Li Xiao-San, Hu Meng-Jie, Liu Jie, Liu Qian, Huang Zhi-Xing, Li Shun-Lin, Hao Xiao-Jiang, Zhang Xiao-Kun, Yao Xin-Sheng, Tang Jin-Shan
Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, China.
School of Pharmaceutical Science, Xiamen University, Xiamen 361005, China.
Fitoterapia. 2014 Sep;97:71-7. doi: 10.1016/j.fitote.2014.05.013. Epub 2014 May 28.
Five new cardiac glycosides (1-5, namely antiaroside Y-ZC) together with 19 known compounds were obtained from the bark of Antiaris toxicaria. Their chemical structures were determined by IR, HR-ESI-MS, 1D and 2D NMR (HSQC, (1)H-(1)H COSY, HMBC, ROESY). The absolute configuration of sugar unit was defined by acid hydrolysis and appropriate derivatization. Compound 1 was rare 5β-H-10β-H-19-nor-cardenolide, which might derive from decarboxylative derivative of 19-COOH cardenolide. The inhibitory effects of cardiac glycosides 1-11 on the viability of NIH-H460 lung cancer cells and their induction of Nur77 expression were evaluated and preliminary structure-activity relationship (SAR) was also discussed.
从见血封喉树皮中获得了5种新的强心苷(1-5,即抗箭毒苷Y-ZC)以及19种已知化合物。通过红外光谱(IR)、高分辨电喷雾电离质谱(HR-ESI-MS)、一维和二维核磁共振(HSQC、氢-氢化学位移相关谱((1)H-(1)H COSY)、异核多键相关谱(HMBC)、旋转坐标系核Overhauser效应谱(ROESY))确定了它们的化学结构。通过酸水解和适当的衍生化确定了糖单元的绝对构型。化合物1是罕见的5β-H-10β-H-19-降强心甾烯类化合物,可能源自19-COOH强心甾烯类化合物的脱羧衍生物。评估了强心苷1-11对NIH-H460肺癌细胞活力的抑制作用及其对Nur77表达的诱导作用,并初步讨论了构效关系(SAR)。