). Stereo configuration of 1 and 2 were confirmed by comprehensive interpretation of their nuclear Overhauser effect (NOE) relationship and showed they were first natural lathyrane-type diterpenes possessing α-configuration substitutes at C-3. Cytotoxicity assay of isolated compounds were evaluated against breast cancer cell lines MCF-7 or MDA-MB-231, 786-0 and liver cancer cell lines HepG2. As a result, Euphorbia factor L (2) showed strongly cytotoxicity to the 786-0 and HepG2 cell lines, with an IC value of 9.43 and 13.22 µM, respectively, which preliminarily suggested that the configuration of lathyrane-type diterpene at C-3 has a significant effect on its bioactivity.
我们从续随子种子中分离出两种新的千金二萜烷型二萜L（1）和L（2）以及七种已知化合物（3 - 9）。这些化合物通过核磁共振（NMR）、高分辨率电喷雾电离（HR - ESI）-质谱以及红外光谱进行鉴定。化合物1和2通过氢核磁共振（H - NMR）、碳核磁共振（C - NMR）、无畸变极化增强法（DEPT）、相关光谱法（COSY）、异核多量子相干（HMQC）、异核多键连接（HMBC）和核Overhauser效应光谱法（NOESY）确定了核磁共振谱。通过对它们的核Overhauser效应（NOE）关系的综合解释确定了1和2的立体构型，结果表明它们是首次发现的在C - 3位具有α - 构型取代基的天然千金二萜烷型二萜。对分离得到的化合物针对乳腺癌细胞系MCF - 7或MDA - MB - 231、786 - 0以及肝癌细胞系HepG2进行了细胞毒性测定。结果显示，千金二萜因子L（2）对786 - 0和HepG2细胞系表现出强烈的细胞毒性，IC值分别为9.43和13.22 μM，这初步表明千金二萜烷型二萜在C - 3位的构型对其生物活性有显著影响。
