Cardiac glycosides from the bark of Antiaris toxicaria

• Published in: Fitoterapia Vol. 97; pp. 71 - 77
• Main Authors: 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
• Format: Journal Article
• Language: English
• Published: Netherlands Elsevier B.V 01.09.2014
• Subjects: Antiaris - chemistry; Antiaris toxicaria; Cardiac glycoside; Cardiac Glycosides - chemistry; Cardiac Glycosides - isolation & purification; Cardiac Glycosides - therapeutic use; Cell Line, Tumor; Chemical constituents; Cytotoxicity; Drug Screening Assays, Antitumor; Expression of Nur77; Humans; Lung Neoplasms - drug therapy; Lung Neoplasms - metabolism; Nuclear Receptor Subfamily 4, Group A, Member 1 - metabolism; Plant Bark - chemistry; Structure-Activity Relationship; Cardiac glycoside; Cytotoxicity; Expression of Nur77; Antiaris toxicaria; Chemical constituents
• ISSN: 0367-326X; 1873-6971
• DOI: 10.1016/j.fitote.2014.05.013

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, 1H–1H 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. [Display omitted]