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来自箭毒木树皮的强心苷。

Cardiac glycosides from the bark of Antiaris toxicaria.

作者信息

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

机构信息

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.

出版信息

Fitoterapia. 2014 Sep;97:71-7. doi: 10.1016/j.fitote.2014.05.013. Epub 2014 May 28.

Abstract

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.

摘要

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)。

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