Zhang Tao, Si Jin-Guang, Zhang Qiu-Bo, Ding Gang, Zou Zhong-Mei
Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, P.R. China.
School of Pharmacy, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, P.R. China.
Sci Rep. 2016 Jun 6;6:27237. doi: 10.1038/srep27237.
Eight highly oxygenated germacranolides (1-8) including four new ones (2-5) were isolated from the whole plant of Carpesium divaricatum. The planar structures and relative configurations of the new compounds were determined by NMR experiment and HRESIMS data. The absolute configuration of 1 was established by circular dichroism (CD) method and X-ray diffraction, and the stereochemistry of the new compounds 2-5 were determined by similar CD spectra with 1. Compound 2 is the first hydroperoxyl germacrane from the genus Carpesium. The (13)C NMR data of 1, NMR data of 6-7, and their absolute configurations were reported for the first time. Two new compounds (2 and 4) and two known compounds (6 and 8) exhibited potent cytotoxicity against human cervical cancer (HeLa) cells, superior to that of the positive control doxorubicin.
从叉枝苍耳全草中分离出8种高度氧化的吉马烷型倍半萜内酯（1-8），其中包括4个新化合物（2-5）。通过核磁共振实验和高分辨电喷雾电离质谱数据确定了新化合物的平面结构和相对构型。通过圆二色光谱（CD）法和X射线衍射确定了1的绝对构型，并通过与1相似的CD光谱确定了新化合物2-5的立体化学。化合物2是苍耳属中首个含氢过氧基的吉马烷型倍半萜内酯。首次报道了1的碳-13核磁共振数据、6-7的核磁共振数据及其绝对构型。两种新化合物（2和4）和两种已知化合物（6和8）对人宫颈癌（HeLa）细胞表现出较强的细胞毒性，优于阳性对照阿霉素。
