Jiang Hua-Yi, Wang Wei-Guang, Tang Jian-Wei, Liu Miao, Li Xing-Ren, Hu Kun, Du Xue, Li Xiao-Nian, Zhang Hong-Bin, Pu Jian-Xin, Sun Han-Dong
State Key Laboratory of Phytochemistry and Plant Resources in West China, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, People's Republic of China.
University of Chinese Academy of Sciences , Beijing 100049, People's Republic of China.
J Nat Prod. 2017 Jul 28;80(7):2026-2036. doi: 10.1021/acs.jnatprod.7b00163. Epub 2017 Jun 27.
Fourteen new diterpenoids (1-14) based on four skeletal types and two known analogues (15 and 16) were isolated from the aerial parts of Isodon scoparius. Compound 2 is the first ent-kaurane diterpenoid featuring a 1,11-ether bridge, and the structures of these new compounds were established mainly by NMR and MS methods. The absolute configurations of 1 and 5 and the relative configuration of 3 were determined using single-crystal X-ray diffraction. The absolute configuration of 14 was determined by comparison of the experimental and calculated electronic circular dichroism spectra. Compounds 1, 4, and 15 were active against five human tumor cell lines (HL-60, SMMC-7721, A-549, MCF-7, and SW-480), and they also inhibited NO production in LPS-stimulated RAW264.7 cells, with IC values of 1.0, 3.1, and 1.8 μM, respectively.
从香茶菜的地上部分分离出了基于四种骨架类型的14个新二萜类化合物(1-14)和两个已知类似物(15和16)。化合物2是首个具有1,11-醚桥的对映-贝壳杉烷二萜类化合物,这些新化合物的结构主要通过核磁共振(NMR)和质谱(MS)方法确定。化合物1和5的绝对构型以及化合物3的相对构型通过单晶X射线衍射确定。化合物14的绝对构型通过实验和计算的电子圆二色光谱比较确定。化合物1、4和15对五种人类肿瘤细胞系(HL-60、SMMC-7721、A-549、MCF-7和SW-480)具有活性,并且它们还抑制脂多糖刺激的RAW264.7细胞中一氧化氮的产生,IC值分别为1.0、3.1和1.8μM。